Novel glycerol derivatives

Abstract

The present invention relates to a compound of formula (I) as defined herein. The present invention further relates to a compound of formula (Ia) and a compound of formula (Ib) as defined herein, or a mixture comprising them, wherein the compound of formula (Ia) and the compound of formula (Ib) are compounds having the same structural formula. It also relates to a method for producing the compound of formula (I) and / or the compound of formula (VIII) as defined herein. Furthermore, the present invention relates to the compound of formula (VIII) as defined herein, and the use of the compound of formula (I) and / or the compound of formula (VIII) as defined herein as fragrance and / or aromatic substances. Finally, the present invention relates to a fragrance and / or aromatic composition and product as defined herein, a method for producing the product as defined herein, and a method for providing and / or enhancing a clear, soft white floral jasmine note in / within the product.

Description

[Technical Field]

[0001] The present invention relates to a compound of formula (I) as defined herein. The present invention further relates to a compound of formula (Ia) and a compound of formula (Ib) as defined herein, or a mixture comprising them, wherein the compound of formula (Ia) and the compound of formula (Ib) are compounds having the same structural formula. It also relates to a method for producing the compound of formula (I) and / or the compound of formula (VIII) as defined herein. Furthermore, the present invention relates to the compound of formula (VIII) as defined herein, and the use of the compound of formula (I) and / or the compound of formula (VIII) as defined herein as fragrance and / or aromatic substances. Finally, the present invention relates to a fragrance and / or aromatic composition and product as defined herein, a method for producing the product as defined herein, and a method for providing and / or enhancing a clear, soft white floral jasmine note in / within the product.

[0002] Further aspects of the present invention arise from the following description, in particular from the examples and the appended claims. [Background technology]

[0003] Methyl dihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate, Hedione®, CAS No. 24851-98-7, RIFM ID 850), possesses a transparent floral jasmine note accompanied by the soft, fruity freshness of lemon, creating an imaginary aura of a sun-drenched lemon on a windowsill. First obtained in 1961 by Edouart Demole through hydrogenation during the structural elucidation process of methyl jasmonate (Non-Patent Literature 1), methyl dihydrojasmonate has become a true gem due to its effectiveness and versatility in perfume compositions. It already imparts floral transparency at concentrations of less than 1%, but can also be used as a main ingredient at concentrations exceeding 20% ​​without overwhelming the overall perfume composition. The scent of methyl dihydrojasmonate is quite delicate and subtle, which is why some fragrance companies have said it has been lost. It was Edmond Roudnitska who discovered the remarkable effects of methyl dihydrojasmonate with "Eau Sauvage" (Dior, 1966, containing less than 2% methyl dihydrojasmonate), thereby starting the trend of bright, transparent perfumes that continues to this day. Because the scent of methyl dihydrojasmonate is mainly due to the cis configuration (+)-(1R,2S) enantiomer, several varieties enriched with cis- or (+)-(1R,2S) isomers have been introduced to the market. With current estimated usage of 6,000-8,000 tons / year, methyl dihydrojasmonate is one of the main ingredients in flagship products in perfumery creation. Despite being present in such large quantities, methyl dihydrojasmonate does not accumulate in the environment, is readily biodegradable (85% in 28 days), does not exhibit significant irritation, sensitization, or cross-sensitization potential, and has very low human and environmental toxicity. This makes it an almost perfect perfumery ingredient, provided it is available in a sustainable and cost-effective manner, preferably from bio-based starting materials.However, this has not been achieved, and most of the methyl dihydrojasmonate is of petrochemical origin, except for a negligible amount for flavor creation, and there is a continuing need in the fragrance and flavor industry for new compounds that impart, enhance or improve methyl dihydrojasmonate-like odor notes and effects.

Prior Art Documents

Non-Patent Documents

[0004]

Non-Patent Document 1

Summary of the Invention

Means for Solving the Problems

[0005] Therefore, an object of the present invention was to provide a new compound that imparts, enhances or improves methyl dihydrojasmonate-like odor notes and effects.

[0006] A further object underlying the present invention is as set forth in the following description and the claims of this patent.

[0007] According to a first aspect of the present invention, surprisingly, the above object is achieved by a compound of formula (I).

[0008]

Chemical Formula

[0009] [[ID=4 2]] In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0010] [ka]

[0011] It is selected from the group consisting of the following.

[0012] The research underlying this invention found that the compound of formula (I) according to the present invention (or as defined herein) exhibits an olfactory effect very similar to that of methyl dihydrojasmonate in perfume compositions (see also the Examples section below). This was particularly surprising because the compound of formula (I) is partially contained in the general structural motif revealed in International Publication No. 2013 / 041130(A1) and has a fruity-green galbanum-like scent note. The compound of formula (I) according to the present invention is not disclosed in International Publication No. 2013 / 041130(A1), and none of the compounds exemplified in that disclosure have the scent note according to the present invention.

[0013] As will be further demonstrated below, the compound of formula (I) can be obtained not only via petrochemical precursors, but also, advantageously, from bio-based starting materials containing only non-fossil fuel-based carbon in a sustainable and / or cost-effective manner.

[0014] Therefore, according to a preferred embodiment, the compound of formula (I) contains at least 10, 20, 30, 40, 50, 60, 70, 80, or 90% by weight, preferably more than 50% by weight, of bio-based carbon (i.e., non-fossil fuel-based carbon), based on the total weight of the molecule. More preferably, the compound of formula (I) contains exclusively bio-based carbon.

[0015] According to another preferred embodiment of the present invention, more than 50% of the carbon atoms in the compound of formula (I) are biobased, based on the total number of carbon atoms in the compound of formula (I). More preferably, more than 60%, 70%, 75%, 80%, 85%, or 90% of the carbon atoms in the compound of formula (I) are biobased, based on the total number of carbon atoms in the compound of formula (I). Most preferably, more than 75% of the carbon atoms in the compound of formula (I) are biobased, based on the total number of carbon atoms in the compound of formula (I).

[0016] Organic compounds composed of carbon atoms from bio-based sources such as plant sugars, starches, or vegetable oil derivatives are considered to have no further contribution to the greenhouse effect compared to the same organic compounds that are fossil fuel-based.

[0017] The biobase carbon content in materials can be evaluated using standard test methods. Radiocarbon and isotopic mass spectrometry can be used to determine the biobase content of materials. ASTM International, formerly known as the American Society for Testing and Materials, has established standard test methods for evaluating the biobase content of materials. The ASTM method is designated as ASTM-06866.

[0018] According to a preferred embodiment of the compound of formula (I), R1 is either n-hexyl or n-heptyl, more preferably n-hexyl, and / or R2 is methyl, ethyl, n-propyl, allyl,

[0019] [ka]

[0020] A selection is made from the group consisting of the following, and is most preferably an allele.

[0021] According to another preferred embodiment, the compound of formula (I) is

[0022] [ka]

[0023] It is selected from the group consisting of the following.

[0024] Preferably, the compound of formula (I) is the compound of formula (Ia) or the compound of formula (Ib),

[0025] [ka]

[0026] More preferably, the compound of formula (Ia), i.e., in a trans configuration, In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably either n-hexyl or n-heptyl, and R2 is methyl, ethyl, n-propyl, isopropyl, allyl,

[0027] [ka]

[0028] Selected from the group consisting of methyl, ethyl, n-propyl, allyl,

[0029] [ka]

[0030] A selection is made from the group consisting of the following, and is most preferably an allele.

[0031] Another aspect of the present invention relates to a compound of formula (Ia) and a compound of formula (Ib) as defined herein, or a mixture comprising them, wherein the compound of formula (Ia) and the compound of formula (Ib) are compounds having the same structural formula, and preferably the weight ratio of the compound of formula (Ia) to the compound of formula (Ib) is in the range of 90:10 to 99:1, more preferably 65:35 to 99:1, and most preferably 50:50 to 99:1.

[0032] In the research underlying this invention, we surprisingly found that, unlike methyldihydrojasmonate, the compound of formula (Ia), i.e., the trans-configured isomer, possesses particularly advantageous olfactory properties. Therefore, a mixture according to the present invention containing more of the compound of formula (Ia) than the compound of formula (Ib) as defined herein is preferred.

[0033] According to a preferred embodiment, the compound of formula (Ia) is

[0034] [ka]

[0035] It is selected from the group consisting of the following.

[0036] According to another preferred embodiment, the compound of formula (Ib) is

[0037] [ka]

[0038] It is selected from the group consisting of the following.

[0039] Another aspect of the present invention relates to a method for producing a compound of formula (I) as defined herein, comprising or consisting of the following steps: (i) an aldehyde of formula (II), preferably of biobased origin,

[0040] [ka]

[0041] In the formula, R1 is an aldehyde selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl. The compound of formula (III), preferably of bio-based origin,

[0042] [ka]

[0043] In the formula, R2 is methyl, ethyl, n-propyl, isopropyl, allyl,

[0044] [ka]

[0045] Selected from the group consisting of,

[0046] Preferably, methyl, ethyl, n-propyl, allyl

[0047] [ka]

[0048] A compound selected from the group consisting of, and more preferably an allyl. Preferably, the reaction is carried out in the presence of, for example, a (protic) acid, sodium bicarbonate (NaHCO3), or a dehydrating agent that shifts the reaction equilibrium from hemiacetal to acetal.

[0049] The following publications further provide further details regarding the reaction conditions for the acetalization reaction according to the present invention: E. Fanghanel et al., "Organic Chemistry: A Practical Exercise in Organic Chemistry," 24th revised edition, Wiley-VCH Verlag & Co. KGaA, Weinheim, 2015, pp. 480-484; and Clayden, Greeves, Warren and Wothers, "Organic Chemistry," Oxford University Press, Oxford, 2001, pp. 342-347.

[0050] According to a preferred embodiment, the compound of formula (III) that reacts in step (i) of the method according to the present invention is obtained or can be obtained from allyl alcohol as a starting material by following the steps below.

[0051] [ka]

[0052] In the formula, X is selected from the group consisting of -Cl, -Br, and -I, and is preferably -Br or -I. R2 is methyl, ethyl, n-propyl, isopropyl, allyl

[0053] [ka]

[0054] Selected from the group consisting of,

[0055] Preferably, methyl, ethyl, n-propyl, allyl

[0056] [ka]

[0057] Selected from the group consisting of the above, this is a more preferred allele.

[0058] An example of a peracid that can be used in a reaction is peracetic acid, and an example of a strong aqueous acid that can be used in a reaction is perchloric acid.

[0059] Allyl chloride can be used as a starting material to obtain allyl alcohol. Allyl chloride can react with sodium acetate to produce allyl acetate, which can then be hydrolyzed (for example with sodium hydroxide) to obtain allyl alcohol.

[0060] Another aspect of the present invention is a compound of formula (I) and / or a compound of formula (VIII) as defined herein,

[0061] [ka]

[0062] During the ceremony, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is methyl, ethyl, n-propyl, isopropyl, allyl

[0063] [ka]

[0064] Selected from the group consisting of,

[0065] Preferably, methyl, ethyl, n-propyl, allyl

[0066] [ka]

[0067] A compound of formula (VIII) selected from the group consisting of, and more preferably an allyl, Regarding a method for manufacturing, the following steps are included or consist of the following steps: (i) an aldehyde of formula (II), preferably of biobased origin,

[0068] [ka]

[0069] In the formula, R1 is an aldehyde selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl. glycerol, preferably glycerol of bio-based origin

[0070] [ka]

[0071] By reacting with, a compound of formula (IV) and / or a compound of formula (V) is obtained.

[0072] [ka]

[0073] A step to obtain a compound in which R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and preferably either n-hexyl or n-heptyl. (ii) A step of reacting the compounds of formula (IV) and / or formula (V) obtained in step (i) with the following:

[0074] - Compound of formula (VI)

[0075] [ka]

[0076] In the formula, X is selected from the group consisting of -Cl, -Br and -I, and R2 is methyl, ethyl, n-propyl, isopropyl, allyl,

[0077] [ka]

[0078] Selected from the group consisting of, Preferably, R2 is methyl, ethyl, n-propyl, allyl

[0079] [ka]

[0080] Selected from the group consisting of, More preferably, R2 is an allele, Most preferably, X is -Cl and R2 is allyl (i.e., the compound of formula (VI) is 3-chloropropa-1-ene),

[0081] and / or, preferably or - Compound of formula (VI)

[0082] [ka]

[0083] In the formula, X is -OH, and R2 is

[0084] [ka]

[0085] Selected from the group consisting of (That is, the compound of formula (VI) is formic acid or acetic acid.)

[0086] and / or, preferably or - Compound of formula (VII)

[0087] [ka]

[0088] In the equation, X is -O-, and R2 is,

[0089] [ka]

[0090] Selected from the group consisting of

[0091] In addition, depending on the circumstances (iii) A step of hydrogenating one or more carbon-carbon double bonds (if present) of the compound obtained in step (ii) for carbon-carbon single bonds, preferably using hydrogen gas in the presence of palladium on charcoal as a catalyst.

[0092] Preferably, the method according to the present invention is a method for producing a compound of formula (I) as defined herein, comprising or consisting of the following steps: (i) an aldehyde of formula (II), preferably of biobased origin,

[0093] [ka]

[0094] In the formula, R1 is an aldehyde selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl. glycerol, preferably glycerol of bio-based origin

[0095] [ka]

[0096] By reacting with, a compound of formula (IV) and / or a compound of formula (V) is obtained.

[0097] [ka]

[0098] A step to obtain a compound in which R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl, preferably a step to obtain a compound of formula (IV), (ii) A step of reacting a compound of formula (IV) and / or formula (V), preferably the compound of formula (IV) obtained in step (i), with the following:

[0099] - Compound of formula (VI)

[0100] [ka]

[0101] In the formula, X is selected from the group consisting of -Cl, -Br and -I, and R2 is methyl, ethyl, n-propyl, isopropyl, allyl,

[0102] [ka]

[0103] Selected from the group consisting of, Preferably, R2 is methyl, ethyl, n-propyl, allyl

[0104] [ka]

[0105] Selected from the group consisting of, More preferably, R2 is an allele, Most preferably, X is -Cl and R2 is allyl (i.e., the compound of formula (VI) is 3-chloropropa-1-ene),

[0106] and / or, preferably or - Compound of formula (VI)

[0107] [ka]

[0108] In the formula, X is -OH, and R2 is

[0109] [ka]

[0110] Selected from the group consisting of (That is, the compound of formula (VI) is formic acid or acetic acid.)

[0111] and / or, preferably or - Compound of formula (VII)

[0112] [ka]

[0113] In the equation, X is -O-, and R2 is,

[0114] [ka]

[0115] Selected from the group consisting of

[0116] In addition, depending on the circumstances (iii) A step of hydrogenating one or more carbon-carbon double bonds (if present) of the compound obtained in step (ii) for carbon-carbon single bonds, preferably using hydrogen gas in the presence of palladium on charcoal as a catalyst.

[0117] Preferably, the method according to the present invention uses a compound of formula (VIII),

[0118] [ka]

[0119] During the ceremony, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is methyl, ethyl, n-propyl, isopropyl, allyl

[0120] [ka]

[0121] Selected from the group consisting of,

[0122] Preferably, methyl, ethyl, n-propyl, allyl

[0123] [ka]

[0124] A compound of formula (VIII) selected from the group consisting of, and more preferably an allyl, A method for manufacturing, which includes or consists of the following steps: (i) an aldehyde of formula (II), preferably of biobased origin,

[0125] [ka]

[0126] In the formula, R1 is an aldehyde selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl. glycerol, preferably glycerol of bio-based origin

[0127] [ka]

[0128] By reacting with, a compound of formula (IV) and / or a compound of formula (V) is obtained.

[0129] [ka]

[0130] The step of obtaining a compound in which R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably n-hexyl or n-heptyl, preferably a compound of formula (V), (ii) A step of reacting a compound of formula (IV) and / or formula (V), preferably the compound of formula (V) obtained in step (i), with the following:

[0131] - Compound of formula (VI)

[0132] [ka]

[0133] In the formula, X is selected from the group consisting of -Cl, -Br and -I, and R2 is methyl, ethyl, n-propyl, isopropyl, allyl,

[0134] [ka]

[0135] Selected from the group consisting of, Preferably, R2 is methyl, ethyl, n-propyl, allyl

[0136] [ka]

[0137] Selected from the group consisting of, More preferably, R2 is an allele, Most preferably, X is -Cl and R2 is allyl (i.e., the compound of formula (VI) is 3-chloropropa-1-ene),

[0138] and / or, preferably or - Compound of formula (VI)

[0139] [ka]

[0140] In the formula, X is -OH, and R2 is

[0141] [ka]

[0142] Selected from the group consisting of (That is, the compound of formula (VI) is formic acid or acetic acid.)

[0143] and / or, preferably or - Compound of formula (VII)

[0144] [ka]

[0145] In the equation, X is -O-, and R2 is,

[0146] [ka]

[0147] Selected from the group consisting of

[0148] In addition, depending on the circumstances (iii) A step of hydrogenating one or more carbon-carbon double bonds (if present) of the compound obtained in step (ii) for carbon-carbon single bonds, preferably using hydrogen gas in the presence of palladium on charcoal as a catalyst.

[0149] Another aspect of the present invention relates to a compound of formula (VIII).

[0150] [ka]

[0151] During the ceremony, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0152] [ka]

[0153] It is selected from the group consisting of the following.

[0154] In the research underlying this invention, we have surprisingly found that the compound of formula (VIII) according to the present invention (or as defined herein) exhibits an olfactory effect very similar to that of methyl dihydrojasmonate in perfume compositions (see also the Examples section below).

[0155] As described above, the compounds of formula (I) and formula (VIII) are available via the same synthetic route, which involves reacting the aldehyde of formula (II) as defined herein with (unprotected) glycerol, followed by functionalizing the remaining hydroxyl group with an R2 residue as defined herein.

[0156] Advantageously, the compounds of formula (VIII) can be obtained not only via petrochemical precursors (as will be further demonstrated below), but also from bio-based starting materials containing only non-fossil fuel-based carbon in a sustainable and / or cost-effective manner.

[0157] Therefore, according to a preferred embodiment, the compound of formula (VIII) contains at least 10, 20, 30, 40, 50, 60, 70, 80, or 90% by weight, preferably more than 50% by weight, of bio-based carbon (i.e., non-fossil fuel-based carbon), based on the total weight of the molecule. More preferably, the compound of formula (VIII) contains exclusively bio-based carbon.

[0158] According to another preferred embodiment of the present invention, more than 50% of the carbon atoms in the compound of formula (VIII) are biobased, based on the total number of carbon atoms in the compound of formula (VIII). More preferably, more than 60%, 70%, 75%, 80%, 85%, or 90% of the carbon atoms in the compound of formula (VIII) are biobased, based on the total number of carbon atoms in the compound of formula (VIII). Most preferably, more than 75% of the carbon atoms in the compound of formula (VIII) are biobased, based on the total number of carbon atoms in the compound of formula (VIII).

[0159] According to preferred embodiments of the compound of formula (VIII), R1 is either n-hexyl or n-heptyl, and / or R2 is methyl, ethyl, n-propyl, allyl,

[0160] [ka]

[0161] Selected from the group consisting of the above, this is a more preferred allele.

[0162] According to another preferred embodiment, the compound of formula (VIII) is

[0163] [ka]

[0164] It is selected from the group consisting of the following.

[0165] Preferably, the compound of formula (VIII) is the compound of formula (VIIIa) or the compound of formula (VIIIb),

[0166] [ka]

[0167] Preferably, it is a compound of formula (VIIIa), In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0168] [ka]

[0169] Selected from the group consisting of,

[0170] Preferably, methyl, ethyl, n-propyl, allyl

[0171] [ka]

[0172] selected from the group consisting of, and most preferably allyl.

[0173] Another aspect of the present invention relates to a mixture comprising or consisting of a compound of formula (VIIIa) and a compound of formula (VIIIb) as defined herein, wherein the compound of formula (VIIIa) and the compound of formula (VIIIb) are compounds having the same structural formula, and preferably, the weight ratio of the compound of formula (VIIIa) to the compound of formula (VIIIb) is in the range of 90:10 to 99:1, more preferably 65:35 to 99:1, and most preferably 50:50 to 99:1.

[0174] In the research underlying the present invention, it has surprisingly been found that the compound of formula (VIIIa), i.e., the trans isomer, has particularly advantageous olfactory properties. Therefore, mixtures according to the present invention that contain more of the compound of formula (VIIIa) than the compound of formula (VIIIb) as defined herein are preferred.

[0175] According to a preferred embodiment, the compound of formula (VIIIa) is

[0176]

Chemical formula

[0177] selected from the group consisting of.

[0178] According to another preferred embodiment, the compound of formula (VIIIb) is

[0179]

Chemical formula

[0180] selected from the group consisting of.

[0181] Another aspect of the present invention relates to a mixture comprising one or more compounds of formula (I) and one or more compounds of formula (VIII).

[0182] [ka]

[0183] During the ceremony, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0184] [ka]

[0185] Selected from the group consisting of, Preferably, methyl, ethyl, n-propyl, allyl

[0186] [ka]

[0187] A selection is made from the group consisting of the following, and is most preferably an allele.

[0188] Another aspect of the present invention relates to the use of compounds of formula (I) and / or formula (VIII),

[0189] [ka]

[0190] In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0191] [Chem.]

[0192] selected from the group consisting of, preferably methyl, ethyl, n-propyl, allyl,

[0193] [Chem.]

[0194] selected from the group consisting of, most preferably allyl, as a fragrance and / or aroma substance(s), preferably (i) with a transparent, soft white floral jasmine note and / or (ii) imparting, modifying and / or enhancing one or more odor and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetivert and musk and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more odor and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity for use in.

[0195] According to a preferred embodiment, the compound of formula (I) used according to the present invention contains at least 10, 20, 30, 40, 50, 60, 70, 80 or 90% by weight, preferably more than 50% by weight, of bio-based carbon (i.e., non-fossil fuel-based carbon), based on the total weight of the molecule(s). More preferably, the compound of formula (I) used according to the present invention contains only bio-based carbon.

[0196] According to another preferred embodiment of the present invention, more than 50% of the carbon atoms in the compound of formula (I) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (I) used according to the present invention. More preferably, more than 60%, more than 70%, more than 75%, more than 80%, more than 85%, or more than 90% of the carbon atoms in the compound of formula (I) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (I) used according to the present invention. Most preferably, more than 75% of the carbon atoms in the compound of formula (I) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (I) used according to the present invention.

[0197] According to a preferred embodiment, the compound of formula (VIII) used in accordance with the present invention contains at least 10, 20, 30, 40, 50, 60, 70, 80, or 90% by weight, preferably more than 50% by weight, of bio-based carbon (i.e., non-fossil fuel-based carbon), based on the total weight of the molecule. More preferably, the compound of formula (VIII) used in accordance with the present invention contains only bio-based carbon.

[0198] According to another preferred embodiment of the present invention, more than 50% of the carbon atoms in the compound of formula (VIII) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (VIII) used according to the present invention. More preferably, more than 60%, more than 70%, more than 75%, more than 80%, more than 85%, or more than 90% of the carbon atoms in the compound of formula (VIII) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (VIII) used according to the present invention. Most preferably, more than 75% of the carbon atoms in the compound of formula (VIII) used according to the present invention are biobased, based on the total number of carbon atoms in the compound of formula (VIII) used according to the present invention.

[0199] A preferred embodiment of use according to the present invention relates to the use of a compound of formula (I),

[0200] [ka]

[0201] In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0202] [ka]

[0203] Selected from the group consisting of, Preferably, methyl, ethyl, n-propyl, allyl

[0204] [ka]

[0205] Selected from the group consisting of, most preferably alleles, Preferably as a fragrance and / or aromatic substance(s). (i) Accompanied by a transparent, soft white floral jasmine note and / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity. Regarding use for the purpose of.

[0206] A preferred embodiment of use according to the present invention relates to the use of a compound of formula (VIII),

[0207] [ka]

[0208] In the formula, R1 is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. Furthermore R2 is H, methyl, ethyl, n-propyl, isopropyl, allyl

[0209] [ka]

[0210] Selected from the group consisting of, Preferably, methyl, ethyl, n-propyl, allyl

[0211] [ka]

[0212] Selected from the group consisting of, more preferably an allele, Preferably as a fragrance and / or aromatic substance(s). (i) Accompanied by a transparent, soft white floral jasmine note and / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity. Regarding use for the purpose of.

[0213] A preferred embodiment of use of the present invention is:

[0214] [ka] [ka] [ka]

[0215] Regarding the use of one or more compounds selected from the group consisting of,

[0216] Preferably as a fragrance and / or aromatic substance(s). (i) Accompanied by a transparent, soft white floral jasmine note and / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity. Regarding use for the purpose of.

[0217] Another preferred embodiment of use according to the present invention is:

[0218] [ka] [ka]

[0219] Regarding the use of one or more compounds selected from the group consisting of,

[0220] Preferably as a fragrance and / or aromatic substance(s). (i) Accompanied by a transparent, soft white floral jasmine note and / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity. Regarding use for the purpose of.

[0221] Another preferred embodiment of use according to the present invention is:

[0222] [ka]

[0223] Regarding the use of one or more compounds selected from the group consisting of,

[0224] Preferably as a fragrance and / or aromatic substance(s). (i) Accompanied by a transparent, soft white floral jasmine note and / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. and / or (iii) imparting, modifying and / or enhancing, preferably imparting and / or enhancing, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity. Regarding use for the purpose of.

[0225] Another preferred embodiment of the use according to the present invention relates to the use of the compounds of formula (I) and / or formula (VIII) as defined herein, preferably as solvents and / or fillers and as fragrance and / or aromatic substances with a transparent, soft white floral jasmine note.

[0226] Another preferred embodiment of use according to the present invention relates to the use of a compound of formula (I) as defined herein as a solvent and / or filler, preferably as a solvent and / or filler and as a fragrance and / or aromatic substance with a transparent, soft white floral jasmine note, or as a fragrance and / or aromatic substance to impart, modify and / or enhance one or more scent and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver and musk, or as a fragrance and / or aromatic substance to impart, modify and / or enhance, preferably impart and / or enhance, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity.

[0227] Another preferred embodiment of the use of the present invention relates to the use of a compound of formula (I) as defined herein as a solvent.

[0228] Another preferred embodiment of the use of the present invention relates to the use of a compound of formula (I) as defined herein as a filler.

[0229] Another preferred embodiment of use according to the present invention relates to the use of the compound of formula (I) as defined herein as a solvent and as a fragrance and / or aromatic substance with a transparent, soft white floral jasmine note.

[0230] Another preferred embodiment of the use according to the present invention relates to the use of the compound of formula (I) as defined herein as a filler and as a fragrance and / or aromatic substance with a transparent, soft white floral jasmine note.

[0231] Another preferred embodiment of the use according to the present invention relates to the use of a compound of formula (VIII) as defined herein as a solvent and / or filler, preferably as a solvent and / or filler and as a fragrance and / or aromatic substance with a transparent, soft white floral jasmine note, or as a fragrance and / or aromatic substance to impart, modify and / or enhance one or more scent and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver and musk, or as a fragrance and / or aromatic substance to impart, modify and / or enhance, preferably impart and / or enhance, one or more scent and / or taste effects selected from the group consisting of creaminess, floral freshness, radiance and luminosity.

[0232] Another preferred embodiment of the use of the present invention relates to the use of a compound of formula (VIII) as defined herein as a solvent.

[0233] Another preferred embodiment of the use of the present invention relates to the use of a compound of formula (VIII) as defined herein as a filler.

[0234] Another preferred embodiment of the use according to the present invention relates to the use of the compound of formula (VIII) as defined herein as a solvent and as a fragrance and / or aromatic substance with a clear, soft white floral jasmine note.

[0235] Another preferred embodiment of the use of the present invention relates to the use of the compound of formula (VIII) as defined herein as a filler and as a fragrance and / or aromatic substance with a transparent, soft white floral jasmine note.

[0236] Another aspect of the present invention relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (I) according to the present invention, and / or mixtures according to the present invention, and / or one or more compounds of formula (VIII) according to the present invention, and / or one or more compounds of formula (I) as defined herein, and / or one or more compounds of formula (VIII) as defined herein. Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0237] A preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (I) according to the present invention. Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0238] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, and comprises a mixture according to the present invention. Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0239] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (VIII) according to the present invention. Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0240] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (I) as defined herein, Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0241] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (VIII) as defined herein, Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0242] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (I) according to the present invention, and / or mixtures according to the present invention, and / or one or more compounds of formula (I) as defined herein, Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0243] Another preferred embodiment relates to a fragrance and / or aroma composition, preferably a perfume oil, comprising one or more compounds of formula (VIII) according to the present invention, and / or mixtures according to the present invention, and / or one or more compounds of formula (VIII) as defined herein. Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methyl butanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol(2-phenylethanol) (Lu), benzyl salicylate (benzyl salicylate), hexyl salicylate (hexyl salicylate), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4”-methylpenta-3”-en-1”-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedyl acetate (esterification of cedrol-rich cedarwood oil fraction) (reaction mass from acetylation of vetiver oil), Sandranol (registered trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), Polysantol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), Vetiveryl acetate (reaction mass from acetylation of vetiver oil), Ambretrid (oxacycloheptadeca-10-en-2-one), Ethylene brasilate (1, The product further comprises one or more additional fragrance and / or aromatic substances selected from the group consisting of 4-dioxacycloheptadecane-5,17-dione, globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

[0244] Another preferred embodiment relates to a fragrance and / or aroma composition, wherein the total amount of one or more compounds of formula (I), if present, and one or more compounds of formula (VIII), if present, contained in the composition is sufficient. (a) to mask and / or reduce the unpleasant odor impression of at least one additional fragrance and / or aroma substance in the fragrance and / or aroma composition. and / or (b) to enhance the pleasant scent impression of at least one additional fragrance and / or aromatic substance in the fragrance and / or aromatic composition.

[0245] Another preferred embodiment relates to a fragrance and / or aroma composition, wherein the total amount of one or more compounds of formula (I) contained in the composition is sufficient (a) to mask and / or reduce the unpleasant odor impression of at least one additional fragrance and / or aroma substance in the fragrance and / or aroma composition. and / or (b) to enhance the pleasant scent impression of at least one additional fragrance and / or aromatic substance in the fragrance and / or aromatic composition.

[0246] Another preferred embodiment relates to a fragrance and / or aroma composition, wherein the total amount of one or more compounds of formula (VIII) contained in the composition is sufficient (a) to mask and / or reduce the unpleasant odor impression of at least one additional fragrance and / or aroma substance in the fragrance and / or aroma composition. and / or (b) to enhance the pleasant scent impression of at least one additional fragrance and / or aromatic substance in the fragrance and / or aromatic composition.

[0247] Another aspect of the present invention relates to one or more compounds of formula (I) according to the present invention, and / or mixtures according to the present invention, and / or one or more compounds of formula (VIII) according to the present invention, and / or fragrance and / or aroma compositions according to the present invention, and / or products comprising one or more compounds of formula (I) as defined herein, and / or one or more compounds of formula (VIII) as defined herein. Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) as defined herein, and one or more compounds of formula (VIII) as defined herein, if present, contained in the product, is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0248] A preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (I) according to the present invention, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) according to the present invention contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0249] Another preferred embodiment of the product according to the present invention relates to a product comprising a mixture according to the present invention, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) as defined herein, and one or more compounds of formula (VIII) as defined herein, if present, contained in the product, is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0250] Another preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (VIII) according to the present invention, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (VIII) according to the present invention contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0251] Another preferred embodiment of the product according to the present invention relates to a product comprising a fragrance and / or aroma composition according to the present invention, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) as defined herein, and one or more compounds of formula (VIII) as defined herein, if present, contained in the product, is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0252] Another preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (I) as defined herein, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) as defined herein contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0253] Another preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (VIII) as defined herein, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (VIII) as defined herein contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0254] Another preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (I) according to the present invention, and / or mixtures according to the present invention, and / or fragrance and / or aroma compositions according to the present invention, and / or one or more compounds of formula (I) as defined herein, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (I) as defined herein contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0255] Another preferred embodiment of the product according to the present invention relates to a product comprising one or more compounds of formula (VIII) according to the present invention, and / or mixtures according to the present invention, and / or fragrance and / or aroma compositions according to the present invention, and / or one or more compounds of formula (VIII) as defined herein, Preferably in a sensory effective amount, More preferably, the total amount of one or more compounds of formula (VIII) as defined herein contained in the product is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, and more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. The group consists of hair waxes, hair mousses and hair sprays, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oils, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatments, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes.

[0256] Another aspect of the present invention relates to a method for producing a product according to the present invention, comprising or consisting of the following steps: (i) A step of preparing one or more compounds of formula (I) according to the present invention, and / or mixtures according to the present invention, and / or one or more compounds of formula (VIII) according to the present invention, and / or fragrance and / or aroma composition according to the present invention, and / or one or more compounds of formula (I) as defined herein, and / or one or more compounds of formula (VIII) according to the present invention. (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with a functionally effective amount of the compound and / or mixture and / or composition prepared in step (i).

[0257] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) A step of preparing one or more compounds of formula (I) according to the present invention, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the compound prepared in step (i), preferably in a functionally effective amount.

[0258] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) Steps to prepare a mixture according to the present invention, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the mixture prepared in step (i), preferably in a functionally effective amount.

[0259] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) A step of preparing one or more compounds of formula (VIII) according to the present invention, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the compound prepared in step (i), preferably in a functionally effective amount.

[0260] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) A step of preparing a fragrance and / or aroma composition according to the present invention, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the composition prepared in step (i), preferably in a functionally effective amount.

[0261] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) A step of preparing one or more compounds of formula (I) as defined herein, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the compound prepared in step (i), preferably in a functionally effective amount.

[0262] Preferably, a method for producing the product according to the present invention includes or consists of the following steps: (i) A step of preparing one or more compounds of formula (VIII) as herein, (ii) A process of preparing further ingredients for the product, (iii) A step of mixing further components of the product prepared in step (ii) with the compound prepared in step (i), preferably in a functionally effective amount.

[0263] Another aspect of the present invention relates to a method for providing and / or enhancing a transparent, soft white floral jasmine note in / within a product, preferably a product as defined herein, comprising or comprising the following steps: (a) Identifying a product, preferably a product as defined herein, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced within the product, and (b) A step of incorporating into the product in an amount sufficient to provide and / or enhance a transparent, soft white floral jasmine note in the product.

[0264] Preferably, a method for providing and / or enhancing a transparent, soft white floral jasmine note in / within a product, preferably as defined herein, includes or comprises the following steps: (a) Identifying a product, preferably a product as defined herein, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced within the product, and (b) A step of incorporating one or more compounds of formula (I) according to the present invention or as defined herein into the product in an amount sufficient to provide and / or enhance a clear, soft white floral jasmine note in the product.

[0265] Preferably, a method for providing and / or enhancing a transparent, soft white floral jasmine note in / within a product, preferably as defined herein, includes or comprises the following steps: (a) Identifying a product, preferably a product as defined herein, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced within the product, and (b) A step of incorporating into the product in an amount sufficient to provide and / or enhance a transparent, soft white floral jasmine note in the product.

[0266] Preferably, a method for providing and / or enhancing a transparent, soft white floral jasmine note in / within a product, preferably as defined herein, includes or comprises the following steps: (a) Identifying a product, preferably a product as defined herein, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced within the product, and (b) A step of incorporating one or more compounds of formula (VIII) according to the present invention or as defined herein into the product in an amount sufficient to provide and / or enhance a clear, soft white floral jasmine note in the product.

[0267] Preferably, a method for providing and / or enhancing a transparent, soft white floral jasmine note in / within a product, preferably as defined herein, includes or comprises the following steps: (a) Identifying a product, preferably a product as defined herein, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced within the product, and (b) A step of incorporating into the product a fragrance and / or aroma composition according to the present invention in an amount sufficient to provide and / or enhance a transparent, soft white floral jasmine note in the product.

[0268] Another aspect of the present invention relates to the fragrance of textiles, hair, skin, surfaces and / or surrounding air, preferably with a transparent, soft white floral jasmine note. -One or more compounds of formula (I) as defined herein or herein, and / or -One or more compounds of formula (VIII) as defined herein or herein, and / or - Mixture as defined herein and / or -Fragrance and / or aroma composition as defined herein and / or - Products as defined in this specification Regarding use.

[0269] A preferred embodiment relates to the use of one or more compounds of the present invention or formula (I) as defined herein for fragrance to textiles, hair, skin, surfaces and / or surrounding air, preferably with a transparent, soft white floral jasmine note.

[0270] A preferred embodiment relates to the use of one or more compounds of the present invention or formula (VIII) as defined herein for fragrance to textiles, hair, skin, surfaces and / or surrounding air, preferably with a transparent, soft white floral jasmine note. [Modes for carrying out the invention]

[0271] A preferred embodiment of a compound according to the present invention may correspond to or derive from a preferred embodiment of a mixture according to the present invention as described above, and vice versa. A preferred embodiment of a compound or mixture according to the present invention may correspond to or derive from a preferred embodiment of a method according to the present invention as described above, and vice versa. A preferred embodiment of a compound or mixture according to the present invention may correspond to or derive from a preferred embodiment of a use according to the present invention as described above, and vice versa. A preferred embodiment of a compound or mixture according to the present invention may correspond to or derive from a preferred embodiment of a fragrance and / or aroma composition according to the present invention as described above, and vice versa. A preferred embodiment of a compound or mixture according to the present invention may correspond to or derive from a preferred embodiment of a product according to the present invention as described above, and vice versa. A preferred embodiment of a method according to the present invention may correspond to or derive from a preferred embodiment of a use according to the present invention as described above, and vice versa. Furthermore, the (preferred) embodiments described herein can be combined in any way that is technically reasonable.

[0272] The present invention will be described in more detail below with reference to examples. Further aspects of the present invention are disclosed in the appended claims. Unless otherwise specified, all values ​​refer to weight % (wt.%). [Examples]

[0273] [Examples]

[0274] Preparation of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane pTsOH (7.61 g, 39.4 mmol) was added in portions to a stirred solution of petrochemical heptanal l (232 g, 1.97 mol, supplied by Thermo Scientific) and 3-allyloxy-1,2-propanediol (263 g, 1.97 mol) in cyclohexane (1.0 l). The reaction mixture was then heated under reflux in a water separator for 2 hours and subsequently cooled to room temperature. After washing with brine (300 ml), saturated NaHCO3 aqueous solution (2 × 150 ml), and brine again (150 ml), the crude material was dried (Na2SO4) and concentrated under reduced pressure. By distillation of the resulting residue (443g), 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (364g, purity 99%, yield 80%) was obtained as a colorless, odorous liquid mixture of cis:trans isomers (55:45).

[0275] 1 H NMR (400 MHz, CDCl3) δ 5.90 (ddt, J = 17.5, 11.0, 6.0 Hz, 2 H), 5.28 (dq, J = 17.5, 2.0 Hz, 2H), 5.19 (dq, J = 10.5, 1.5 Hz, 2 H), 4.98 (t, J = 5.0 Hz, 1 H), 4.89 (t, J = 5.0 Hz, 1 H), 4.31 - 4.18 (m, 2 H), 4.13 (dd, J = 8.5, 6.6 Hz, 1 H), 4.09 - 3.98 (m, 4H), 3.91 (dd, J = 8.0, 7.0 Hz, 1 H), 3.77 (dd, J = 8.0, 5.0 Hz, 1 H), 3.64 (dd, J = 8.5, 7.0 Hz, 1H), 3.54 (td, J = 10.0, 6.0 Hz, 2 H), 3.44 (ddd, J = 19.0, 10.0, 5.5 Hz, 2 H), 1.71 - 1.59 (m, 4 H), 1.47 - 1.37 (m, 4 H), 1.37 - 1.20 (m, 12 H), 0.87 (t, 6 H).

[0276] 13 C NMR (101 MHz, CDCl3) δ 134.5, 117.4, 117.3, 105.2, 104.7, 74.8, 74.5, 72.5, 71.1, 70.5, 67.5, 67.5, 34.0, 34.0, 31.8, 29.2, 23.9, 23.9, 22.6, 14.1 ppm.

[0277] GC-MS (70eV), trans isomers: m / z (%) = 144 (8), 143 (100), 97 (36), 69 (5), 57 (10), 55 (26), 43 (8), 41 (36), 39 (5), 29 (5).

[0278] GC-MS (70eV), cis isomers: m / z (%) = 144 (8), 143 (100), 97 (32), 69 (5), 57 (11), 55 (27), 43 (8), 41 (36), 39 (5), 29 (5).

[0279] Description of the trans isomer's scent: fresh, citric, jasmine, methyldihydrojasmonate.

[0280] Description of the cis isomer's scent: soft, floral, jasmine, slightly greasy.

[0281] Cis:Trans mixture (55:45) scent description: Floral, soft, jasmine, luminous methyl dihydrojasmonate, slightly oily. [Examples]

[0282] 2.1 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane, 54% bio-based preparation pTsOH (7.23 g, 37.5 mmol) was added in portions to a stirred solution of bio-based heptanal l (220 g, 1.87 mol, supplied by Arkema Deutschland) and 3-allyloxy-1,2-propanediol (250 g, 1.87 mol) in cyclohexane (400 ml). The reaction mixture was then heated under reflux in a water separator for 2 hours and subsequently cooled to room temperature. After washing with brine (200 ml), saturated NaHCO3 aqueous solution (200 ml), and brine again (2 x 150 ml), the crude material was dried (Na2SO4) and concentrated under reduced pressure. By distillation of the resulting residue (423g), 54% bio-based 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (287g, 99% purity, 67% yield) was obtained as a colorless, odorous liquid mixture of cis:trans isomers (61:38).

[0283] 1 H NMR (400 MHz, CDCl3) δ 5.90 (ddt, J = 17.5, 11.0, 6.0 Hz, 2 H), 5.28 (dq, J = 17.5, 2.0 Hz, 2H), 5.19 (dq, J = 10.5, 1.5 Hz, 2 H), 4.98 (t, J = 5.0 Hz, 1 H), 4.89 (t, J = 5.0 Hz, 1 H), 4.31 - 4.18 (m, 2 H), 4.13 (dd, J = 8.5, 6.6 Hz, 1 H), 4.09 - 3.98 (m, 4H), 3.91 (dd, J = 8.0, 7.0 Hz, 1 H), 3.77 (dd, J = 8.0, 5.0 Hz, 1 H), 3.64 (dd, J = 8.5, 7.0 Hz, 1H), 3.54 (td, J = 10.0, 6.0 Hz, 2 H), 3.44 (ddd, J = 19.0, 10.0, 5.5 Hz, 2 H), 1.71 - 1.59 (m, 4 H), 1.47 - 1.37 (m, 4 H), 1.37 - 1.20 (m, 12 H), 0.87 (t, 6 H).

[0284] 13 C NMR (101 MHz, CDCl3) δ 134.5, 117.4, 117.3, 105.2, 104.7, 74.8, 74.5, 72.5, 71.1, 70.5, 67.5, 67.5, 34.0, 34.0, 31.8, 29.2, 23.9, 23.9, 22.6, 14.1 ppm.

[0285] GC-MS (70eV), trans isomers: m / z (%) = 144 (7), 143 (100), 97 (50), 71 (6), 69 (8), 57 (16), 55 (51), 43 (16), 42 (5), 41 (79), 39 (8), 29 (13).

[0286] GC-MS (70eV), cis isomers: m / z (%) = 144 (8), 143 (100), 97 (54), 71 (7), 69 (10), 57 (18), 55 (57), 43 (16), 42 (5), 41 (81), 39 (8), 29 (14).

[0287] Cis:Trans mixture (61:38) scent description: Floral, soft jasmine airy, solar, luminous methyl dihydrojasmonate, faint champignon note.

[0288] 2.2 Separation of cis- and trans isomers of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (45.2 g, 99.9% purity) obtained as described above in Example 2.1, having a cis:trans ratio of 61:38, was subjected to distillation at 1-3 mbar in a Spaltrohr column system. Thus, the following fractions containing enriched or pure cis-configured 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane were obtained: (0.20g, 65% purity) Swamp temperature 105℃, head temperature 86℃, (0.30g, 72% purity) Swamp temperature 105℃, head temperature 88℃, (0.70g, 85% purity) Swamp temperature 105℃, head temperature 90℃, (1.30g, 94% purity) Swamp temperature 106℃, head temperature 91℃ (0.90g, 98% purity) Swamp temperature 109℃, head temperature 92℃, (2.40g, 99% purity) Swamp temperature 109℃, head temperature 92℃, (1.40g, 99% purity) Swamp temperature 109℃, head temperature 91℃, (7.40g, 100% purity) Swamp temperature 107℃, head temperature 90℃, (9.70g, 100% purity) Swamp temperature 109℃, head temperature 92℃, (4.10g, 82% purity) Swamp temperature 109℃, head temperature 94℃, This was followed by fractions containing enriched or pure trans-configured 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane: (1.90g, 87% purity) Swamp temperature 110℃, head temperature 94℃, (0.50g, 97% purity) Swamp temperature 108℃, head temperature 92℃, (12.9g, 100% purity) Swamp temperature 108℃, head temperature 92℃.

[0289] Analysis and sensory data for pure cis-configured 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane: 13¹³C NMR (10¹ MHz, CDCl₃) δ 134.9, 116.0, 105.0, 74.7, 71.9, 71.2, 67.5, 34.3, 31.8, 29.3, 24.1, 22.6, 13.9 ppm. GC-MS (70 eV): m / z (%) = 144 (8), 143 (100), 97 (54), 71 (7), 69 (10), 57 (18), 55 (57), 43 (16), 42 (5), 41 (81), 39 (8), 29 (14). Odor description: Fatty, floral, jasmine, with nuances of plastic and rubber, lacking freshness. The pure cis isomer, in addition to the jasmine notes, possesses more aldehyde cyclamen characteristics, which are faintly reminiscent of plastic. Therefore, it is not very pleasant to the palate.

[0290] Analysis and sensory data for pure trans-configured 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane: 13¹¹C NMR (10¹ MHz, CDCl₃) δ 134.4, 117.3, 104.7, 74.5, 72.5, 70.5, 67.5, 34.0, 31.7, 29.2, 23.9, 22.5, 14.0. ppm GC-MS (70 eV): m / z (%) = 144 (7), 143 (100), 97 (50), 71 (6), 69 (8), 57 (16), 55 (51), 43 (16), 42 (5), 41 (79), 39 (8), 29 (13). Odor description: Fresh, hesperidic, jasmine, luminescent methyl dihydrojasmonate. Compared to the original cis / trans mixture and cis fraction described above, the trans isomer has a more prominent and complex floral jasmine scent, is accompanied by a more pronounced airy character, and is more body-like and transparent. Therefore, the trans isomer is clearly preferred, particularly in its jasmine characteristics and overall floral transparency. On blotter, the trans isomer is also significantly stronger than the cis isomer, which becomes even more apparent when dried. Therefore, the trans isomer lasts longer than the cis isomer. [Examples]

[0291] 3.1 (2'-Hexyl-1',3'-Dioxolan-4'-yl)methanol and 2-Hexyl-1,3-Dioxan-5-ol, 100% bio-based preparations pTsOH (5.84 g, 30.2 mmol) was added in portions to a stirred solution of bio-based heptanal l (178 g, 1.51 mol, supplied by Arkema Deutschland) and bio-based glycerol from a natural source (139 g, 1.51 mol, supplied by Mercur Handel GmbH) in cyclohexane (300 ml). The reaction mixture was then heated under reflux in a water separator for 2 hours and subsequently cooled to room temperature. After washing with brine and saturated NaHCO3 aqueous solution to pH 7, the crude material was dried (Na2SO4) and concentrated under reduced pressure. Distillation of the resulting residue (296 g) yielded a colorless cis:trans mixture (24:21:23:31) of (2'-hexyl-1',3'-dioxolan-4'-yl)methanol and 2-hexyl-1,3-dioxan-5-ol (107 g, purity 99%, yield 37%).

[0292] 13 C NMR (101 MHz, C6D6): δ 105.3, 76.6, 66.6, 63.5, 34.4, 32.1, 29.6, 24.4, 22.9, 14.3; 105.1, 76.4, 66.8, 62.8, 34.7, 32.1, 29.6, 24.4, 22.9, 14.26; 102.8, 71.8, 71.8, 64.1, 35.4, 32.1, 92.6, 24.2, 23.0, 14.3; 102.2, 71.8, 71.8, 61.5, 34.9, 32.1. 29.6, 24.6, 22.9, 14.3 ppm.

[0293] Fragrance description: Fresh, citric, jasmine, floral, with a slight fatty metallic facet.

[0294] 3.2 Preparation of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane and 5-allyloxy-2-hexyl-1,3-dioxane Under a N2 atmosphere, a solution of the synthesized (2'-hexyl-1',3'-dioxolan-4'-yl)methanol / 2-hexyl-1,3-dioxan-5-ol mixture (10.0 g, 53.1 mmol) was added dropwise to a suspension of NaH (2.34 g, 61.1 mmol) in THF (56 ml) with stirring. The reaction mixture was heated to reflux for 1 hour and then cooled to room temperature. At this temperature, 3-chloroprop-1-ene (4.67 g, 61.1 mmol) was added dropwise, and stirring was continued for an additional 110 hours. The reaction was then quenched with ice water (25 ml) and washed with aqueous NaHCO3 and brine until neutral. After drying (Na2SO4) and concentration under reduced pressure, the crude product (10.5 g, purity 81%, yield 70%) was obtained. An aliquot (3 g) of it was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 95:5) to give a colorless, odoriferous liquid mixture of cis:trans isomers (59:41) of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (0.67 g, purity 99%, R I 1520 / 1537), and trans 5-allyloxy-2-hexyl-1,3-dioxane (0.42 g, purity 88%, R I 1553) and the corresponding cis isomer (0.49 g, purity 99%, R I 1571).

[0295] 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (cis:trans mixture (59:41)): 1H NMR (600 MHz, CDCl3): δ 5.90 (ddt, J = 17.0, 10.5, 5.5 Hz, 2H), 5.28 (dq, J = 17.0, 1.5 Hz, 1H), 5.28 (dq, J = 17.0, 1.5 Hz, 1H), 5.19 (dq, J = 10.5, 1.5 Hz, 2H), 4.98 (t, J = 5.0 Hz, 1H), 4.89 (t, J = 5.0 Hz, 1H), 4.26 (tdd, J = 7,0, 6,0, 5.0 Hz, 1H), 4.22 (dtd, J = 6.9, 5.9, 5.0Hz, 1H), 4.13 (dd, J = 8.5, 6.5 Hz, 1H), 4.08 - 3.99 (m, 4H), 3.91 (dd, J = 8.5, 7.0 Hz, 1H), 3.77 (dd, J = 8.0, 5.0 Hz, 1H), 3.64 (dd, J = 8.3, 7.0 Hz, 1H), 3.55 (dd, J = 10.0, 5.5 Hz, 1H), 3.53 (dd, J = 10.0, 6.0 Hz, 1H), 3.47 (dd, J = 10.0, 5.0 Hz, 1H), 3.42 (dd, J = 10.0, 6.0 Hz, 1H), 1.74 - 1.57 (m, 4H), 1.40 (ddt, J = 12,0, 8,0, 5.5 Hz, 4H), 1.37 - 1.21 (m, 12H), 0.88 (t, J = 7.0 Hz, 3H), 0.88 (t, J = 7.0 Hz, 3H) ppm. 13 ¹¹C NMR: δ 134.5, 134.5, 117.4, 117.3, 105.2, 104.7, 74.8, 74.5, 72.5, 72.5, 71.1, 70.5, 67.5, 67.5, 34.0, 34.0, 31.8, 31.8, 29.2, 29.2, 23.9, 23.9, 22.6, 22.6, 14.1, 14.1 ppm. Odor description: Floral, soft, jasmine, with luminescent methyldihydrojasmonate, tea aspect and milky creamy facets.

[0296] cis configuration 5-allyloxy-2-hexyl-1,3-dioxane isomer: 13 ¹¹C NMR: δ 134.9, 117.3, 102.5, 69.8, 69.8, 68.7, 68.7, 34.9, 31.7, 29.1, 24.0, 22.6, 14.1 ppm. Odor description: Soft, floral, green, with cardboard and earthy facets.

[0297] Trans configuration 5-allyloxy-2-hexyl-1,3-dioxane isomer: 13 ¹¹C NMR: δ 134.5, 117.6, 102.2, 70.7, 69.8, 69.8, 68.0, 34.4, 31.7, 29.1, 24.1, 22.5, 14.1 ppm. Scent description: Floral, lily of the valley, jasmine, tea, milky, herbal. [Examples]

[0298] Preparation of (2'-hexyl-1',3'-dioxolan-4'-yl)methyl acetate and (2'-hexyl-1',3'-dioxan-5'-yl) acetate pTsOH (0.14 g, 0.74 mmol) was added in portions to a stirred solution of (2'-hexyl-1',3'-dioxolan-4'-yl)methanol / 2-hexyl-1,3-dioxan-5-ol (7.00 g, 37.2 mmol) and acetic acid (2.68 g, 44.6 mmol) from Example 3.1 in cyclohexane (70 ml). The reaction mixture was heated under reflux in a water separator for 6 hours and then cooled to room temperature. After washing to neutral, the crude material was dried (Na2SO4) and concentrated under reduced pressure to obtain crude material (7.70g, purity 73%, yield 66%). An aliquot (3g) of this was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 92:8) to obtain (2'-hexyl-1',3'-dioxolan-4'-yl)methyl acetate (1.12g, purity 99%, R I(1528 / 1541) was obtained as a colorless liquid mixture of cis:trans isomers (55:44). (2'-hexyl-1',3'-dioxan-5'-yl)acetate:trans isomer (80 mg, purity 97%, R I 1551) and cis isomer (130 mg, purity 99%, R I 1539). trans(2'-hexyl-1',3'-dioxolan-4'-yl)methyl acetate: 13 C NMR (101 MHz, CDCl3):170.9, 104.9, 73.4, 67.0, 64.3, 33.9, 31.7, 29.2, 23.9, 22.6, 20.9, 14.1 ppm.GC-MS (70eV): m / z (%) = 146 (7), 145 (100), 97 (5), 57 (15), 55 (10), 44 (6), 43 (81), 41 (10), 29 (10). cis(2'-hexyl-1',3'-dioxolan-4'-yl)methyl acetate: 13 C NMR (101 MHz, CDCl3):170.8, 105.5, 73.6, 67.0, 64.9, 33.9, 31.7, 29.2, 23.8, 22.6, 20.9, 14.1 ppm.GC-MS (70eV): m / z (%) = 146 (7), 145 (100), 97 (6), 57 (15), 55 (11), 44 (5), 43 (80), 41 (10), 29 (10).

[0299] (2'-Hexyl-1',3'-Dioxolan-4'-yl)methyl acetate cis / trans mixture (55 / 44): Floral, fruity, jasmine, metallic. trans(2'-hexyl-1',3'-dioxan-5'-yl)acetate: 13¹³C NMR (10¹ MHz, CDCl₃): 169.8, 102.4, 68.3, 68.3, 62.9, 34.3, 31.7, 29.1, 24.0, 22.5, 20.8, 14.1 ppm. GC-MS (70 eV): 145 (54), 117 (7), 113 (6), 97 (8), 86 (5), 57 (12), 55 (7), 43 (100), 41 (9), 29 (9). Odor description: Floral, jasmine, coconut, myrrh, very faint.

[0300] Cis(2'-hexyl-1',3'-dioxan-5'-yl) acetate: 171.0, 102.4, 68.7, 68.7, 66.2, 34.9, 31.7, 29.1, 23.9, 22.6, 21.3, 14.1 ppm. GC-MS (70eV): m / z (%) = 146 (5), 145 (69), 117 (7), 97 (7), 86 (5), 57 (14), 55 (7), 44 (5), 43 (100), 41 (9), 29 (9). Scent description: Floral, jasmine, solvent, champignon aspect, metallic undertones. [Examples]

[0301] Preparation of 4-(ethoxymethyl)-2-hexyl-1,3-dioxolane and 5-ethoxy-2-hexyl-1,3-dioxane Under an N2 atmosphere, the (2'-hexyl-1',3'-dioxolan-4'-yl)methanol / 2-hexyl-1,3-dioxan-5-ol mixture (10.0 g, 52.4 mmol) synthesized from Example 3.1 was added dropwise to a suspension of NaH (2.31 g, 60.2 mmol) in THF (110 ml) with stirring. The resulting reaction mixture was heated under reflux for 1 hour and then cooled to room temperature. At this temperature, iodoethane (8.25 g, 52.4 mmol) was added dropwise, and stirring was continued for a further 91 hours. The reaction was then quenched by adding ice water (1:1 m, 15 ml), and washed with saturated NH4Cl aqueous solution and brine to neutral. After drying (Na2SO4) and evaporation of the solvent under reduced pressure, a crude product (9.7g, purity 86%, yield 73%) was obtained. An aliquot (3g) of this product was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 95:5) to obtain cis / trans configured 4-(ethoxymethyl)-2-hexyl-1,3-dioxolane and 5-ethoxy-2-hexyl-1,3-dioxane (1.48g, purity 99%, R I A mixture of the substances from 1428 / 1444 / 1458 was obtained as a colorless, odorous oil (39:32:29).

[0302] cis configuration 4-(ethoxymethyl)-2-hexyl-1,3-dioxolane isomer: 13 C NMR: δ 105.2, 74.9, 71.6, 67.5, 67.0, 34.0, 31.76 / 31.71, 29.23 / 29.14, 23.9, 22.6, 15.1, 14.08 / 14.06 ppm.GC-MS (70eV): m / z (%) = 132 (7), 131 (100), 103 (21), 97 (25), 85 (62), 69 (9), 59 (8) 58 (6), 57 (71), 55 (39), 47 (7), 45 (11), 44 (11), 43 (25), 42 (5), 41 (23), 39 (6), 31 (19), 29 (38).

[0303] Trans configuration 4-(ethoxymethyl)-2-hexyl-1,3-dioxolane isomer: 13 C NMR: δ 104.7, 74.6, 71.1, 67.6, 67.1, 34.0, 31.76 / 31.71, 29.23 / 29.14, 23.9, 22.6, 15.1, 14.08 / 14.06 ppm.GC-MS (70eV): m / z (%) = 132 (7), 131 (100), 97 (16), 85 (60), 59 (8), 58 (5), 57 (63), 55 (26), 47 (7), 45 (9), 44 (7), 43 (18), 41 (17), 31 (16), 29 (31).

[0304] 5-Ethoxy-2-hexyl-1,3-dioxane isomer: 13 C NMR: δ 102.2, 70.0, 70.0, 68.3, 65.1, 34.5, 31.76 / 31.71, 29.23 / 29.14, 24.1, 22.6, 15.6, 14.08 / 14.06 ppm.GC-MS (70eV): m / z (%) = 131 (65), 85 (28), 73 (17), 72 (100), 59 (5), 57 (35), 55 (13), 45 (12), 44 (54), 43 (42), 41 (16), 31 (9), 29 (31).

[0305] Description of the mixture's scent: Jasmon, jasmine, lactonic, oakwood, cookie dough. [Examples]

[0306] Preparation of 2-hexyl-4-(methoxymethyl)-1,3-dioxolane and 2-hexyl-5-methoxy-1,3-dioxane Under an N2 atmosphere, a solution of the synthesized (2'-hexyl-1',3'-dioxolan-4'-yl)methanol / 2-hexyl-1,3-dioxan-5-ol mixture (10.0 g, 52.4 mmol) was added dropwise to a suspension of NaH (2.31 g, 60.2 mmol) in THF (110 ml) with stirring. The resulting reaction mixture was heated under reflux for 1 hour and then cooled to room temperature. At this temperature, iodomethane (8.54 g, 60.2 mmol) was added dropwise with stirring, and stirring was continued for a further 20 hours. The reaction and crude product mixture, including ice water (1:1, 15 ml), was then washed with saturated NH4Cl aqueous solution and brine. The crude product (11.0 g, purity 99%, quantitative yield) was obtained by drying (Na2SO4) and evaporation of the solvent under reduced pressure. An aliquot (3 g) of this product was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 95:5) to obtain 2-hexyl-4-(methoxymethyl)-1,3-dioxolane (650 mg, purity 100%, R I 1362 / 1378) as a colorless, odorous liquid mixture of cis:trans isomers (54:46), and trans-2-hexyl-5-methoxy-1,3-dioxane (0.54g, purity 99%, R I 1388) and the corresponding cis isomer (0.49g, purity 98%, R I 1431) was obtained.

[0307] 2-hexyl-4-(methoxymethyl)-1,3-dioxolane isomer in cis configuration: 13 ¹³C NMR: δ 105.2, 74.7, 73.7, 67.3, 59.4, 33.9, 31.8, 29.2, 23.9, 22.6, 14.1 ppm. GC-MS (70eV): m / z (%) = 118 (5), 117 (100), 97 (12), 71 (83), 45 (20), 43 (16), 41 (24), 29 (17). Trans-configured 2-hexyl 4(methoxymethyl)-1,3-dioxolane isomer: 13¹¹C NMR: δ 104.7, 74.5, 73.7, 67.4, 59.4, 34.0, 31.8, 29.2, 23.9, 22.6, 14.1 ppm. GC-MS (70eV): m / z (%) = 118 (5), 117 (100), 97 (9), 71 (83), 57 (8), 55 (19), 45 (19), 43 (15), 41 (23), 31 (6), 29 (15). Odor description of cis / trans mixture of 2-hexyl-4-(methoxymethyl)-1,3-dioxolane (53 / 47): Floral, jasmine, with some metallic and green facets, as well as slightly fatty, greasy facets.

[0308] cis configuration 2-hexyl-5-methoxy-1,3-dioxane isomer: 13 ¹¹C NMR: δ 102.6, 72.5, 68.1, 68.1, 56.5, 34.9, 31.7, 29.1, 24.0, 22.6, 14.1 ppm. GC-MS (70eV): m / z (%) = 117 (69), 71 (38), 59 (26), 58 (100), 57 (7), 55 (6), 45 (8), 43 (21), 41 (16), 31 (5), 29 (16). Odor description: Floral, with jasmine and some champignon aspects.

[0309] Trans configuration 2-hexyl-5-methoxy-1,3-dioxane isomer: 13 ¹¹C NMR: δ 102.2, 69.8, 69.6, 69.6, 57.2, 34.4, 31.7, 29.1, 24.1, 22.6, 14.1 ppm. GC-MS (70eV): m / z (%) = 117 (56), 71 (31), 59 (22), 58 (100), 55 (5), 45 (7), 43 (18), 41 (14), 31 (5), 29 (14). Odor description: With floral, metallic, fruity, jasmine, and cognac aspects. [Examples]

[0310] Preparation of 2-hexyl-4-(propoxymethyl)-1,3-dioxolane In a three-necked flask stirring apparatus, 5% palladium (1.00 g, 0.21 mmol) on charcoal was added to a solution of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (10.0 g, 42.7 mmol) in tetrahydrofuran (30 ml). The resulting reaction mixture was stirred under atmospheric pressure in a hydrogen atmosphere for 4 hours. The catalyst was removed by filtration, and the reaction mixture was concentrated under reduced pressure to obtain the crude product (9.71 g, purity 98%, yield 97%). The title compound 2-hexyl-4-(propoxymethyl)-1,3-dioxolane (5.02 g, purity 97%, yield 51%) was distilled under vacuum at 130°C / 0.7 mbar to obtain a colorless, odorous liquid mixture of cis:trans isomers (57:41). Trans-2-hexyl-4-(propoxymethyl)-1,3-dioxolane: 13 C NMR (101 MHz, CDCl3):104.9, 74.7, 73.6, 71.4, 67.7, 34.2, 31,9, 29.4, 24.1, 22.9, 22.7, 14.2, 10.6 ppm.GC-MS (70eV): m / z (%) = 146 (7), 145 (86), 99 (29), 97 (19), 69 (6), 58 (7), 57 (100), 55 (26), 47 (5), 45 (7), 44 (8), 43 (58), 42 (5), 41 (28), 39 (5), 31 (5), 29 (17). cis-2-hexyl-4-(propoxymethyl)-1,3-dioxolane: 13C NMR (101 MHz, CDCl3):105.3, 74.9, 73.5, 71.9, 67.6, 34.1, 31.9, 29.4, 24.1, 22.9, 22.7, 14.2, 10.6 ppm.GC-MS (70eV): m / z (%) = 146 (7), 145 (85), 99 (29), 97 (26), 73 (5), 69 (8), 58 (7), 57 (100), 55 (31), 47 (5), 45 (7), 44 (8), 43 (60), 42 (5), 41 (29), 39 (5), 31 (6), 29 (19).

[0311] 2-Hexyl-4-(propoxymethyl)-1,3-Dioxolane cis / trans mixture (57:41): Earthy, champignon, jasmine, metallic, floral-fruity, green. [Examples]

[0312] Preparation of (2'-pentyl-1',3'-dioxolan-4'-yl)methanol and 2'-pentyl-1,3-dioxan-5-ol pTsOH (2.22 g, 11.5 mmol) was added in part to a stirred solution of hexanal (57.5 g, 574 mmol) and renewable glycerol (52.9 g, 574 mmol) from a natural source in cyclohexane (150 ml). The reaction mixture was then heated under reflux in a water separator for 2 hours and subsequently cooled to room temperature. After washing with brine and saturated aqueous NaHCO3 to neutral, the organic layer was dried over (Na2SO4) and concentrated under reduced pressure to obtain crude material (95.4 g, purity 94%, yield 90%). An aliquot (3 g) of this crude material was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 80:20) to obtain (2'-pentyl-1',3'-dioxolan-4'-yl)methanol and 2-pentyl-1,3-dioxan-5-ol (2.42 g, purity 99%, R IA cis:trans mixture of 1275 / 1294 / 1257 / 1323 was obtained as a colorless liquid mixture of isomers (19:14:37:29).

[0313] 13 C NMR (101 MHz, CDCl3): δ 105.2, 104.9, 102.8, 102.1, 76.2, 76.1, 71.8, 71.8, 71.5, 71.5, 66.5, 66.4, 64.1, 63.4, 62.7, 61.4, 34.9, 34.3, 34.1, 33.8, 31.7, 31.7, 31.7, 31.7, 23.9, 23.69 / 23.67, 23.69 / 23.67, 23.5, 22.6, 22.6, 22.6, 22.6, 14.0, 14.0, 14.0, 14.0 ppm.

[0314] Fragrance description: Floral jasmine with some metallic and slightly technical aspects. [Examples]

[0315] 9.1 Preparation of 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]ethanol and 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol Under an N2 atmosphere, a solution of synthesized methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate / methyl 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetate (7.00 g, 26.9 mmol; Example 10, see below) in THF (15 ml) was added dropwise to a suspension of lithium aluminum hydride (0.83 g, 21.5 mmol) in THF (30 ml) with stirring. After stirring the reaction mixture for 18 hours, the reaction was quenched by adding isopropanol (5 ml) and 20% sulfuric acid (5 ml). The layers were separated, and the aqueous layer was extracted with tert-butyl methyl ether (MTBE, 2 × 15 ml). The combined organic extracts were washed to neutral with saturated NH4Cl aqueous solution and brine. After drying (Na2SO4) and evaporation of the solvent under reduced pressure, the resulting crude product (5.82 g, purity 58%, yield 54%) was first distilled under vacuum at 161°C / 1.2 mbar. Subsequently, an aliquot (3.3 g) was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 81:19) to obtain 2-[(2-hexyl-1,3-dioxolan-4-yl)methoxy]ethanol as a cis:trans mixture and cis-configured 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol (0.94 g, purity 98%, R I 1648 / 1666 / 1686) as a 35:35:28 mixture, and 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]ethanol as a cis:trans mixture, and 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol in trans configuration (0.51g, 100% purity, R I (1648 / 1666 / 1691) was obtained as a mixture of isomers in a ratio of 14:3:83.

[0316] Trans-2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxyethanol: 13C NMR (101 MHz, CDCl3):104.8, 74.7, 72.86 / 72.81, 71.7, 67.2, 61.8, 34.0, 31.8, 29.2, 24.0, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 148 (6), 147 (95), 101 (76), 97 (21), 73 (7), 71 (6), 69 (9), 59 (7), 58 (10), 57 (100), 55 (35), 47 (6), 45 (68), 44 (8), 43 (26), 42 (5), 41 (25), 39 (6), 31 (14), 29 (30).

[0317] cis-2-[(2'-hexyl-1',3'-dioxolalan-4'-yl)methoxyethanol: 13 C NMR (101 MHz, CDCl3):105.3, 74.9, 72.86 / 72.81, 72.2, 67.1, 61.8, 33.9, 31.8, 29.2, 24.0, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 148 (6), 147 (90), 102 (5), 101 (75), 97 (26), 75 (5), 73 (7), 71 (5), 69 (10), 59 (6), 58 (9), 57 (100), 56 (5), 55 (41), 47 (6), 45 (67), 44 (7), 43 (27), 42 (6), 41 (27), 39 (6), 31 (14), 29 (30). Trans-2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol: 13C NMR (101 MHz, CDCl3):102.3, 70.6, 69.7, 69.7, 68.9, 62.0, 34.4, 31.7, 29.1, 24.1, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 147 (44), 113 (5), 101 (39), 89 (9), 88 (33), 59 (8), 57 (45), 55 (14), 45 (100), 44 (90), 43 (22), 41 (17), 31 (11), 29 (26).

[0318] cis-2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol: 13 C NMR (101 MHz, CDCl3):102.6, 71.5, 70.1, 68.5, 68.5, 61.9, 34.9, 31.7, 29.1, 24.0, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 147 (47), 113 (5), 101 (41), 89 (10), 88 (31), 87 (5), 75 (6), 69 (6), 59 (9), 58 (5), 57 (51), 55 (18), 45 (100), 44 (82), 43 (25), 41 (19), 31 (12), 29 (27).

[0319] Odor description of a mixture of isomers of cis / trans 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]ethanol and trans configuration 2-[(2-hexyl-1,3-dioxan-5-yl)oxy]ethanol (14 / 3 / 83): Slightly oily, jasmine, very weak

[0320] Odor description of 2-[(2'-hexyl-1',3'-dioxolann-4'-yl)methoxy]ethanol in cis / trans configuration and cis configuration 2-[(2'-hexyl-1',3'-dioxane-5'-yl)oxy]ethanol (35 / 35 / 28): Slightly floral, citrusy, with green floral facets.

[0321] 9.2 Preparation of 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetaldehyde and 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetaldehyde At 0°C, a solution of potassium bromide (860 mg, 7.23 mmol) and tetrabutylammonium bromide (1.17 g, 3.62 mmol) in saturated NaHCO3 aqueous solution (8.5 ml) was added dropwise to a stirred solution of 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]ethanol and 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]ethanol (20.6 g, 72.3 mmol) in dichloromethane (400 ml). Next, 2,2,6,6-tetramethylpiperidinyl oxy radical (TEMPO, 560 mg, 3.62 mmol) was added, followed by the dropwise addition of a solution of sodium bicarbonate (12.2 g, 145 mmol) in 15% sodium hypochlorite (108 g, 217 mmol) aqueous solution. After stirring at 0°C for 1 hour, the reaction mixture was warmed to room temperature and the layers were separated. The organic layer was washed with saturated NH4Cl aqueous solution and brine to neutral, dried with (Na2SO4), and concentrated under reduced pressure to obtain 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetaldehyde / 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetaldehyde (9.83 g, purity 64%, yield 38%), which was used as is without further purification.

[0322] 9.3 Preparation of 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol At 0°C under an N2 atmosphere, a solution of synthesized 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetaldehyde / 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetaldehyde (9.80 g, 42.7 mmol) in THF (10 ml) was added dropwise to a solution of MeMgCl (3.19 g, 42.7 mmol) in THF (65 ml) with stirring. The resulting reaction mixture was stirred at 0°C for 30 minutes and then cooled to room temperature. After continuing stirring for a further 16 hours, the mixture was quenched by pouring it into an ice-cold saturated ammonium chloride solution. The aqueous layer was extracted twice with tert-butyl methyl ether, and the combined organic layer was washed with brine to neutral, dried (Na2SO4), and evaporated under reduced pressure to obtain the crude product (7.26 g, purity 56%, yield 39%). An aliquot (3 g) of this product was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 75:25) to obtain cis:trans 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol, 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol (330 mg, purity 97%, R I 1676 / 1693 / 1706 / 1720) as a mixture of cis:trans isomers (47:40:3:7), and 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol in a cis:trans configuration, and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol in a trans configuration (430 mg, purity 87%, R I 1676 / 1693 / 1720) as a mixture of isomers (16:10:61), and cis configuration 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol, trans configuration 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol (210 mg, purity 70%, R I (1706 / 1693) was obtained as a mixture of isomers (68:2).

[0323] 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol isomer in cis configuration: 13 C NMR: δ 105.31 / 105.28, 77.3, 74.83 / 74.77, 72.27 / 72.24, 67.15 / 67.09, 66.4, 33.92 / 33.90, 31.8, 29.2, 23.99 / 23.96, 22.6, 18.5, 14.1 ppm.GC-MS (70eV): m / z (%) = 162 (6), 161 (74), 129 (5), 117 (10), 116 (5), 115 (66), 113 (5), 111 (5), 103 (18), 97 (42), 87 (7), 85 (5), 75 (5), 73 (17), 71 (8), 70 (5), 69 (18), 59 (79), 58 (13), 57 (100), 55 (43), 45 (17), 43 (23), 42 (5), 41 (28), 31 (19), 29 (17), 27 (5).

[0324] Trans configuration 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol isomer: 13 C NMR: δ 104.8, 77.3, 74.65 / 77.56, 71.83 / 71.80, 67.26 / 67.22, 66.4, 34.03 / 34.00, 31.75 / 31.71, 29.21 / 29.13, 24.0, 22.6, 18.5, 14.1 ppm.GC-MS (70eV): m / z (%) = 162 (6), 161 (75), 117 (8), 116 (5), 115 (66), 103 (18), 97 (32), 87 (6), 85 (5), 73 (16), 71 (8), 69 (15), 59 (79), 58 (13), 57 (100), 55 (34), 45 (16), 44 (6), 43 (21), 42 (5), 41 (26), 31 (19), 29 (15).

[0325] 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propane-2-ol isomer in cis configuration: 13 C NMR: δ 102.5, 74.5, 71.5, 68.56 / 68.41, 68.56 / 68.41, 66.4, 34.9, 31.7, 29.1, 23.9, 22.6, 18.3, 14.1 ppm.GC-MS (70eV): m / z (%) = 171 (17), 161 (36), 117 (6), 115 (33), 113 (8), 111 (33), 103 (10), 102 (11), 97 (13), 87 (7), 85 (6), 75 (7), 73 (16), 71 (6), 69 (30), 59 (62), 58 (100), 57 (73), 55 (28), 45 (20), 44 (7), 43 (26), 41 (24), 31 (17), 29 (17), 27 (5).

[0326] Trans configuration 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol: 13 C NMR: δ 102.2, 75.0, 69.71 / 69.59, 69.71 / 69.59, 68.9, 66.6, 34.4, 31.7, 29.1, 24.1, 22.5, 18.5, 14.0 ppm.GC-MS (70eV): m / z (%) = 161 (34), 115 (28), 113 (7), 103 (8), 102 (15), 97 (9), 73 (12), 69 (7), 59 (53), 58 (100), 57 (47), 55 (15), 45 (16), 44 (6), 43 (18), 41 (16), 31 (13), 29 (12).

[0327] Odor description of a mixture (68 / 2) of cis-configured 1-[(2'-hexyl-1',3'-dioxane-5'-yl)oxy]propan-2-ol and trans-configured 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol: weak floral, jasmon-oily.

[0328] Description of the scent of cis:trans 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol and trans configuration 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol (16 / 10 / 61): weak, slightly fatty-floral, jasmine.

[0329] Scent description of a mixture of cis:trans 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol (47 / 40 / 3 / 7): transparent floral, jasmon, fairly weak. [Examples]

[0330] Preparation of methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate and methyl 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetate Under an N2 atmosphere, a solution of the synthesized mixture of (2'-hexyl-1',3'-dioxolan-4'-yl)methanol and 2-hexyl-1,3-dioxan-5-ol (30.0 g, 159 mmol) was added dropwise to a suspension of NaH (7.02 g, 183 mmol) in MTBE (200 ml) with stirring. The reaction mixture was heated under reflux for 1 hour and then cooled to room temperature. At this temperature, methyl 2-chloroacetate (39.8 g, 183 mmol) was added dropwise with stirring. After continuing stirring for a further 30 hours, the reaction was quenched with ice water (1:1, 75 ml), and the crude product mixture was washed with saturated NH4Cl aqueous solution and brine to neutral. The crude product (40.9 g, purity 40%, yield 20%) was obtained by drying (Na2SO4) and evaporation of the solvent under reduced pressure, and was first distilled under vacuum at 190°C / 1.0 mbar. Subsequently, an aliquot (2.70 g) was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 95:5) to obtain a cis:trans mixture of methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate and trans-configured methyl 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetate (370 mg, purity 80%, R I The compound 1720 / 1741 / 1757 was obtained as a colorless liquid mixture of isomers (29:14:37).

[0331] cis-configured methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate isomer: 13C NMR: δ 170.7, 105.3, 74.7, 72.5, 68.6, 67.2, 51.85 / 52.02, 33.9, 31.7, 29.2, 23.9, 22.54 / 22.55, 14.1 ppm.GC-MS (70eV): m / z (%) = 179 (6), 176 (7), 175 (98), 130 (7), 129 (100), 97 (22), 91 (6), 87 (8), 74 (5), 73 (16), 71 (83), 69 (10), 59 (9), 58 (7), 57 (41), 55 (36), 45 (33), 44 (6), 43 (32), 41 (28), 39 (6), 31 (13), 29 (33).

[0332] Trans-configured methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate isomer: 13 C NMR: δ 170.7, 104.8, 74.4, 71.9, 68.6, 67.3, 51.85 / 52.02, 34.0, 31.7, 29.2, 23.9, 22.54 / 22.55, 14.1 ppm.GC-MS (70eV): m / z (%) = 176 (7), 175 (95), 130 (7), 129 (100), 97 (19), 91 (5), 87 (8), 74 (5), 73 (15), 72 (5), 71 (85), 69 (9), 59 (8), 58 (8), 57 (43), 55 (35), 45 (35), 44 (7), 43 (34), 42 (9), 41 (30), 39 (7), 31 (15), 29 (33).

[0333] Trans-configured methyl 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy] acetate isomer: 13C NMR: δ 170.5, 102.2, 69.9, 69.3, 69.3, 67.1, 51.85 / 51.02, 34.4, 31.7, 29.1, 24.1, 22.54 / 22.55, 14.1 ppm.GC-MS (70eV): m / z (%) = 259 (5), 176 (7), 175 (91), 147 (5), 129 (12), 119 (12), 117 (38), 116 (100), 113 (8), 101 (5), 88 (25), 87 (8), 85 (5), 75 (14), 74 (9), 73 (13), 71 (43), 69 (9), 59 (27), 58 (27), 57 (72), 55 (21), 45 (31), 44 (7), 43 (52), 42 (44), 41 (32), 39 (7), 31 (23), 29 (55).

[0334] Scent description of cis / trans methyl 2-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]acetate and trans configuration methyl 2-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]acetate (29 / 14 / 37): Jasmine lactone, creamy, coconut, lactonic, with nutty nuances in the direction of hazelnut. [Examples]

[0335] Preparation of a mixture of 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-one and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one At 0°C, solutions of potassium bromide (0.20 g, 1.70 mmol) and tetrabutylammonium bromide (0.27 g, 0.85 mmol) in saturated NaHCO3 aqueous solution (1.1 ml) were added dropwise to solutions of 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-ol and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-ol (4.20 g, 17.1 ml) in dichloromethane (50 ml) while stirring. Then, 2,2,6,6-tetramethylpiperidinyl oxy radical (TEMPO, 130 mg, 0.85 mmol) was added, followed by the dropwise addition of a solution of sodium bicarbonate (2.86 g, 34.1 mmol) in 15% sodium hypochlorite (25.4 g, 51.2 mmol) aqueous solution. After stirring at 0°C for 1 hour, the reaction mixture was warmed to room temperature and the layers were separated. The organic layer was washed with saturated NH4Cl aqueous solution and brine to neutral, dried (Na2SO4), and concentrated under reduced pressure to obtain the crude product (3.71 g, purity 52%, yield 46%). This was purified by flash column chromatography (silica gel, cyclohexane / ethyl acetate, 88:12) to obtain cis:trans configured 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-one and trans configured 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one (270 mg, purity 94%, R I 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one (200 mg, purity 98%, R) as a mixture of isomers (35:20:39), as well as the pure trans configuration of 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one (200 mg, purity 98%, R) I (1720) was obtained.

[0336] 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-one in cis configuration: 13C NMR: δ 206.6, 105.3, 76.8, 74.8, 72.4, 67.1, 34.0, 31.8, 29.2, 26.3, 24.0, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 160 (8), 159 (100), 114 (7), 113 (100), 99 (8), 97 (27), 87 (11), 85 (9), 75 (10), 73 (5), 71 (8), 69 (13), 58 (10), 57 (88), 55 (33), 45 (10), 43 (53), 42 (5), 41 (23), 31 (8), 29 (24), 27 (7).

[0337] Trans configuration 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-one: 13 C NMR: δ 206.5, 104.9, 76.8, 74.5, 71.9, 67.2, 34.0, 31.8, 29.2, 26.3, 23.9, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 160 (7), 159 (100), 114 (7), 113 (98), 99 (8), 97 (18), 87 (8), 85 (9), 75 (8), 71 (7), 69 (11), 58 (9), 57 (81), 55 (26), 45 (8), 43 (48), 41 (21), 31 (7), 29 (22), 27 (6).

[0338] 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one in cis configuration: 13C NMR: δ 207.4, 102.5, 74.1, 71.3, 68.5, 68.5, 34.9, 31.7, 29.1, 26.5, 23.9, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 160 (6), 159 (70), 113 (53), 111 (5), 101 (8), 100 (22), 99 (7), 97 (7), 87 (23), 85 (8), 75 (10), 73 (6), 72 (26), 71 (9), 70 (7), 69 (23), 59 (7), 58 (16), 57 (100), 55 (33), 45 (15), 44 (6), 43 (90), 42 (22), 41 (23), 31 (13), 29 (41), 27 (12).

[0339] Trans configuration 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one: 13 C NMR: δ 205.6, 102.3, 74.9, 69.7, 69.4, 69.4, 34.4, 31.7, 29.1, 26.2, 24.1, 22.6, 14.1 ppm.GC-MS (70eV): m / z (%) = 160 (8), 159 (98), 114 (6), 113 (77), 101 (18), 100 (54), 99 (7), 97 (5), 87 (5), 85 (10), 75 (10), 73 (6), 72 (55), 71 (8), 70 (8), 69 (13), 59 (8), 58 (20), 57 (72), 55 (21), 45 (7), 44 (5), 43 (100), 42 (40), 41 (19), 31 (11), 29 (39), 27 (10).

[0340] 1-[(2'-hexyl-1',3'-dioxolan-4'-yl)methoxy]propan-2-one in cis / trans configuration and 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one in trans configuration (35:20:39). Scent description: Fresh aldehyde, transparent white floral, jasmine, slightly metallic.

[0341] Trans configuration 1-[(2'-hexyl-1',3'-dioxan-5'-yl)oxy]propan-2-one. Scent description: Fresh aldehyde, transparent white floral, jasmine, lily of the valley (muguet) with a florhydral aspect and some facets of green banana. [Examples]

[0342] General-purpose cleaner, pH neutral

[0343] [Table 1-1] [Table 1-2] [Table 1-3]

[0344] Perfume oils 1-5 were evaluated as general-purpose cleaners at a pH neutral, 0.3% concentration by a panel of experienced perfumers. The general-purpose cleaner samples were blinded and olfactorily evaluated by the panel against a benchmark (methyl dihydrojasmonate in perfume oil 4) and an odorless solvent (DPG) (perfume oil 1).

[0345] The products of Examples 1, 2.1, and 8 all enhanced the floral jasmine note compared to the version without it. The effect was the same as the floral jasmine effect of methyl dihydrojasmonate, but provided a more transparent floral sheen. The products of Example 1 and Example 2.1 further improved the floral freshness in the same way as methyl dihydrojasmonate. [Examples]

[0346] Body lotion

[0347] [Table 2-1] [Table 2-2] [Table 2-3] [Table 2-4] [Table 2-5]

[0348] Perfume oils 6-10 were each evaluated as body lotions at a concentration of 0.3% by a panel of experienced perfumers. For this purpose, the prepared lotions were blinded and olfactorily evaluated against a benchmark (methyl dihydrojasmonate in perfume oil 7) and an odorless solvent (perfume oil 6).

[0349] The products of Examples 1, 2.1, and 8 enhance the creaminess of the fragrance and increase its floral characteristics. The products of Example 1 and Example 2.1 better cover the base scent of the body lotion than methyl dihydrojasmonate. The fragrance obtains a more pronounced and fresher citrus bloom in the top notes. This effect is also stronger than that achieved with methyl dihydrojasmonate. [Examples]

[0350] Eau de Toilette

[0351] [Table 3-1] [Table 3-2] [Table 3-3] [Table 3-4] [Table 3-5] [Table 3-6]

[0352] Perfume oils 11-16 were each evaluated as 10% eau de toilette by a panel of experienced perfumers. The eau de toilette samples were blinded and olfactorily evaluated by the panel against a benchmark (methyl dihydrojasmonate in perfume oil 12) and an odorless solvent (perfume oil 11).

[0353] The products of Examples 1, 2.1, 8, and 10, respectively, or fragrances containing methyl dihydrojasmonate, are even stronger compared to versions containing only the solvent. The products of Examples 1, 2.1, 8, and 10 function as important floral notes in the fragrance, giving it a more powdery and transparent feel. The fragrance has a greater delicate fragrance appeal. The product of Example 2.1 has a particularly positive effect on the floral jasmine note, improving the radiance of the fragrance. In addition, this version is the most similar to the version containing methyl dihydrojasmonate, even though methyl dihydrojasmonate is more potent. [Examples]

[0354] Special perfumery effect of 4-(allyloxymethyl)-2-hexyl-1,3-dioxolane (product of Example 2.1, cis:trans mixture, 61:38) containing important perfumery components The product of Example 2.1 (cis:trans mixture, 61:38) was added to pure fragrance substances (see the "CAS number" and "name" columns in Table 4 below) in the percentages shown in Table 4 below (see the column "Dosage of Product of Example 2.1"). The mixtures of the pure fragrance substances and the product of Example 2.1 were tested against the pure fragrance substances.

[0355] Only ambroxide, which is solid at room temperature, was dissolved in isopropyl myristate (IPM) to prepare a 10% solution. The product from Example 2.1 was then added to the ambroxide solution in IPM in the percentages shown in Table 4 below (see the column "Dosage of Product from Example 2.1"). The mixtures of the ambroxide solution in IPM and the product from Example 2.1 were tested against the ambroxide solution in IPM. A panel of at least two skilled perfumers evaluated the samples on the smelling strips immediately after dipping each strip into the respective sample.

[0356] Table 4-1 Table 4-2

Claims

1. Compound of formula (I): 【Chemistry 1】 During the ceremony, R １ It is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, Furthermore R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 2】 It is selected from the group consisting of the following.

2. During the ceremony, R １ However, it is either n-hexyl or n-heptyl, And / or R ２ However, methyl, ethyl, n-propyl, allyl, 【Transformation 3】 A compound of formula (I) according to claim 1, selected from the group consisting of the following. 【Request Item 3】 【Chemistry 4】 A compound of formula (I) according to claim 1 or 2, selected from the group consisting of the following.

4. The compound of formula (I) is the compound of formula (Ia) or the compound of formula (Ib), 【Transformation 5】 Preferably, it is a compound of formula (Ia), In the formula, R １ It is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Transformation 6】 Selected from the group consisting of A compound of formula (I) according to any one of claims 1 to 3.

5. A mixture comprising or consisting of a compound of formula (Ia) and a compound of formula (Ib) as defined in claim 4, wherein the compound of formula (Ia) and the compound of formula (Ib) are compounds having the same structural formula, and preferably the weight ratio of the compound of formula (Ia) to the compound of formula (Ib) is in the range of 90:10 to 99:1, more preferably 65:35 to 99:1, and most preferably 50:50 to 99:

1.

6. A method for producing a compound of formula (I) as defined in any one of claims 1 to 5, comprising or consisting of the following steps: (i) An aldehyde of formula (II), 【Transformation 7】 In the formula, R １ The aldehyde is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. The compound of formula (III), 【Transformation 8】 In the formula, R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 9】 A compound selected from the group consisting of The process of causing a reaction.

7. A method for producing a compound of formula (I) and / or a compound of formula (VIII) as defined in any one of claims 1 to 5, 【Chemistry 10】 During the ceremony, R １ is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, Furthermore R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 11】 Selected from the group consisting of, A method including or consisting of the following steps: (i) An aldehyde of formula (II), 【Chemistry 12】 In the formula, R １ The aldehyde is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, and is preferably either n-hexyl or n-heptyl. glycerol 【Chemistry 13】 Reacting with, a compound of formula (IV) and / or a compound of formula (V) 【Chemistry 14】 In the formula, R １ The process of obtaining a compound selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, preferably either n-hexyl or n-heptyl, (ii) A step of reacting the compound of formula (IV) and / or formula (V) obtained in step (i) with the following: - Compound of formula (VI) 【Chemistry 15】 In the formula, X is selected from the group consisting of -Cl, -Br, and -I, and R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 16】 Selected from the group consisting of and / or - Compound of formula (VI) 【Chemistry 17】 In the formula, X is -OH, and R ２ teeth, [Chemistry 18] Selected from the group consisting of And / or - Compound of formula (VII) 【Chemistry 19】 In the formula, X is -O-, and R ２ teeth, 【Chemistry 20】 Selected from the group consisting of In addition, depending on the circumstances (iii) A step of hydrogenating one or more carbon-carbon double bonds (if present) of the compound obtained in step (ii) in order to form a carbon-carbon single bond.

8. Compound of formula (VIII): 【Chemistry 21】 During the ceremony, R １ It is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, Furthermore R ２ These include methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 22】 It is selected from the group consisting of the following.

9. The use of the compound of formula (I) and / or the compound of formula (VII), 【Chemistry 23】 In the formula, R １ It is selected from the group consisting of n-pentyl, n-hexyl, and n-heptyl, R ２ H, methyl, ethyl, n-propyl, isopropyl, allyl, 【Chemistry 24】 Selected from the group consisting of, Preferably, as fragrance and / or aromatic substances(s), (i) Accompanied by transparent, soft white floral jasmine notes And / or (ii) To impart, modify, and / or enhance one or more scents and / or taste notes selected from the group consisting of jasmine, lily of the valley, orris, violet, rose, ylang-ylang, apple, pear, banana, pineapple, plum, cedarwood, sandalwood, vetiver, and musk. And / or (iii) To impart, modify, and / or enhance one or more scents and / or tastes selected from the group consisting of creaminess, floral freshness, radiance, and luminosity. For use.

10. Use of the compound of formula (I) and / or the compound of formula (VIII) as defined in claim 9, preferably as a solvent and / or filler and as a fragrance and / or aroma substance with a transparent, soft white floral jasmine note.

11. A compound comprising one or more compounds of formula (I) as described in any one of claims 1 to 4, and / or a mixture as described in claim 5, and / or one or more compounds of formula (VIII) as described in claim 8, and / or one or more compounds of formula (I) as defined in claim 9, and / or one or more compounds of formula (VIII) as defined in claim 9, Preferably, Agrumex (2-tert-butylcyclohexyl acetate), ethyl methyl butyrate-2 (ethyl 2-methylbutanoate), isoamyl acetate (3-methylbutan-1-ol), dimethylbenzylcarbinyl butyrate (1,1-dimethyl-2-phenylethyl butyrate), hexyl acetate (hexyl acetate), allylcyclohexylpropionate (propanoate-2-en-1-yl-3-cyclohexylpropanoate), dihydromyrcenol (2,6-dimethylocta-7-en-2-ol), ethyl linalool (3,7-dimethylnona-1,6-dien-3-ol), helional ( 3-(1',3'-benzodioxol-5'-yl)-2-methylpropanal), cyclamenaldehyde (2-methyl-3-[4'-(propan-2'-yl)phenyl]propanal), jasmonis (3-methyl-2-penta-2-enylcyclopenta-2-enone), benzyl acetate (benzyl acetate), methyldihydrojasmonate (methyl 2-(3'-oxo-2'-pentylcyclopentyl) acetate), methyl anthranillate (methyl 2-aminobenzoate), methyl ionone 70 ((1E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)penta-1-en-3-one;(3E)-3-methyl-4-(2',6',6'-trimethylcyclohexa-2'-en-1-yl)buta-3-en-2-one), ionone beta(4-(2',6',6'-trimethylcyclohexa-1'-en-1'-yl)buta-3-en-2-one), geraniol(3,7-dimethylocta-2,6-dien-1-ol, damascenone(1-(2',6',6'-trimethylcyclohexa-1',3'-dien-1'-yl)buta-2-en-1-one)), phenylethyl alcohol (2-phenylethanol), benzyl ethanol Lithylates (benzyl salicylates), hexyl salicylates (hexyl salicylates), ambroxide ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan), iso E super (reaction mass from acidic cyclization of 1-(1',6'-dimethyl-4'-(4"-methylpenta-3"-en-1"-yl)cyclohexa-3'-en-1'-yl)ethane-1-one), cedol acetate (reaction mass from esterification of cedrol-rich cedarwood oil fraction), Sandranol (Registered Trademark) (2-ethyl-4-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)buta-2'-en-1'-ol), polysanthol ((4E)-3,3-dimethyl-5-(2',2',3'-trimethylcyclopenta-3'-en-1'-yl)penta-4-en-2-ol), vetiveryl acetate (reaction mass from acetylation of vetiver oil), ambretrid (oxacycloheptadeca-10-en-2-one), ethylene brasilate (1,4-dioxacycloheptadecane-5,17-dione), A fragrance and / or aroma composition, preferably a perfume oil, further comprising one or more additional fragrance and / or aroma substances selected from the group consisting of globalides ((12E)-1-oxacyclohexadeca-12-en-2-one; (12Z)-1-oxacyclohexadeca-12-en-2-one; (13E)-1-oxacyclohexadeca-13-en-2-one; (13Z)-1-oxacyclohexadeca-13-en-2-one) and muscenone (3-methyl-5-cyclopentadecene-1-one).

12. The fragrance and / or aroma composition according to claim 11, wherein the total amount of one or more compounds of formula (I), if present, and one or more compounds of formula (VIII), if present, contained in the composition is sufficient (a) to mask and / or reduce the unpleasant odor impression of at least one additional fragrance and / or aroma substance in the fragrance and / or aroma composition. And / or (b) Enhancing the pleasant scent impression of at least one additional fragrance and / or aromatic substance in the fragrance and / or aromatic composition Fragrance and / or aroma composition.

13. A product comprising one or more compounds of formula (I) according to any one of claims 1 to 4, and / or a mixture according to claim 5, and / or one or more compounds of formula (VIII) according to claim 8, and / or a fragrance and / or aroma composition according to claim 11 or 12, Preferably in a sensory effective amount, More preferably, the total amount of compounds of formula (I) as defined in any one of claims 1 to 5, if present, and compounds of formula (VIII) as described in one or more claims 8, if present, is in the range of 0.1 to 65% by weight, preferably 1 to 40% by weight, more preferably 10 to 20% by weight, based on the total weight of the product. Most preferably, the products include perfume extraits, eau de parfums, eau de toilettes, eau de colognes, pro-perfume delivery systems, splash colognes, shaving creams, soaps and lotions, pre-shave products, after-shave products, preferably creams and lotions, body care products, preferably shower gels, oils, foams and soaps, body scrubs, body lotions, body tanning products, body sprays, baby care products, hand creams and lotions, foot creams, tonics and lotions, hair removal creams, tonics and lotions, tanning creams, sprays and lotions, facial beauty care products, cosmetic emulsions, skin tonics, skin brightening products, sunscreens and after-sun products, hair care products, preferably shampoos and conditioning products, hair styling products, such as hair gels, etc. Selected from the group consisting of hair wax, hair mousse and hair spray, hair pigmentation products, decorative cosmetic products, makeup removers, nail care products, nail polish removers, deodorants, antiperspirants, candles, lamp oil, incense, insecticides, insect repellents and fuels, deodorizing products, incense, odor control products, home care products, dishwashing products, car washing products, furniture care products, aromatherapy products, scented refreshing tissues, facial tissues, paper handkerchiefs, dryer sheets, wet toilet paper, acidic, alkaline and neutral surfactants, textile fresheners, ironing aids, liquid surfactants, powder surfactants, laundry sheets, foams and pods, laundry pretreatment agents, fabric softeners, laundry soaps, bleaching agents, dipping agents, stain removers, cleaning tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes, product.

14. A method for producing the product according to claim 13, comprising or consisting of the following steps: (i) A step of preparing one or more compounds of formula (I) according to any one of claims 1 to 4, and / or a mixture according to claim 5, and / or one or more compounds of formula (VIII) according to claim 8, and / or a fragrance and / or aroma composition according to claim 11 or 12. (ii) A step of preparing further components of the product, (iii) A step of mixing the further components of the product prepared in step (ii) with a functionally effective amount of the compound and / or mixture and / or composition prepared in step (i).

15. A method for providing and / or enhancing a transparent, soft white floral jasmine note in / in a product, preferably the product as defined in claim 13, comprising or consisting of the following steps: (a) The step of identifying a product, preferably the product as defined in claim 13, in which a transparent, soft white floral jasmine note is to be provided and / or enhanced in the product, and (b) A step of incorporating into the product in an amount sufficient to provide and / or enhance a transparent, soft white floral jasmine note, a compound of formula (I) as defined in one or more claims 1 to 4, and / or a mixture as defined in claim 5, and / or a compound of formula (VIII) as defined in one or more claims 8, and / or a compound of formula (I) as defined in one or more claims 9, and / or a fragrance and / or aroma composition as defined in claim 11 or 12.

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