Use of 5-methyl-5-(4-methyl-3-penten-1-yl)-2(5H)-furanone as a fragrance chemical

Abstract

The present invention relates to compounds of formula (I) for use as aroma chemicals to impart a sweet, tonka, acacia, woody, etc. impression to a composition. The present invention further relates to the use of compounds of formula (I) as aroma chemicals to impart a sweet, tonka, acacia, and / or woody, etc. impression to a composition, and also to enhance and / or modify the aroma of a composition. The present invention is further directed to compositions comprising at least one compound of formula (I) and (i) at least one aroma chemical different from the compound of formula (I), or (ii) at least one non-aroma chemical carrier, or (iii) both (i) and (ii). [Formula 1] JPEG2024522520000012.jpg28170

Description

[Technical field]

[0001] The present invention relates to compounds of formula (I) for use as aroma chemicals to impart a sweet, tonka, acacia, woody, etc. impression to a composition. The present invention further relates to the use of compounds of formula (I) as aroma chemicals to impart a sweet, tonka, acacia, and / or woody, etc. impression to a composition, and also to enhance and / or modify the aroma of a composition. The present invention is further directed to compositions comprising at least one compound of formula (I) and (i) at least one aroma chemical different from the compound of formula (I), or (ii) at least one non-aroma chemical carrier, or (iii) both (i) and (ii). [Background technology]

[0002] Fragrance chemicals, and in particular fragrances, are of great interest, especially in the fields of cosmetics, cleaning and laundry compositions.

[0003] Although a large number of synthetic aroma chemicals already exist, new ingredients are always needed to be able to meet the many properties desired in a wide variety of application fields.These include, firstly, sensory properties, i.e., the compound must have advantageous olfactory properties.Furthermore, aroma chemicals must also have additional positive secondary properties, such as, for example, efficient preparation methods, the possibility of providing a better sensory profile as a result of synergistic effects with other aroma chemicals, higher stability under certain application conditions, better and longer persistence, etc.

[0004] Such properties are of particular interest in compositions such as, for example, care compositions, hygiene products, cleaning compositions, fabric detergent compositions, and compositions for scent dispensers.

[0005] Of particular interest are aroma chemicals that can provide one or more distinct sensory impressions to the composition, thereby contributing to a rich and interesting sensory profile, especially the olfactory profile of the composition.In this context, aroma chemicals that can provide sweet, tonka, acacia, and / or woody impressions are of great interest.In addition, persistence and tenacity are of particular interest in order to obtain a long-lasting odor impression in the composition and on the surface treated with the composition.

[0006] However, the search for substances with specific and well-defined sensory properties, such as a specific odor, is very difficult, since even small changes in chemical structure can lead to large changes in sensory properties, such as odor and / or flavor. Thus, the search for new aroma chemicals is a difficult and arduous task, in most cases, without knowing whether a substance with the desired odor and / or flavor will actually be found.

[0007] The object of the presently claimed invention is to provide substances which can be used as aroma chemicals, either alone or in mixtures in compositions, and in particular there is a need for strong odorous substances which have a pleasant odor. Furthermore, they should be capable of being combined with other aroma chemicals, allowing the creation of new and advantageous sensory profiles, which can be used in compositions. Summary of the Invention [Problem to be solved by the invention]

[0008] It is an object of the present invention to provide novel aroma chemicals having a pleasant olfactory impression; preferably a combination of two or more of the impressions selected from the group consisting of sweet notes, tonka notes, acacia notes, and woody notes.

[0009] It is a further object of the present invention that the fragrance chemicals should be available from readily available starting materials, allowing for their rapid and economical production. [Means for solving the problem]

[0010] These objects have been achieved by providing compounds of formula (I) according to the present invention.

[0011] Surprisingly, it has been found that the compounds of formula (I) according to the invention have a pleasant olfactory impression; preferably a combination of two or more of the impressions selected from sweet notes, tonka notes, acacia notes and woody notes.

[0012] A first aspect of the currently claimed invention relates to a compound of formula (I) for imparting a fragrance impression to a composition. [ka] or a stereoisomer thereof.

[0013] A second aspect of the presently claimed invention is a compound represented by formula I(a) and I(b): [ka] The present invention relates to compounds of formula (I) including a mixed composition of enantiomers represented by the compound:

[0014] A third aspect of the currently claimed invention relates to a method of imparting a fragrance impression to a composition comprising the step of adding to the composition at least one compound of formula (I).

[0015] Another aspect of the presently claimed invention relates to the use of at least one compound of formula (I) for modifying a composition's fragrance characteristics.

[0016] A further aspect of the currently claimed invention relates to a method for enhancing the aroma of a composition, said method comprising the step of mixing at least one compound of formula (I) with other ingredients, such as at least one other aroma chemical different from the compound of formula (I) and / or at least one non-aroma chemical carrier, to obtain an aroma chemical composition.

[0017] Yet another aspect of the presently claimed invention relates to a method for modifying the aroma of a chemical composition, said method comprising the step of incorporating at least one compound of the presently claimed invention into the aroma chemical composition to obtain an aroma-modified aroma chemical composition.

[0018] Furthermore, the compounds of formula (I) can be produced in good yield and purity by simple synthesis starting from readily available starting materials. Thus, the compounds of the presently claimed invention can be produced in a facile, cost-effective manner on a large scale. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0019] The following detailed description is exemplary in nature and is not intended to limit the presently claimed invention or the application and uses of the presently claimed invention. Moreover, there is no intention to be bound by any theory presented in the preceding technical field, background, brief summary, or the following detailed description.

[0020] As used herein, the terms "comprising," "comprises," and "comprised of" are synonymous with "including," "includes," or "containing," "contains," and are inclusive or open-ended and do not exclude additional, unrecited members, elements, or method steps. The terms "comprising," "comprises," and "comprised of," as used herein, should be understood to include the terms "consisting of," "consists," and "consists of."

[0021] Furthermore, terms such as "(a)", "(b)", "(c)", "(d)" and the like in the specification and claims are used to distinguish between similar elements and are not necessarily used to describe an order or chronology. It is to be understood that terms so used are interchangeable under appropriate circumstances and that embodiments of the subject matter described herein can operate in orders other than those described or illustrated herein. For the sake of convenience, terms such as "(A)", "(B)" and "(C)" or AA), BB) and CC) or "(a)", "(b)", "(c)", "(d)", "(i)", "(ii)" and the like, when referring to steps of a method or use or assay, are not consistent in time or time interval between the steps, i.e., the steps can be performed simultaneously, or there can be a time interval of seconds, minutes, hours, days, weeks, months, or even years between such steps, unless otherwise indicated in the application, as described herein above or below.

[0022] In the following passages, various aspects of the subject matter are defined in more detail. Each aspect so defined can be combined with any other aspect, unless expressly indicated to the contrary. In particular, any feature indicated as being preferred or advantageous can be combined with any other feature indicated as being preferred or advantageous.

[0023] References throughout this specification to "one embodiment" or "an embodiment" or "preferred embodiment" mean that a particular feature, structure, or characteristic described in connection with that embodiment is included in at least one embodiment of the presently claimed invention. Thus, the appearance of the phrases "in one embodiment" or "in a preferred embodiment" or "in a preferred embodiment" in various places throughout this specification may, but do not necessarily, all refer to the same embodiment. Furthermore, as will be apparent to one of ordinary skill in the art from this disclosure, features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. Furthermore, as will be appreciated by one of ordinary skill in the art, some embodiments described herein include some features but do not include other features included in other embodiments, and combinations of features of different embodiments are meant to form different embodiments within the scope of the subject matter. For example, in the appended claims, any of the claimed embodiments may be used in any combination.

[0024] Furthermore, ranges defined throughout this specification are inclusive of the end values, i.e., a range of 1 to 10 is intended to include both 1 and 10. For the avoidance of doubt, the applicant reserves the right to any equivalents available under applicable law.

[0025] In the context of the present invention, the term "aroma" refers to sensory properties and includes smell and / or flavor.

[0026] The term "aroma chemical" refers to a substance used to obtain a sensory or organoleptic (used interchangeably herein) impression, including its use to obtain an olfactory and / or flavor impression. The term "olfactory impression" or "note" (used interchangeably herein) refers to an odor impression without a positive or negative judgement, and as used herein, the term "scent impression" or "fragrance impression" or "aroma impression" (used interchangeably herein) relates to an odor impression that is generally perceived as pleasant. Thus, "fragrance" or "aroma" refers to an aroma chemical that primarily induces a pleasant odor impression. Flavor refers to an aroma chemical that induces a taste impression.

[0027] As used herein, the term "aroma composition" refers to a composition that induces an aroma. The term aroma composition includes "odor composition" and / or "flavor composition." An odor composition is a composition that induces primarily an odor impression, and a flavor composition is a composition that induces primarily a taste impression.

[0028] The term "aroma profile" means the overall aroma impression of an aroma chemical, which is made up of the individual aroma impressions of the aroma chemicals.

[0029] The term olfactory composition includes "fragrance compositions" or "fragrance compositions" (used interchangeably herein) that primarily induce an olfactory impression that is generally perceived as pleasant.

[0030] The general expression "advantageous sensory properties" or "advantageous sensory properties" refers to the pleasantness and conciseness of the sensory impression conveyed by the aroma chemicals. "Pleasantness" and "clarity" are terms well known to those skilled in the art, such as perfumers. Pleasantness generally refers to a spontaneously generated and positively perceived pleasant sensory impression. However, "pleasant" does not necessarily have to be synonymous with "sweet". "Pleasant" can also be a musk or sandalwood smell. "Clarity" generally refers to a spontaneously generated sensory impression that produces a reproducible and identical reminiscence of something specific in the same test panelist. For example, if a substance has an odor that spontaneously reminds of the odor of "apple", then the odor will be distinctly "apple". If this apple odor is very pleasant, for example because it reminds of sweet and ripe apples, then the odor is called "pleasant". However, a typically sour apple odor can also be distinct. If smelling the substance elicits both responses, in this example resulting in a pleasant, distinct apple odor, then the substance has particularly advantageous sensory properties.

[0031] As used herein with reference to a composition, method or use of two compounds, the phrases "combination," "in combination with," or "combined with" take into account that the two compounds need not be used in the form of a physical mixture of said compounds, but can be used (e.g., added) separately. When the compounds are used separately, they can be used (e.g., added) sequentially in any order (i.e., one after the other) or in parallel (i.e., essentially simultaneously).

[0032] The terms "boosting" or "boost" are used herein to describe the effect of enhancing and / or modifying the fragrance of a fragrance chemical or composition. The term "enhancing" includes improving the pleasantness and / or clarity of the fragrance, and / or improving the intensity. The term "modifying" includes changing the fragrance profile. The terms "pleasantness" and "clarity" are well known to those skilled in the art, such as perfumers, and have their respective meanings.

[0033] Intensity can be determined by determining the threshold. Although not necessary to define any further, the odor threshold is the concentration of a substance in the relevant gas space at which a representative test panelist can still perceive an odor impression.

[0034] The enhancer effect is particularly desired in fragrance compositions where applications require a top note-characterized odor that is delivered particularly quickly and intensively, such as in the taste area in deodorants, deodorants or chewing gum.

[0035] The terms "the present invention relates to" and "the present invention is directed to" are used interchangeably throughout the present invention.

[0036] The term "stickiness" refers to the evaporation behavior of a fragrance chemical over time. Stickiness can be determined, for example, by applying the fragrance chemical to a test strip and then olfactory evaluating the odor impression of the test strip. For fragrance chemicals with high stickiness, the time interval before panelists can still discern the fragrance impression is longer.

[0037] The term "persistence" refers in particular to the interaction of fragrance chemicals with a surface, e.g., skin or a fabric, after subsequent treatment of the surface, e.g., washing. Persistence can be determined, for example, by washing a fabric with a fabric detergent composition comprising the fragrance chemical, followed by an olfactory evaluation of the fabric immediately after washing (wet fabric), and an evaluation of the dried fabric after extended storage.

[0038] The term "stability" describes the behavior of a fragrance chemical when in contact with oxygen, light, and / or other substances. A highly stable fragrance chemical maintains its fragrance profile over time, preferably in a wide variety of compositions and under a variety of storage conditions.

[0039] In order to impart a long-lasting fragrance impression to the composition or to surfaces treated with the composition, the tenacity, persistence and stability of the fragrance chemicals in the composition should preferably be high.

[0040] Unless otherwise indicated herein, "compound (I)" as described herein refers to a compound defined by formula (I) or a stereoisomer thereof.

[0041] The term "stereoisomer" is a general term described by IUPAC and is used for all isomers of individual compounds that differ only in the orientation of the atoms in space, and not in the connectivity of the atoms. The term stereoisomer therefore includes mirror image isomers (enantiomers), geometric isomers (cis / trans or E / Z) isomers, and diastereoisomers. For the exact definition of the term, see the IUPAC definition or G. Helmchen: "Vocabulary and Nomenclature of Organic Stereochemistry". In Houben-Weyl E21a, Stereoselective Synthesis. Helmchen, RW Offmann, J. Mulzer, E. Schaumann (Hrsg.), 1995, 1-74. The possible isomers may exist as mixtures (i.e. racemates, cis / trans mixtures, or mixtures of diastereoisomers).

[0042] use One embodiment of the presently claimed invention provides a compound of formula (I) for imparting a fragrance impression to a composition. [ka] or a stereoisomer thereof.

[0043] In one embodiment, the compounds of formula Ia and Ib [ka] Compounds of formula (I) including mixed compositions of enantiomers represented by the compounds

[0044] In one embodiment, the compound of formula I(a) and the compound of formula I(b) may be used alone or in any mixture in any ratio.

[0045] In another embodiment, the mixture of the compound of formula I(a) and the compound of formula I(b) is a mixture in which the ratio of the compounds ranges from 1:99 to 99:1.

[0046] In another embodiment, the mixture of the compound of formula I(a) and the compound of formula I(b) is a 50:50 ratio mixture of the compounds.

[0047] A person skilled in the art can adjust the ratio of the compound of formula I(a) and the compound of formula I(b) to reach a specific ratio within the range of 0.1:99.9 to 99.9:0.1 to impart a specific fragrance impression or several fragrance impressions to the composition.

[0048] A preferred embodiment of the currently claimed invention relates to the use of at least one compound of formula (I) as an aroma chemical to impart sweet notes, tonka notes, acacia notes, and / or woody notes to a composition.

[0049] In a further embodiment, the presently claimed invention relates to the use of a compound of formula (I) to enhance the fragrance of a composition.

[0050] In an embodiment of the currently claimed invention, at least one compound of formula (I) is used as a fragrance or fragrance composition.

[0051] In particular, at least one compound of formula (I) is used to impart to the composition a note selected from the group consisting of sweet notes, tonka notes, acacia notes, and woody notes.

[0052] Preferably, the compounds of formula (I) are used to impart to the composition a combination of two or more impressions selected from the group consisting of sweet notes, tonka notes, acacia notes, and woody notes.

[0053] Preferably, the compound of formula (I) is 5-methyl-5-(4-methyl-3-penten-1-yl)-2(5H)-furanone.

[0054] Such suitable compositions are, for example, compositions used in personal care, home care, industrial applications, and other applications such as pharmaceutical compositions or crop protection compositions.

[0055] Preferably, the compounds of formula (I) according to the presently claimed invention are used in compositions selected from the group consisting of perfume compositions, body care compositions (including cosmetic compositions and oral and dental hygiene products), hygiene products, cleaning compositions (including dishwashing compositions), textile detergent compositions, compositions for fragrance dispensers, foods, dietary supplements, pharmaceutical compositions and crop protection compositions.

[0056] The compositions are described in the following paragraphs.

[0057] composition In one embodiment, the presently claimed invention comprises at least one compound of formula (I): (i) at least one aroma chemical (X) different from the compound of formula (I), or (ii) at least one non-aromatic chemical carrier; or (iii) a composition comprising both (i) and (ii).

[0058] Preferably, in this embodiment, the composition comprises the compounds of formula (I) in a total amount ranging from 0.01% to 70.0% by weight, based on the total weight of the composition.

[0059] Preferably, the composition is a fragrance composition, more preferably a fragrance composition.

[0060] The aroma chemical is different from the compound of formula (I).

[0061] In one embodiment, the mixture comprises at least one aroma chemical different from the compound of formula (I). The aroma chemical different from the compound of formula (I) is also referred to as aroma chemical (X).

[0062] Due to their physical properties, the compounds of formula (I) can be successfully combined with different aroma chemicals than the compounds of formula (I) and other usual ingredients in fragrance compositions, especially fragrance compositions.This allows, for example, the creation of fragrance compositions (preferably fragrance compositions) with novel and advantageous sensory profiles.In particular, as already explained above, the compounds can provide an enhancer effect to other aroma chemicals (such as fragrances).

[0063] The aroma chemical (X) is preferably: Geranyl acetate, α-hexylcinnamaldehyde, 2-phenoxyethyl isobutyrate, dihydromyrcenol, methyl dihydrojasmonate, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]benzopyran, tetrahydrolinalool, ethyl linalool, benzyl salicylate, 2-methyl-3-(4-tert-butylphenyl)propanal, cinnamyl alcohol, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5-indenyl acetate and / or 4,7-methano-3a,4,5,6,7,7a-hexahydro-6-indenyl acetate, citronellol, citronellyl acetate, tetrahydrogeraniol, vanillin, linalyl acetate, styrolyl acetate, octahydro-2,3,8,8-tetramethyl-2-acetonaphthone and / or 2-acetyl-1,2,3,4,6,7,8-octahydro-2,3,8,8-tetramethylnaphthalene, hexyl salicylate, 4-tert-butylcyclohexyl acetate, 2-tert-butylcyclohexyl acetate, cyclohexyl acetate, alpha-ionone, n-alpha-methyl ionone, alpha-isomethyl ionone, coumarin, terpinyl acetate, 2-phenylethyl alcohol, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-carboxaldehyde, alpha-amylcinnamaldehyde, ethylene brassylate, (E)- and / or (Z)-3-methylcyclopentadeca-5-enone, 15-pentadeca-11-enolide and / or 15-pentadeca-12-enolide, 15-cyclopentadeca-nolide, 1-(5,6,7, 8-Tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)ethanone, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, cis-3-hexenyl acetate, trans-3-hexenyl acetate, trans-2 / cis-6-nonadienol, 2,4-dimethyl-3-cyclohexenecarboxaldehyde, 2,4,4,7-tetramethyloct-6-en-3-one, 2,6-Dimethyl-5-hepten-1-al, borneol, 3-(3-isopropylphenyl)butanal, 2-methyl-3-(3,4-methylenedioxyphenyl)-propanal, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 3,3,5-trimethylcyclohexyl acetate, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro naphthalene-2-ol, 3-(4-tert-butylphenyl)-propanal, ethyl 2-methylpentanoate, ethoxymethoxycyclododecane, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2-tert-butylcyclohexyl)acetate, and 3-[5,5,6-trimethylbicyclo[2.2.1]hept-2-yl]cyclohexan-1-ol.

[0064] In a preferred embodiment, the at least one aroma chemical (i) is selected from the group consisting of methyl benzoate, benzyl acetate, geranyl acetate, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol, linalool, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol, and methyl benzoate.

[0065] In another preferred embodiment, the at least one aroma chemical (i) is selected from the group consisting of ethyl vanillin, vanillin, 2,5-dimethyl-4-hydroxy-2H-furan-3-one (furaneol), and 3-hydroxy-2-methyl-4H-pyran-4-one (maltol).

[0066] Further fragrance chemicals which can be combined with compounds of the formula to obtain compositions according to the presently claimed invention can be found, for example, in S. Arctander, Perfume and Flavor Chemicals, Vol. I and II, Montclair, NJ, 1969, self-published or H. Surburg and J. Panten, Common Fragrance and Flavor Materials, 4th Ed., Wiley- VCH, Weinheim 2016. Specific examples include: extracts from natural raw materials, such as essential oils, concretes, absolutes, resins, resinous substances, balsams, tinctures, such as ambergris tincture, amyris oil, angelica seed oil, angelica root oil, anise oil, valerian oil, basil oil, tree moss absolute, bay oil, wormwood oil, benzoin resin, bergamot oil, beeswax absolute, birch tar oil, bitter almond oil, savory oil, butucan leaf oil, cabreva oil, cade oil, chalmers oil, cananga oil, cardamom oil, cascarilla oil, cassia oil, cassia absolute, castoreum absolute, absolute), cedar leaf oil, cedarwood oil, cistus oil, citronella oil, lemon oil, copaiba balsam, copaiba balsam oil, coriander oil, costus root oil, cumin oil, cypress oil, davana oil, dill weed oil, dill seed oil, Eau de brouts absolute, oak moss absoluteabsolute), Elemi Oil, Tarragon Oil, Eucalyptus Citriodora Oil, Eucalyptus Oil, Fennel Oil, Pine Needle Oil, Galbanum Oil, Galbanum Resin, Geranium Oil, Grapefruit Oil, Guaiac Wood Oil, Gurjan Balsam, Gurjan Balsam Oil, Helichrysum Absolute absolute), helichrysum oil, ginger oil, iris root absolute, iris root oil, jasmine absolute, chamus oil, chamomile oil blue, roman chamomile oil, carrot seed oil, cascarilla oil, pine needle oil, spearmint oil, caraway oil, labdanum oil, labdanum absolute, labdanum resin, lavandin absolute, lavandin oil, lavender absolute, lavender oil, lemongrass oil, lovage oil, lime oil distilled, lime oil pressed, linalool oil, litsea cubeba oil, bay leaf oil, mace oil, marjoram oil, mandarin oil, massoia bark bark oil, mimosa absoluteabsolute), Musk Seed Oil, Mus Tinker, Clary Sage Oil, Nutmeg Oil, Myrrh Absolute, Myrrh Oil, Myrtle Oil, Clove Leaf Oil, Clove Flower Oil, Neroli Oil, Olibanum Absolute, Olibanum Oil, Opopanax Oil, Orange Blossom Absolute, Orange Oil, Origanum Oil, Palmarosa Oil, Patchouli Oil, Parilla Oil, Balsam of Peru Oil, Parsley Leaf Oil, Parsley Seed Oil, Petitgrain Oil, Peppermint Oil, Pepper Oil, Pimento Oil, Pine Oil, Pennyroyal Oil oleic acid, rose absolute, rosewood oil, rose oil, rosemary oil, dalmatian sage oil, Spanish sage oil, sandalwood oil, celery seed oil, spike lavender oil, star anise oil, styrax oil, tagetes oil, fir needle oil, tea tree oil, turpentine oil, thyme oil, tolu balsam, tonka absolute, tuberose absolute, vanilla extract, violet leaf absolute, verbena oil, vetiver oil, juniper berry oil, wine lees oil, absinthe oil, wintergreen oil, hyssop oil, civet absolute, cinnamon leaf oil, cinnamon bark oil, and fractions thereof or components isolated therefrom. Individual fragrances from the group of hydrocarbons, such as 3-carene, α-pinene, β-pinene, α-terpinene, γ-terpinene, p-cymene, bisabolene, camphene, caryophyllene, cedrene, farnesene, limonene, longifolene, myrcene, ocimene, valencene, (E,Z)-1,3,5-undecatriene, styrene, diphenylmethane, etc. Aliphatic alcohols, such as hexanol, octanol, 3-octanol, 2,6-dimethylheptanol, 2-methyl-2-heptanol, 2-methyl-2-octanol, (E)-2-hexenol, (E)- and (Z)-3-hexenol, 1-octen-3-ol, a mixture of 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methyleneheptan-2-ol, (E,Z)-2,6-nonadienol, 3,7-dimethyl-7-methoxyoctan-2-ol, 9-decenol, 10-undecenol, 4-methyl-3-decen-5-ol, etc. Aliphatic aldehydes and their acetals, such as hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, tridecanal, 2-methyloctanal, 2-methylnonanal, (E)-2-hexenal, (Z)-4-heptenal, 2,6-dimethyl-5-heptenal, 10-undecenal, (E)-4-decenal, 2-dodecenal, 2,6,10-trimethyl-9-undecenal, 2,6,10-trimethyl-5,9-undecadienal; aliphatic ketones and their oximes, such as 2-heptanone, 2-octanone, 3-octanone, 2-nonanone, 5-methyl-3-heptanone, 5-methyl-3-heptanone oxime, 2,4,4,7-tetramethyl-6-octen-3-one, 6-methyl-5-hepten-2-one, etc. Aliphatic sulfur-containing compounds, such as 3-methylthiohexanol, 3-methylthiohexyl acetate, 3-mercaptohexanol, 3-mercaptohexyl acetate, 3-mercaptohexyl butyrate, 3-acetylthiohexyl acetate, 1-menthene-8-thiol, etc. Aliphatic nitriles, such as 2-nonenenitrile, 2-undecenenitrile, 2-tridecenenitrile, 3,12-tridecadienonitrile, 3,7-dimethyl-2,6-octadienenitrile, 3,7-dimethyl-6-octenenitrile, etc. Esters of aliphatic carboxylic acids, for example (E) and (Z)-3-hexenyl formate, ethyl acetoacetate, isoamyl acetate, hexyl acetate, 3,5,5-trimethylhexyl acetate, 3-methyl-2-butenyl acetate, (E)-2-hexenyl acetate, (E) and (Z)-3-hexenyl acetate, octyl acetate, 3-octyl acetate, 1-octen-3-yl acetate, ethyl butyrate, butyl butyrate, isoamyl butyrate, hexyl butyrate, (E) and (Z)-3-hexenyl isobutyrate, hexyl crotonate, ethyl sovalerate, ethyl 2-methylpentanoate, ethyl hexanoate, allyl hexanoate, ethyl heptanoate, allyl heptanoate, ethyl octanoate, ethyl (E,Z)-2,4-decadienoate, methyl 2-octinate, methyl 2-noninate, allyl 2-isoamyloxyacetate, methyl-3,7-dimethyl-2,6-octadienoate, 4-methyl-2-pentyl crotonate, etc. Acyclic terpene alcohols, such as geraniol, nerol, linalool, lavandulol, nerolidol, farnesol, tetrahydrolinalool, 2,6-dimethyl-7-octen-2-ol, 2,6-dimethyloctan-2-ol, 2-methyl-6-methylene-7-octen-2-ol, 2,6-dimethyl-5,7-octadien-2-ol, 2,6-dimethyl-3,5-octadien- 2-ol, 3,7-dimethyl-4,6-octadien-3-ol, 3,7-dimethyl-1,5,7-octatrien-3-ol, 2,6-dimethyl-2,5,7-octatrien-1-ol, and their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates, and 3-methyl-2-butenoates, Acyclic terpene aldehydes and ketones, such as geranial, neral, citronellal, 7-hydroxy-3,7-dimethyloctanal, 7-methoxy-3,7-dimethyloctanal, 2,6,10-trimethyl-9 undecenal, geranyl acetone, and the dimethyl and diethyl acetals of geranial, neral, and 7-hydroxy-3,7-dimethyloctanal; cyclic terpene alcohols, such as menthol, isopulegol, α-tert-butyl ether, methyl ... Pineol, terpin-4-ol, menthan-8-ol, menthan-1-ol, menthan-7-ol, borneol, isoborneol, linalool oxide, nopol, cedrol, ambrinol, vethyrol, guajole, and their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates, and 3-methyl-2-butenoates, etc. Cyclic terpene aldehydes and ketones, such as menthone, isomenthone, 8-mercaptomenthan-3-one, carvone, camphor, fenchone, α-ionone, β-ionone, α-n-methylionone, β-n-methylionone, α-isomethylionone, β-isomethylionone, α-irone, α-damascone, β-damascone, β-damascenone, δ-damascone, γ-damascone, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)- 2-Buten-1-one, 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methano-naphthalen-8(5H)-one, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal, nootkatone, dihydronootkatone, 4,6,8-megastigmatrien-3-one, α-sinensal, β-sinensal, acetylated cedarwood oil (methyl cedryl ketone), etc. Cyclic alcohols, such as 4-tert-butylcyclohexanol, 3,3,5-trimethylcyclohexanol, 3-isocamphylcyclohexanol, 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1-ol, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol, etc. Alicyclic alcohols, such as α-3,3-trimethylcyclohexylmethanol, 1(4-isopropylcyclohexyl)ethanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)butanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol, 3-methyl-5- (2,2,3-trimethyl-3-cyclopent-1-yl)pentan-2-ol, 3-methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol, 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol, 1-(2,2,6-trimethylcyclohexyl)pentan-3-ol, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, etc. Cyclic and alicyclic ethers, such as cineole, cedryl methyl ether, cyclododecyl methyl ether, 1,1-dimethoxycyclododecane, (ethoxymethoxy)cyclododecane, α-cedrene epoxide, 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydro-naphtho[2,1-b]furan, 1,5,9-trimethyl-13-oxabicyclo-[10.1.0]trideca-4,8-diene, rose oxide, 2-(2,4-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxane, etc. Cyclic and macrocyclic ketones, such as 4-tert-butylcyclohexanone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-heptylcyclopentanone, 2-pentylcyclopentanone, 2-hydroxy-3-methyl-2-cyclopenten-1-one, 3-methyl-cis-2-penten-1-yl-2-cyclopenten-1-one, 3-methyl-2-pentyl-2-cyclopenten-1-one, 3-methyl-4-cyclopentadecenone, 3-methyl-5-cyclopentadecenone, 3 -methylcyclopentadecanone, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, 4-tert-pentylcyclohexanone, 5-cyclohexadecen-1-one, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, 8-cyclohexadecen-1-one, 7-cyclohexadecen-1-one, (7 / 8)-cyclohexadecen-1-one, 9-cycloheptadecen-1-one, cyclopentadecanone, cyclohexadecanone, etc. Alicyclic aldehydes, such as 2,4-dimethyl-3-cyclohexenecarbaldehyde, 2-methyl-4-(2,2,6-trimethylcyclohexen-1-yl)-2-butenal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarbaldehyde, etc. Alicyclic ketones, such as 1-(3,3-dimethylcyclohexyl)-4-penten-1-one, 2,2-dimethyl-1-(2,4-dimethyl-3-cyclohexen-1-yl)-1-propanone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl methyl ketone, methyl 2,6,10-trimethyl-2,5,9-cyclododecatrienyl ketone, tert-butyl(2,4-dimethyl-3-cyclohexen-1-yl)ketone, etc. Esters of cyclic alcohols, such as 2-tert-butylcyclohexyl acetate, 4-tert-butylcyclohexyl acetate, 2-tert-pentylcyclohexyl acetate, 4-tert-pentylcyclohexyl acetate, 3,3,5-trimethylcyclohexyl acetate, decahydro-2-naphthyl acetate, 2-cyclopentylcyclopentyl crotonate, 3-pentyltetrahydro-2H-pyran-4-yl acetate. decahydro-2,5,5,8a-tetramethyl-2-naphthyl acetate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl acetate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl propionate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl isobutyrate, 4,7-methanooctahydro-5 or 6-indenyl acetate, etc. Esters of alicyclic alcohols, such as 1-cyclohexylethyl crotonate, Esters of alicyclic carboxylic acids, such as allyl 3-cyclohexylpropionate, allyl cyclohexyloxyacetate, cis- and trans-methyl dihydrojasmonate, cis- and trans-methyl jasmonate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, ethyl 2-ethyl-6,6 dimethyl-2-cyclohexenecarboxylate, ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate, ethyl 2-methyl-1,3-dioxolane-2-acetate, and the like; Aromatic aliphatic alcohols, such as benzyl alcohol, 1-phenylethyl alcohol, 2-phenylethyl alcohol, 3-phenylpropanol, 2-phenylpropanol, 2-phenoxyethanol, 2,2-dimethyl-3-phenylpropanol, 2,2-dimethyl-3-(3-methylphenyl)propanol, 1,1-dimethyl-2-phenylethyl alcohol, 1,1-dimethyl-3-phenylpropanol, 1-ethyl-1-methyl-3-phenylpropanol, 2-methyl-5-phenylpentanol, 3-methyl-5-phenylpentanol, 3-phenyl-2-propen-1-ol, 4-methoxybenzyl alcohol, 1-(4-isopropylphenyl)ethanol, etc. Esters of aromatic aliphatic alcohols and aliphatic carboxylic acids, such as benzyl acetate, benzyl propionate, benzyl isobutyrate, benzyl isovalerate, 2-phenylethyl acetate, 2-phenylethyl propionate, 2-phenylethyl isobutyrate, 2-phenylethyl isovalerate, 1-phenylethyl acetate, α-trichloromethylbenzyl acetate, α,α-dimethylphenylethyl acetate, α,α-dimethylphenylethyl butyrate, cinnamyl acetate, 2-phenoxyethyl isobutyrate, 4-methoxybenzyl acetate, etc. Aromatic aliphatic ethers, such as 2-phenylethyl methyl ether, 2-phenylethyl isoamyl ether, 2-phenylethyl 1-ethoxyethyl ether, phenylacetaldehyde dimethyl acetal, phenylacetaldehyde diethyl acetal, hydratropaldehyde dimethyl acetal, phenylacetaldehyde glycerol acetal, 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 4,4a,5,9b-tetrahydroindeno[1,2-d]-m-dioxine, 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1,2-d]-m-dioxine, etc. Aromatic and araliphatic aldehydes, such as benzaldehyde, phenylacetaldehyde, 3-phenylpropanal, hydratropaldehyde, 4-methylbenzaldehyde, 4-methylphenylacetaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2-methyl-3-(4-isopropylphenyl)propanal, 2-methyl-3-(4-tert-butylphenyl)propanal, 2-methyl-3-(4-isobutylphenyl)propanal, 3-(4-tert-butylphenyl)propanal; cinnamaldehyde, α-butylcinnamaldehyde, α-amylcinnamaldehyde, α-hexylcinnamaldehyde, 3-methyl-5-phenylpentanal, 4-methoxybenzaldehyde, 4-hydroxy-3-methoxy-benzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, 2-methyl-3-(4-methoxyphenyl)propanal, 2-methyl-3-(4-methylenedioxyphenyl)propanal, etc. Aromatic and araliphatic ketones, such as acetophenone, 4-methylacetophenone, 4-methoxyacetophenone, 4-tert-butyl-2,6-dimethylacetophenone, 4-phenyl-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 1-(2-naphthalenyl)-ethanone, 2-benzofuranyl-ethanone, (3-methyl-2-benzofuranyl)ethanone, benzophenone 1,1,2,3,3,6-hexamethyl-5-indanyl methyl ketone, 6-tert-butyl-1,1 dimethyl-4 indanyl methyl ketone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5 indenyl]ethanone, 5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-2-acetonaphthone, etc. Aromatic and aliphatic carboxylic acids and their esters, such as benzoic acid, phenylacetic acid, methyl benzoate, ethyl benzoate, hexyl benzoate, benzyl benzoate, methyl phenyl acetate, ethyl phenyl acetate, geranyl phenyl acetate, phenylethyl phenyl acetate, methyl cinnamate, ethyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, cinnamyl cinnamate, allyl phenoxy acetate, methyl salicylate, isoamyl salicylate, hexyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, benzyl salicylate, phenylethyl salicylate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, ethyl 3-phenylglycidate, ethyl 3-methyl-3-phenylglycidate, etc. Nitrogen-containing aromatic compounds, such as 2,4,6-trinitro-1,3-dimethyl-5-tert-butylbenzene, 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone, cinnamonitrile, 3-methyl-5-phenyl-2-pentenonitrile, 3-methyl-5-phenylpentanonitrile, methyl anthranilate, methyl-N-methyl anthranilate, 7-hydroxy-3,7-dimethyloctanal, 2-methyl-3-(4-tert-butylphenyl)propanal or the Schiff base of methyl anthranilate with 2,4-dimethyl-3-cyclohexenecarbaldehyde, 6-isopropylquinoline, 6-isobutylquinoline, 6-sec-butylquinoline, 2-(3-phenylpropyl)pyridine, indole, skatole, 2-methoxy-3-isopropyl-pyrazine, 2-isobutyl-3-methoxypyrazine, etc. Phenols, phenyl ethers and phenyl esters, such as estragole, anethole, eugenol, eugenyl methyl ether, isoeugenol, isoeugenyl methyl ether, thymol, carvacrol, diphenyl ether, β-naphthyl methyl ether, β-naphthyl ethyl ether, β-naphthyl isobutyl ether, 1,4-dimethoxybenzene, eugenyl acetate, 2-methoxy-4-methylphenol, 2-ethoxy-5-(1-propenyl)phenol, p-cresyl phenyl acetate, etc. Heterocyclic compounds, such as 2,5-dimethyl-4-hydroxy-2H-furan-3-one, 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-3-hydroxy-4H-pyran-4-one, etc. Lactones, for example 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decen-1,4-olide, 1,4-undecanolide, 1,4-dodecanolide, 1,5-decanolide, 1,5-dodecanolide, 4-methyl-1,4-decanolide, 1,15-pentadecanolide, cis and trans-11-pentadecanolide, cis and trans-1 2-Pentadecen-1,15-olide, 1,16-hexadecanolide, 9-hexadecen-1,16-olide, 10-oxa-1,16-hexadecanolide, 11-oxa-1,16-hexadecanolide, 12-oxa-1,16-hexadecanolide, ethylene 1,12-dodecanedioate, ethylene 1,13-tridecanedioate, coumarin, 2,3-dihydrocoumarin, octahydrocoumarin, and the like.

[0067] The fragrance chemicals (X) used in the compositions are obtained from known commercial sources and sourced from Germany.

[0068] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one fragrance chemical (X).

[0069] Non-fragrance Chemical Carriers: The non-fragrance chemical carriers in the compositions of the present invention are preferably selected from the group consisting of surfactants, oil components, antioxidants, deodorant actives, and solvents.

[0070] Preferably, the at least one non-aroma chemical carrier is a compound, mixture of compounds, or other additive that has no sensory properties or no noticeable sensory properties. When included in the composition, the non-aroma chemical carrier may serve to dilute and / or immobilize the compound of formula (I) and, optionally, at least one aroma chemical (X) as defined above.

[0071] The non-fragrance chemical carrier in the composition of the present invention is preferably selected from the group consisting of a surfactant, an oil component, a solvent, or any mixture of two or more of the foregoing.

[0072] solvent In the context of the presently claimed invention, a "solvent" serves to dilute the compound of formula (I) used according to the invention, which has no fragrance of its own.

[0073] The amount of solvent is selected depending on the composition.

[0074] Preferably, the solvents are present in the composition in a total amount of from 0.01% to 99.0% by weight, more preferably from 0.05% to 95.0% by weight, even more preferably from 0.1% to 80.0% by weight, most preferably from 0.1% to 70.0% by weight, and especially from 0.1% to 60.0% by weight, based on the total weight of the composition.

[0075] In a preferred embodiment, the composition comprises 0.05% to 10% by weight, more preferably 0.1% to 5% by weight, even more preferably 0.2% to 3% by weight of total solvents based on the total weight of the composition. In yet another preferred embodiment of the present invention, the composition comprises 20% to 70% by weight, more preferably 25% to 50% by weight of total solvents based on the total weight of the composition.

[0076] Preferred solvents are selected from the group consisting of ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, propylene glycol, 1,2-butylene glycol, dipropylene glycol, triethyl citrate, isopropyl myristate, and any mixture of two or more of the foregoing.

[0077] In a preferred embodiment, the composition comprises at least one compound of formula (I), at least one solvent, and optionally at least one fragrance chemical (X).

[0078] Oil ingredients Preferably, the total oil component is present in an amount of from 0.1 to 80 wt.%, more preferably from 0.5 to 70 wt.%, even more preferably from 1 to 60 wt.%, even more preferably from 1 to 50 wt.%, particularly from 1 to 40 wt.%, more particularly from 5 to 25 wt.%, especially from 5 to 15 wt.%, based on the total weight of the composition.

[0079] Preferably, the oil component is Guerbet alcohols based on aliphatic alcohols containing 6 to 18, preferably 8 to 10, carbon atoms, and other further esters, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmitate, stearyl stearate, stearyl isostearate, stearyl oleate, stearyl behenate, stearyl erucate, isostearyl myristate, isostearyl palmitate, isostearyl stearate, isostearyl isostearate, isostearyl oleate, isostearyl behenate, isostearyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, oleyl behenate, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl stearate, behenyl isostearate, behenyl oleate, behenyl behenate, behenyl erucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate, and erucyl erucate.Also included are esters of C18 to C38 alkyl-hydroxycarboxylic acids with linear or branched C6 to C22 fatty alcohols, more specifically dioctyl malate, esters of linear and / or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diols or trimer triols), triglycerides based on C6 to C10 fatty acids, liquid mono-, di- and triglyceride mixtures based on C6 to C18 fatty acids, esters of C6 to C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, more specifically benzoic acid, esters of dicarboxylic acids with polyols containing 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alkyl esters, Suitable are choline, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, for example dicaprylyl carbonate (Cetiol® CC), Guerbet carbonates based on fatty alcohols containing 6 to 18, preferably 8 to 10, carbon atoms, esters of benzoic acid with linear and / or branched C6-C22 alcohols (for example Finsolv® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers containing 6 to 22 carbon atoms per alkyl group, for example dicaprylyl ether (Cetiol® OE), ring-opening products of epoxidized fatty acid esters with polyols and hydrocarbons or mixtures thereof.

[0080] In a preferred embodiment, the composition comprises at least one compound of formula (I), at least one oil component, and optionally at least one fragrance chemical (X).

[0081] Antioxidants It should be understood that antioxidants can inhibit or prevent undesirable changes in the composition to be protected caused by oxygen effects and other oxidation processes. The effect of antioxidants is in most cases to act as free radical scavengers for the free radicals generated during autoxidation.

[0082] In a preferred embodiment, the antioxidant is selected from the group consisting of: Amino acids (e.g., glycine, alanine, arginine, serine, threonine, histidine, tyrosine, tryptophan, etc.) and their derivatives, Imidazoles (e.g. urocanic acid) and their derivatives, Peptides such as D,L-carnosine, D-carnosine, L-carnosine (=β-alanyl-L-histidine) and their derivatives, Carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene, lutein) or their derivatives, Chlorogenic acid and its derivatives, Lipoic acid and its derivatives (e.g. dihydrolipoic acid), aurothioglucose, propylthiouracil, and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine, and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, and lauryl, palmitoyl, oleyl, gamma-linoleyl, cholesteryl, and glyceryl esters) and their salts, Dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts), Sulfoximine compounds (e.g. buthionine sulfoximine, homocysteine ​​sulfoximine, buthionine sulfone, penta-, hexa-, and heptathionine sulfoximine), (Metal) chelating agents (e.g. alpha-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), Humic acid, bile acids, bile extract, bilirubin, biliverdin, boldin (= alkaloids from the plant, Peumus boldus, boldo extract, EDTA, EGTA and their derivatives, Unsaturated fatty acids and their derivatives (e.g., gamma-linolenic acid, linoleic acid, oleic acid), Folic acid and its derivatives, Ubiquinone and ubiquinol and their derivatives, Vitamin C and derivatives (e.g., ascorbyl palmitate, Mg Ascorbyl phosphate, Ascorbyl acetate), Tocopherol and derivatives (e.g. vitamin E acetate), Vitamin A and derivatives (e.g. vitamin A palmitate), Coniferyl benzoate of gum benzoin, rutinic acid and its derivatives, α-glycosyl rutin, ferulic acid, furfurylidene glucitol, Butylated hydroxytoluene (BHT), Butylated hydroxyanisole (BHA), Nordihydroguaiacic acid, nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and their derivatives, mannose and its derivatives, Superoxide dismutase, Zinc and its derivatives (e.g. ZnO, ZnSO4), Selenium and its derivatives (e.g. selenomethionine), Stilbene and its derivatives (e.g., stilbene oxide, trans-stilbene oxide) as well as mixtures of two or more of the foregoing.

[0083] In a preferred embodiment, the antioxidant is selected from the group consisting of pentaerythrityl, tetra-di-t-butyl-hydroxyhydrocinnamate, nordihydroguaiaretic acid, ferulic acid, resveratrol, propyl gallate, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), ascorbyl palmitate, tocopherol, and mixtures of two or more of the foregoing.

[0084] Preferably, compositions according to the presently claimed invention comprise the antioxidant in a total amount of from 0.001 to 25 wt.%, preferably from 0.005 to 10 wt.%, more preferably from 0.01 to 8 wt.%, even more preferably from 0.025 to 7 wt.%, and even more preferably from 0.05 to 5 wt.%, based on the total weight of the composition.

[0085] In a preferred embodiment, the composition comprises at least one compound of formula (I), at least one antioxidant, and optionally at least one fragrance chemical (X).

[0086] Deodorizing agent Deodorant compositions (deodorants and antiperspirants) neutralize, mask or eliminate body odor, which is formed by the action of skin bacteria on apocrine sweat, resulting in the formation of unpleasant-smelling decomposition products.

[0087] Preferably, the deodorant active is selected from the group consisting of antiperspirants, esterase inhibitors, antimicrobial agents, and mixtures of two or more of the foregoing.

[0088] Suitable antiperspirants are selected from the group consisting of aluminum, zirconium or zinc salts. Examples are aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complexes, for example with 1,2-propylene glycol, aluminum hydroxyalantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and their complexes, for example with amino acids, such as glycine. Aluminum chlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and their complexes are preferably used.

[0089] Preferably, the antiperspirant is selected from the group consisting of aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate, aluminum hydroxyalantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate, and mixtures of two or more of the foregoing.

[0090] When sweat is present in the armpit area, extracellular enzymes-esterases, mainly proteases and / or lipases, break down the esters formed by bacteria and present in sweat, releasing odor in the process.Suitable esterase inhibitors are, for example, trialkyl citrates, such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, and especially triethyl citrate.Esterase inhibitors inhibit enzyme activity and thus reduce odor generation.Free acid is probably released by cleavage of citrate esters, reducing the pH value of the skin to such an extent that enzymes are inactivated by acylation. Other esterase inhibitors are, for example, sterol sulfates or phosphates such as lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and their esters, for example, citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, zinc glycinate, and mixtures of two or more of the foregoing.

[0091] Preferably, the esterase inhibitor is selected from the group consisting of trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, triethyl citrate, lanosterol, cholesterol, campesterol, stigmasterol, sitosterol sulfate, sitosterol phosphate, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid, malonic acid diethyl ester, citric acid, malic acid, tartaric acid, tartaric acid diethyl ester, zinc glycinate and mixtures of two or more of the foregoing.

[0092] Preferably, compositions according to the presently claimed invention contain the esterase inhibitor in a total amount ranging from 0.01 to 20% by weight, preferably from 0.1 to 10% by weight, more specifically from 0.5 to 5% by weight, based on the total weight of the composition.

[0093] The term "antimicrobial agent" as used herein includes substances that have bactericidal and / or bacteriostatic properties.Typically, these substances include, for example, 4-hydroxybenzoic acid and its salts and esters, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)-urea, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylene-bis-(6-bromo-4-chlorophenol), 3-methyl-4-(1-methylethyl)-phenol, 2-benzyl-4-chlorophenol, 3-(4-chlorophenoxy)-4-hydroxybenzoic acid, ... -propane-1,2-diol, 3-iodo-2-propynyl butylcarbamate, chlorhexidine, 3,4,4'-trichlorocarbanilide (TTC), phenoxyethanol, glycerol monocaprate, glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprate (DMC), and salicylic acid-N-alkylamides, such as salicylic acid-n-octylamide or salicylic acid-n-decylamide, act against gram-positive bacteria.

[0094] Preferably, the antibacterial agent is chitosan, phenoxyethanol, 5-chloro-2-(2,4-dichlorophenoxy)-phenol, 4-hydroxybenzoic acid and its salts and esters, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)-urea, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylene-bis-(6-bromo-4-chlorophenol), 3-methyl-4-(1-methylethyl)-phenol. In some embodiments, the glycerol monocaprate is selected from the group consisting of glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprate (DMC), salicylic acid-N-alkylamides, and mixtures of two or more of the foregoing.

[0095] Preferably, compositions according to the presently claimed invention contain the antimicrobial agent in a total amount in the range of 0.01 to 5% by weight, preferably 0.1 to 2% by weight, based on the total weight of the composition.

[0096] In a preferred embodiment, the composition comprises at least one compound of formula (I), at least one deodorant active, and, optionally, at least one fragrance chemical (X).

[0097] Surfactants Preferably, the surfactant is selected from the group consisting of anionic, nonionic, cationic, amphoteric, zwitterionic surfactants, and mixtures of two or more of the foregoing. More preferably, the surfactant is an anionic surfactant.

[0098] Preferably, the composition according to the invention comprises surfactants in a total amount of 0 to 40% by weight, more preferably 0 to 20% by weight, more preferably 0.1 to 15% by weight, especially 0.1 to 10% by weight, based on the total weight of the composition.

[0099] Suitable nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers and mixed formals, optionally partially oxidized alkyl(en)yl oligoglycosides or glucuronic acid derivatives, fatty acid-N-alkylglucamides, protein hydrolysates (especially wheat-based vegetable products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.When the nonionic surfactants contain polyglycol ether chains, they can have a conventional homolog distribution, but preferably have a narrow range homolog distribution.

[0100] Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one COO(-) or SO3(-) group in the molecule.

[0101] Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N,N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines containing 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate. Particularly preferred are the fatty acid amide derivatives known under the CTFA name of cocamidopropyl betaine.

[0102] Also suitable as cosurfactants are amphoteric surfactants. Amphoteric surfactants are surface-active compounds that contain at least one free amino group and at least one -COOH or SO3H group in the molecule in addition to a C8-C18 alkyl or acyl group and can form an intramolecular salt. Examples of suitable amphoteric surfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkyl amino butyric acids, N-alkyl imino dipropionic acids, N-hydroxyethyl-N-alkyl amidopropyl glycines, N-alkyl taurines, N-alkyl sarcosines, 2-alkyl amino propionic acids, and alkyl amino acetic acids, with the alkyl groups having about 8 to 18 carbon atoms. Particularly preferred amphoteric surfactants are N-cocoa alkyl amino propionates, cocoa acyl amino ethyl amino propionates, and acyl sarcosines.

[0103] Anionic surfactants are characterized by a water-soluble anionic group, for example a carboxylate, sulfate, sulfonate or phosphate group, and a lipophilic group. Dermatologically safe anionic surfactants are known to many practitioners from the relevant textbooks and are commercially available. They are in particular alkyl sulfates in the form of their alkali metal, ammonium or alkanolammonium salts, alkyl ether sulfates, alkyl ether carboxylates, acyl isethionates, acyl sarcosinates, acyltaurines containing linear C12-C18 alkyl or acyl groups, and sulfosuccinates, and acyl glutamates in the form of their alkali metal or ammonium salts.

[0104] Particularly suitable cationic surfactants are quaternary ammonium compounds, preferably ammonium halides, more particularly chlorides and bromides such as alkyltrimethylammonium chloride, dialkyldimethylammonium chloride and trialkylmethylammonium chloride, for example cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride. In addition, easily biodegradable quaternary ester compounds, such as dialkylammonium methosulfate and methylhydroxyalkyldialkyloxyalkylammonium methosulfate, commercially available under the name Stepantexe, and the corresponding products of the Dehyquart® series, can be used as cationic surfactants. "Esterquats" are generally understood to be quaternized fatty acid triethanolamine ester salts. They can impart a certain softness to the composition. They are known substances that are prepared by the relevant methods of organic chemistry. Other cationic surfactants suitable for use according to the invention are the quaternized protein hydrolysates.

[0105] The characteristic sensory properties of the compounds of formula (I) and their substantivity, tenacity and stability make them particularly useful for imparting an odor, preferably a fragrance, impression to surfactant-containing compositions, such as, for example, detergents (especially laundry care products and multi-purpose detergents), preferably for imparting long-lasting sweet, tonka, acacia and / or woody notes to surfactant-containing compositions.

[0106] In a preferred embodiment, the composition comprises at least one compound of formula (I), at least one surfactant, and optionally at least one fragrance chemical (X).

[0107] Suitable compositions are, for example, perfume compositions, body care compositions (including cosmetic compositions and oral and dental hygiene products), hygiene products, cleaning compositions (including dishwashing compositions), textile detergent compositions, compositions for scent dispensers, foods, dietary supplements, pharmaceutical compositions and crop protection compositions.

[0108] The perfume compositions may be selected from fine fragrances, deodorants in liquid, gel or applied to a solid carrier, aerosol sprays, scented cleansers, scented candles, and oils such as lamp oils or massage oils.

[0109] Examples of fine fragrances are perfume extracts, Eau de Parfum, Eau de Toilette, Eau de Cologne, Eau de Solide, and Extrait Parfum.

[0110] Body care compositions include cosmetic compositions and oral and dental hygiene products, such as aftershave, preshave products, splash colognes, bar and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, oil-in-water, water-in-oil and water-in-oil-in-water type cosmetic emulsions, such as skin creams and lotions, face creams and lotions, sunscreen creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, aftershave creams and lotions, sun protection creams and lotions, hair care products, such as hairsprays, hair gels, setting hair lotions, hair conditioners, hair shampoos, permanent and semi-permanent hair colorants, kohls, and the like. hair shaping compositions such as waving and hair smoothing compositions, hair tonics, hair creams and hair lotions, deodorants and antiperspirants such as underarm sprays, roll-ons, deodorant sticks and deodorant creams, decorative cosmetic products such as eyeliners, eye shadows, nail polishes, make-up products, lipsticks and mascaras, and oral and dental hygiene products such as toothpastes, dental floss, mouthwashes, breath fresheners, dental foams, dental gels, and dental strips.

[0111] The hygiene products may be selected from incense sticks, insecticides, repellents, propellants, rust removers, perfumed freshening wipes, underarm pads, baby diapers, sanitary napkins, toilet paper, cosmetic wipes, pocket tissues, dish detergents, and deodorants.

[0112] Cleaning compositions such as cleaners for solid surfaces may be selected from perfumed, acidic, alkaline and neutral cleaners, e.g. floor cleaners, window cleaners, dishwashing compositions both for hand and machine washing, bath and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, waxes and polishes such as furniture polishes, floor waxes, shoe creams, disinfectants, surface disinfectants and sanitary cleaners, brake cleaners, pipe cleaners, limescale removers, grill and oven cleaners, algae and moss removers, mould removers, facade cleaners.

[0113] The textile detergent composition may be selected from liquid detergents, powder detergents, laundry pre-treatments such as bleaches, soaking agents and stain removers, fabric softeners, laundry soaps, laundry tablets.

[0114] Food means any raw, cooked, or processed edible substance, ice, beverage, or composition used or intended for use, in whole or in part, for human consumption, or chewing gum, gummies, jellies, and confectioneries.

[0115] A dietary supplement is a product intended for ingestion that contains dietary ingredients intended to add additional nutritional value to the diet. The dietary ingredients can be one or any combination of the following substances: vitamins, minerals, herbs or other botanicals, amino acids, dietary substances that people use to supplement their diet by increasing their total dietary intake, concentrates, metabolites, ingredients, or extracts. Dietary supplements can be found in many forms, such as tablets, capsules, softgels, gelcaps, liquids, or powders.

[0116] Pharmaceutical compositions include compositions intended for use in the diagnosis, cure, mitigation, treatment, or prevention of disease, as well as articles (other than food) intended to affect the structure or any function of the body of humans or other animals.

[0117] Crop protection compositions include compositions intended for the management of plant diseases, weeds and other pests (both vertebrate and invertebrate) that damage agricultural crops and forests.

[0118] Preferably, the composition according to the invention is an agent selected from the group consisting of antiseptics, abrasives, anti-acne agents, agents for combating skin aging, anti-cellulite agents, anti-dandruff agents, anti-inflammatory agents, inflammation suppressing agents, irritation relieving agents, astringents, antiperspirants, antiseptics, antistatic agents, binders, buffering agents, carrier materials, chelating agents, cell stimulants, care agents, depilatories, emulsifiers, enzymes, essential oils, fibres, film-forming agents, fixatives, foaming agents, foam stabilising agents, foam inhibitors, foam accelerators, bactericides, gelling agents, gel-forming agents, hair care agents, hair styling agents, hair styling agents, moisture donating agents, moisturising agents, humectants, bleaching agents, strengthening agents, stain removers, optical brighteners, impregnating agents, antifouling agents, friction reducing agents, lubricants, moisturising creams, ointments, opacifying agents, plasticisers, coating agents, In some embodiments, the composition further comprises at least one auxiliary selected from the group consisting of: agents, polishing agents, gloss agents, polymers, powders, proteins, refatting agents, exfoliants, silicones, skin soothing agents, skin cleansing agents, skin care agents, skin healing agents, skin whitening agents, skin protection agents, skin emollients, cooling agents, skin cooling agents, warming agents, skin warming agents, stabilizers, UV absorbers, UV filters, softeners, suspending agents, skin sunscreens, thickeners, vitamins, waxes, fats, phospholipids, saturated fatty acids, mono- or polyunsaturated fatty acids, alpha-hydroxy acids, polyhydroxy fatty acids, liquefying agents, dyes, color protection agents, pigments, corrosion inhibitors, polyols, electrolytes, and silicone derivatives.

[0119] Preparation of a composition for imparting a fragrance impression to a composition and method for imparting a fragrance impression to a composition

[0120] One embodiment of the present invention is (i) at least one aroma chemical (X) other than a compound according to the invention, or (ii) at least one non-aromatic chemical carrier; or The present invention is directed to a method for preparing a composition of a compound of formula (I) that includes both (i) and (ii).

[0121] The present invention is also directed to a method for enhancing the fragrance impression of a composition, comprising incorporating at least one compound of formula (I) in the composition.

[0122] In particular, the present invention is directed to a method for preparing a perfume composition, a body care composition, a hygiene product, a cleaning composition, a textile detergent composition, a composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition or a crop protection composition, comprising including at least one compound of formula (I) in the perfume composition, the body care composition, the hygiene product, the cleaning composition, the textile detergent composition, a composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition or a crop protection composition.

[0123] In one embodiment, the invention is directed to a method for imparting notes reminiscent of sweet notes, tonka notes, acacia notes, and / or woody notes to a perfume composition, a body care composition, a hygiene product, a cleaning composition, a textile detergent composition, a composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition, or a crop protection composition, comprising including at least one compound of formula (I) in the perfume composition, the body care composition, the hygiene product, the cleaning composition, the textile detergent composition, the composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition, or a crop protection composition.

[0124] amount In general, the total amount of the compound of formula (I) in the compositions, methods and uses according to the invention is typically adapted to the specific intended use or intended application and can therefore vary over a wide range. As a rule, the usual standard commercial amount of the aroma chemical, preferably the fragrance, is used. Preferably, the composition according to the invention comprises the compound of formula (I) in a total amount of 0.001-99.9% by weight, based on the total weight of the composition. In particular, the composition comprises the compound of formula (I) in a total amount of 0.001-99.5% by weight, preferably 50-99% by weight, more preferably 80-95% by weight, in particular 90-95% by weight, based on the total weight of the composition.

[0125] In particular, the composition comprises the compound of formula (I) in a total amount of 0.005 to 80% by weight, preferably 0.1 to 30% by weight, more preferably 1 to 20% by weight, especially 5 to 15% by weight, based on the total weight of the composition. In particular, the composition comprises the compound of formula (I) in a total amount of 0.001 to 20% by weight, preferably 0.005 to 6% by weight, more preferably 0.05 to 4% by weight, especially 0.1 to 3% by weight, based on the total weight of the composition.

[0126] The terms compound (I) and compounds of formula (I) are used interchangeably throughout this specification. Also, the terms compounds (I) and compounds of formula (I) are used interchangeably throughout this specification.

[0127] Embodiment Below, a list of embodiments is provided to further illustrate the present disclosure, but is not intended to limit the present disclosure to the specific embodiments listed below.

[0128] 1. A compound of formula (I) for imparting a fragrance impression to a composition [ka] or a stereoisomer thereof Use of.

[0129] 2. Use according to claim 1, wherein the compound of formula (I) comprises a single enantiomer I(a) or I(b) or a mixture of I(a) and I(b) in any ratio.

[0130] 3. A method for imparting a fragrance note to a composition, comprising at least the step of adding to the composition at least one compound of formula (I) as defined in embodiment 1.

[0131] 4. The use or method according to any one of the preceding embodiments, wherein the composition is selected from the group consisting of a perfume composition, a body care composition, a hygiene product, a cleaning composition, a textile detergent composition, a composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition, and a crop protection composition.

[0132] 5. The use or method according to any one of the preceding embodiments, wherein the fragrance impression is selected from the group consisting of sweet notes, tonka notes, acacia notes, and woody notes.

[0133] 6. The use or method according to any one of the preceding embodiments, wherein the compound of formula (I) is present in an amount ranging from 0.001% by weight to 70.0% by weight, based on the total weight of the composition.

[0134] 7. At least one compound of formula (I) according to embodiment 1 or 2, (i) at least one aroma chemical (X) different from the compound of formula (I), or (ii) at least one non-aromatic chemical carrier; or A composition comprising both (i) and (ii).

[0135] 8. The composition of embodiment 7, wherein the compound of formula (I) is present in an amount ranging from 0.001% by weight to 70.0% by weight, based on the total weight of the composition.

[0136] 9. The composition of embodiment 7, wherein the at least one non-fragrance chemical carrier (ii) is selected from the group consisting of surfactants, oil components, antioxidants, deodorant actives, and solvents.

[0137] 10. The composition according to any one of embodiments 7 to 9, wherein the composition is selected from the group consisting of a perfume composition, a body care composition, a hygiene product, a cleaning composition, a textile detergent composition, a composition for a scent dispenser, a food product, a dietary supplement, a pharmaceutical composition, and a crop protection composition. EXAMPLES

[0138] The present invention is illustrated in detail by the following non-limiting examples. More specifically, the test methods specified below are part of the general disclosure of this application and are not limited to the specific examples.

[0139] 1.Analysis method: Characterization is 13 C-NMR and 1 This was done by H-NMR. 13 C-NMR and 1 H-NMR spectra were measured on a Bruker DPX-500 spectrometer.

[0140] 2.Synthesis Example 1 (Preparation of Compound A (Compound of Formula (I)-5-methyl-5-(4-methylpent-3-enyl)furan-2-one) [ka] (E / Z)-4,8-Dimethyl-3,7-nonadienoic acid (13.9 g, 76.4 mmol), prepared from linalool by carbonylation, was dissolved in THF (160 mL), placed in a 1 L three-neck flask equipped with an internal thermometer and a magnetic stir bar, and treated with aqueous NaHCO3 (10 g in 250 mL water). The solution was stirred for 20 min, and the flask was wrapped in aluminum foil and kept dark. Potassium iodide (58.1 g, 350 mmol) and iodine (132 mmol, 33.6 g) were dissolved in water (200 mL) and added. The resulting mixture was stirred for 4 h.

[0141] Na2S2O3 (sat. aq.) was added. The phases were separated and the aqueous phase was extracted with EtOAc (4 x 40 mL). The combined organic extracts were washed with aqueous NaHCO3 (40 mL) and dried over magnesium sulfate. The solvent was removed in vacuo.

[0142] The resulting crude residue containing the iodolactone was dissolved in toluene (100 mL) and placed in a 250 mL three-neck flask equipped with a reflux condenser. The solution was treated with NEt3 (22.2 g, 220 mmol) and stirred at 100 °C. The suspension turned dark brown. GC control showed that the starting material was completely consumed after stirring at 100 °C for 4 h. Water (50 mL) was added and the phases were separated. The aqueous phase was extracted with EtOAc (3 × 20 mL). The combined organic extracts were washed with NaCl (30 mL), dried over magnesium sulfate and the solvent was removed in vacuo. Purification by Kugelrohr distillation afforded racemic 5-methyl-5-(4-methylpent-3-enyl)furan-2-one (compound A) as a slightly yellow oil (11.1 g, 78% yield). 1 H NMR(CDCl3,500MHz):δ=6.5(d,1H,2-H),5.6(d,1H,3-H),4.8(t,J=7.5Hz,2H,7-H),1.2-1.7(m,4H,2xCH2),1.6(s,3H,CH3),1.4(s,3H,CH3),1.0(s,3 H,CH3). 13 C NMR (d8-toluene, 125 MHz): δ = 171.4, 159.3, 132.0, 123.7, 120.6, 87.6, 38.4, 25.7, 24.0, 22.7, 17.6 ppm.

[0143] 3. Olfactory impressions To test the quality and strength of the compounds and mixtures of the present invention, a scent strip test was conducted.

[0144] For this purpose, strips of absorbent paper were immersed in a solution containing 1-10% by weight of the compound to be tested in triethyl citrate. After evaporation of the solvent (approximately 30 seconds), the odor impression was evaluated by olfaction by a trained perfumer.

[0145] The odor impression of the compound of formula (I)-5-methyl-5-(4-methylpent-3-enyl)furan-2-one of the present invention is shown in the following Table 1. The compound was formulated into a perfume composition according to Tables 2 and 3 and labeled as compound A.

[0146] [Table 1]

[0147] 4. Advantageous Composition The compounds shown in Table 1 were formulated into compositions according to Tables 2 and 3. The compounds shown in Table 1 are labeled "Compound A" in Tables 2 and 3.

[0148] [Table 2]

[0149] [Table 3]

[0150] Compositions according to Tables 2 and 3, namely 1A, 1B, 2A, 2B, are Deo pump spray, clean hair conditioner, face wash gel, foam bath concentrate, hair gel, self-foaming body wash, sprayable sun care emulsion, sprayable sun protection emulsion, emollient facial gel, two-phase oil foam bath, shampoo, shower bath, hydroalcoholic AP / Deo pump spray, aerosol, aqueous / alcoholic AP / Deo roll-on, styling gel type "Out of Bed", shaving foam, baby shampoo for sensitive skin, body wash for sensitive skin, Gloss Enhancing Shampoo for sensitive scalp, Deo Stick Stick), baby wipes, after shave balm, face gel, face day care cream, face cleanser, body lotion, sun care SPF50+, sprayable lotion, hand dish cleaner-regular, hand dish cleaner-concentrate, sanitary cleaner-concentrate, all-purpose cleaner, antibacterial fabric softener, detergent composition, powder detergent composition, and liquid detergent composition.

[0151] Those skilled in the art will be familiar with the various general formulations of the above mentioned products.

[0152] Compositions 1A, 1B, 2A and 2B can be combined in specific formulations, for example, as disclosed in IP.com Number: IPCOM000258614D, entitled New Arroma Chemicals, pages 6-46, Tables 1-D13, where "Fragrance Composition 1A" is replaced by an equal amount of Composition 1A, 1B, 2A, or 2B.

Claims

1. Use of a compound of formula (I) 【Chemical 1】 or a stereoisomer thereof for imparting an aromatic impression to a composition.

2. The use according to claim 1, wherein the compound of formula (I) comprises a single enantiomer I(a) or I(b) or a mixture of I(a) and I(b) in any ratio.

3. A method for imparting an aromatic note to a composition, comprising at least the step of adding at least one compound of formula (I) according to claim 1 to the composition.

4. The use or method according to claim 1, wherein the composition is selected from the group consisting of perfume compositions, body care compositions, hygiene products, cleaning compositions, textile detergent compositions, compositions for fragrance dispensers, foods, dietary supplements, pharmaceutical compositions, and crop protection compositions.

5. The use or method according to claim 1, wherein the aromatic impression is selected from the group consisting of sweet note, tonka note, acacia note, and woody note.

6. The use or method according to claim 1, wherein the compound of formula (I) is present in the range of 0.001% by weight or more to 70.0% by weight or less based on the total weight of the composition.

7. At least one compound of formula (I) according to claim 1, and (i) at least one aroma chemical (X) different from the compound of formula (I), or (ii) at least one non-aromatic chemical carrier, or both (i) and (ii),

8. The composition according to claim 7, wherein the compound of formula (I) is present in the range of 0.001% by weight or more to 70.0% by weight or less based on the total weight of the composition.

9. The composition according to claim 7, wherein the at least one non-aromatic chemical carrier (ii) is selected from the group consisting of surfactants, oil components, antioxidants, deodorant activators, and solvents.

10. The composition according to claim 7, wherein the composition is selected from the group consisting of perfume compositions, body care compositions, hygiene products, cleaning compositions, textile detergent compositions, compositions for fragrance dispensers, foods, dietary supplements, pharmaceutical compositions, and crop protection compositions.