Use of dihydropyran derivatives as aromatic chemicals

Abstract

The present invention relates to a compound of formula (I) as a fragrance chemical for imparting a fresh note, a citrus note, a white flower note, a fruity note, a herbal note, a rose leaf note, a steam-sensitive green leaf note, a carrot route note, a wood note, a pencil scrap note, a rose oxide residue flavor or any combination of two or more of these effects, and also uses for enhancing and / or altering the aroma of the composition. The invention further relates to a composition comprising at least one compound of formula (I) and (i) at least one aromatic chemical different from a compound of formula (I) or (ii) at least one non-aromatic chemical carrier, or (iii) both (i) and (ii).

Description

TECHNICAL FIELD

[0001] The present invention relates to the use of compounds of formula (I) as aroma chemicals for imparting a fresh note, a citrus note, a white floral note, a fruity note, a herbal note, a rose leaf note, a steamy green note, a carrot route note, a woody note, a pencil shavings note, a rose oxide residue note, a lily of the valley, or any combination of two or more of these effects to a composition, and also for enhancing and / or modifying the aroma of a composition. The present invention further relates to a composition 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

[0002] Aroma chemicals, especially perfumes, are of great interest, especially in the field of cosmetic, cleaning and laundry compositions.

[0003] Although a large number of synthetic aroma chemicals already exist, there is a continuous need for new components in order to be able to meet the numerous properties desired for the extremely diverse field of applications. These include, first and foremost, sensory properties, i.e. the compounds should have advantageous olfactory properties. In addition, the aroma chemicals should also have additional positive secondary properties, such as, for example, an efficient production process, the possibility of providing better sensory properties due to synergistic effects with other aroma chemicals, higher stability under certain application conditions, better higher substantivity.

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

[0005] Of particular interest are aroma chemicals which can impart one or more different sensory effects to a composition, thereby contributing to the rich and interesting sensory properties, especially olfactory properties, of the composition. In this regard, aroma chemicals which impart a fresh note, a citrus note, a white floral note, a fruity note, a herbal note, a rose leaf note, a steamy green note, a carrot route note, a woody note, a pencil shavings note, a rose oxide residue note, a lily of the valley, or any combination of two or more of these effects are of primary interest. In addition, in order to achieve a long-lasting scent effect in the composition and on the surface treated with the composition, substantivity as well as longevity are of particular interest.

[0006] However, since even small changes in chemical structure cause huge changes in sensory properties such as odor and / or flavor, it is extremely difficult to purposefully find substances with certain and different sensory properties such as a certain odor. Thus, finding new aroma chemicals is difficult and laborious in most cases without knowing whether substances with the desired odor and / or flavor will actually be found.

[0007] It is an object of the presently claimed invention to provide substances which can be used as aroma chemicals in compositions, alone or as mixtures, in particular odor intensive substances which seek to have a pleasant odor. Furthermore, they should be combinable with other aroma chemicals, allowing the creation of novel advantageous sensory attributes and can be used in compositions.

[0008] It is an object of the presently claimed invention to provide a new aroma chemical which has a pleasant olfactory effect; preferably a combination of two or more of the effects selected from the group consisting of fresh note, citrus note, white floral note, fruity note, herbal note, rose leaf note, steamed green leaf note, carrot path note, woody note, pencil shavings note, lily of the valley note, or rose oxide residue note.

[0009] It is a further object of the present invention that the aroma chemical should be obtainable from readily available starting materials, allowing its quick and economic manufacture. SUMMARY

[0010] These objects are achieved by providing the compounds of the present invention and / or the mixtures of the present invention. Surprisingly, it was found that the compounds of the present invention have a pleasant olfactory effect; preferably a combination of two or more of the effects selected from the group consisting of fresh note, citrus note, white floral note, fruity note, herbal note, rose leaf note, steamed green leaf note, carrot path note, woody note, pencil shavings note, lily of the valley note, or rose oxide residue note.

[0011] A first aspect of the presently claimed invention relates to a compound of formula (I)

[0012]

[0013] a compound of formula (I)

[0014] or a stereoisomer thereof,

[0015] wherein,

[0016] X1and X3together form a double bond between the carbon atoms to which they are bound, with the proviso that X2and X4are hydrogen; or

[0017] X3and X4together form a double bond between the carbon atoms to which they are bound, provided that X1and X2are hydrogen; or

[0018] X2and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen,

[0019] for imparting a fragrance effect to a composition.

[0020] A second aspect of the invention claimed herein relates to a compound of formula (I) comprising,

[0021] at least one compound of formula (Ia)

[0022]

[0023] a compound of formula (Ia)

[0024] or a stereoisomer thereof,

[0025] or at least one compound of formula (Ib),

[0026]

[0027] a compound of formula (Ib),

[0028] or a stereoisomer thereof,

[0029] or at least one compound of formula (Ic),

[0030]

[0031] a compound of formula (Ic)

[0032] or a stereoisomer thereof or a mixture of stereoisomers thereof,

[0033] or a mixture thereof,

[0034] for imparting a fragrance effect to a composition.

[0035] A third aspect of the invention claimed herein relates to the use of a mixture of at least one compound of formula (Ia) and at least one compound of formula (Ib) for imparting a fragrance effect to a composition.

[0036] A fourth aspect of the invention claimed herein relates to the use of a mixture of at least one compound of formula (Ib) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0037] A fourth aspect of the invention claimed herein relates to the use of a mixture of at least one compound of formula (la) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0038] A fifth aspect of the invention claimed herein relates to the use of a mixture of at least one compound of formula (la), at least one compound of formula (lb) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0039] Another aspect of the invention relates to a mixture comprising at least one compound of formula (I)

[0040]

[0041] The compound of formula (I)

[0042] or a stereoisomer thereof,

[0043] wherein,

[0044] X1and X3together form a double bond between the carbon atoms to which they are bound, with the proviso that X2and X4are hydrogen; or

[0045] X3and X4together form a double bond between the carbon atoms to which they are bound, with the proviso that X1and X2are hydrogen; or

[0046] X2and X3together form a double bond between the carbon atoms to which they are bound, with the proviso that X1and X4are hydrogen,

[0047] or a mixture thereof,

[0048] and a compound of formula (II)

[0049]

[0050] The compound of formula (II)

[0051] wherein the weight ratio of the at least one compound of formula (I) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00,

[0052] for imparting a lily of the valley and similar floral aspect fragrance effect to a composition.

[0053] A further aspect of the invention claimed herein relates to a method of imparting a fragrance effect to a composition, the method comprising at least the step of adding to the composition at least one compound of formula (I).

[0054] Another aspect of the presently claimed invention relates to the use of at least one compound of formula (I) for changing the fragrance profile of a composition.

[0055] A further aspect of the presently claimed invention relates to a method of enhancing the fragrance of a composition. The method comprises the step of mixing at least one compound of formula (I) with other ingredients such as, for example, at least one other fragrance chemical different from the compound of formula (I) and / or at least one non-fragrance chemical carrier to obtain a fragrance chemical composition.

[0056] Yet another aspect of the presently claimed invention relates to a method of changing the fragrance of a chemical composition. The method comprises the step of incorporating at least one compound of the presently claimed invention into a fragrance chemical composition to obtain a fragrance changed fragrance chemical composition.

[0057] 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 on a large scale and in a simple and cost-efficient manner. DETAILED DESCRIPTION

[0058] The following detailed description is merely exemplary in nature and is not intended to limit the presently claimed invention or the application and uses of the presently claimed invention. Furthermore, there is no intention to be bound by any theory presented in the preceding technical field, background, summary or the following detailed description.

[0059] As used herein, the terms "comprising" and "comprises," and "comprised of" when used in this specification, shall be construed as meaning "including," "including at least," "including by way of example," "including but not limited to," or "including the recited elements, but not limited to those elements," and is inclusive or open-ended and does not exclude additional, unrecited members, elements, or method steps. It should be understood that the terms "comprising" and "comprises," and "comprised of," as used herein, encompass the terms "consisting of and "consists of."

[0060] Furthermore, the terms "(a)", "(b)", "(c)", "(d)" etc. and the like in the description and in the claims are used for describing various embodiments and are not necessarily an indication of relative importance or a specific order of implementation. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the subject matter described herein belongs. The materials, methods, and examples are illustrative only and not intended to be limiting. Other features, objects, and / or benefits will become apparent to the skilled reader upon reading the following detailed description.

[0061] In the following passages, different aspects of the subject matter are defined in more detail. Unless explicitly indicated otherwise, each aspect thus defined can be combined with any one or more of the other aspects. In particular, any feature indicated as preferred or advantageous can be combined with any one or more of the other features indicated as preferred or advantageous.

[0062] Reference throughout this specification to "one embodiment" or "an embodiment" or "a preferred embodiment" means that a particular feature, structure, or characteristic described in connection with the embodiment is included in at least one embodiment of the application as claimed herein. Thus, appearances of the phrases "in one embodiment" or "in a preferred embodiment" or "in a preferred embodiment" at various places throughout this specification are not necessarily all referring to the same embodiment, although they can. Furthermore, the particular features, structures, or characteristics can be combined in any suitable manner in one or more embodiments. In addition, while some embodiments described herein include some but not other features, aspects, or integers from the those described, those with skill in the art will understand that combinations of the various features, aspects, and integers described are within the scope of the subject matter of the present application and form embodiments of the application as well. For example, in the appended claims, any of the claimed embodiments can be used in any combination.

[0063] Furthermore, ranges defined throughout this specification are also open-ended, i.e. a range of 1 to 10 means that both 1 and 10 are included in the range. Without prejudice to generality, the Applicant has the right, pursuant to applicable law, to any equivalent way.

[0064] In the context of the present application, the term "aroma" refers to a sensory property and includes odor and / or flavor.

[0065] The term "aroma chemical" denotes a substance used to obtain a sensory or organoleptic (used herein interchangeably) effect and includes its use to obtain olfactory and / or flavor effects. The term "olfactory effect" or "note" (used herein interchangeably) denotes an odor effect without any positive or negative judgment, whereas the term "aroma effect" or "scent effect" or "fragrance effect" (used herein interchangeably) as used herein relates to an odor effect which is usually perceived as pleasant. Thus, "scent" or "aroma" denotes an aroma chemical which primarily causes a pleasant odor effect. Flavor denotes an aroma chemical which causes a taste effect.

[0066] The term "aroma composition" as used herein refers to a composition which causes an aroma. The term aroma composition includes "odor composition" and / or "flavor composition". An odor composition is a composition which primarily causes an odor effect, a flavor composition is a composition which primarily causes a taste effect.

[0067] The term "aroma attribute" denotes the overall aroma effect of an aroma chemical and is composed of the individual aroma effects of the aroma chemicals.

[0068] The term odor composition includes "scent composition" or "aroma composition" (used herein interchangeably) which primarily causes an odor effect which is usually perceived as pleasant.

[0069] The general expressions "favorable sensory properties" or "favorable organoleptic properties" describe the pleasantness and the clarity of the organoleptic effect delivered by an aroma chemical. "Pleasantness" and "clarity" are terms familiar to the person skilled in the art, e.g. a perfumer. Pleasantness usually refers to a spontaneously evoked, positively perceived, pleasant sensory effect. However, "pleasant" is not necessarily synonymous with "sweet". "Pleasant" can also be a musky or a sandalwood odor. Clarity usually refers to a spontaneously evoked sensory effect which, for the same test panel, causes a reproducibly evocative memory of the same specific thing. For example, a substance can have a smell which spontaneously evokes the memory of an "apple": the smell will then be clear as "apple". If the apple smell is very pleasant because the smell evokes the memory of, for example, a sweet, fully ripe apple, the smell will be called "pleasant". However, the smell of a typical sourish apple can also be clear. If two reactions are produced after smelling the substance, in this example thus a pleasant and a clear apple smell, the substance has particularly favorable sensory properties.

[0070] When the expression "combination of", "in combination with" or "combined with" is used herein to refer to a combination of two compounds, method or use, it is considered that the two compounds need not be used in the form of a physical mixture of said compounds, but can be used separately (e.g. added). When the compounds are used separately, they can be used (e.g. added) sequentially, i.e. one after the other, or simultaneously, i.e. at essentially the same time, in any order.

[0071] The term "boosting" or "boost" is used herein to describe an effect of enhancing and / or changing the aroma of an aroma chemical or composition. The term "enhancing" includes an improvement in the pleasantness and / or clarity and / or intensity of the aroma. The term "changing" includes a change in the aroma profile. The terms "pleasantness" and "clarity" are familiar to the person skilled in the art, e.g. a perfumer, and have their respective meanings.

[0072] The intensity can be determined via a threshold determination. The threshold of an odor is the concentration of a substance in the relevant gas space at which, although the definition of the odor effect is no longer required, the odor effect is just still perceptible by a representative test panel.

[0073] A booster effect is particularly desirable in fragrance compositions when applications featuring a front note are required, in which the odor is to be delivered particularly quickly and intensively, e.g. in deodorants, air fresheners or in the flavoring portion of chewing gum.

[0074] The terms "the invention relates to" and "the invention is directed to" are used synonymously throughout the invention.

[0075] The term "longevity" describes the evaporation behavior of an aroma chemical over time. Longevity can be determined, for example, by applying the aroma chemical to a test strip and subsequently performing an olfactory evaluation of the odor effect of the test strip. For an aroma chemical with high longevity, the time span over which the panel can still recognize the aroma effect is long.

[0076] The term "fastness" describes the interaction of an aroma chemical with a surface, e.g. like skin or a textile, especially after subsequent treatment of the surface, e.g. like washing. Fastness can be determined, for example, by washing a textile with a textile detergent composition comprising the aroma chemical and subsequently performing an olfactory evaluation of the textile (wet textile) directly after washing and of the dry textile after long-term storage.

[0077] The term "stability" describes the behavior of a fragrance chemical upon contact with oxygen, light and / or other substances. A fragrance chemical with high stability retains its fragrance properties over a long period of time, preferably in various compositions and under various storage conditions.

[0078] In order to impart a long-lasting fragrance effect to a composition or to a surface treated with a composition, the longevity, fastness and stability of the fragrance chemicals in the composition should preferably be high.

[0079] As used herein, the term "compound (I)" or "compounds (I)" refers to one or more compounds of formula (I), including all stereoisomeric forms thereof (stereoisomers) in all ratios and / or salts thereof. The same applies to compounds of formula (la), compounds of formula (lb), compounds of formula (lc), and compounds of formula (II).

[0080] As used herein, the term "mixture" denotes a mixture of at least one compound of formula (la) and / or at least one compound of formula (lb) and / or a compound of formula (lc).

[0081] The term "stereoisomer" is a general term for all isomers of a single compound that differ only in the arrangement of atoms in space, not in the connectivity of the atoms. Thus, the term stereoisomer includes mirror image isomers (enantiomers), geometric (cis / trans or E / Z) isomers, and diastereomers. For precise definitions of these terms, see G. Helmchen: "Vocabulary and Nomenclature of Organic Stereochemistry" in Houben-Weyl E21a, Stereoselective Synthesis. Helmchen, R.W. Hoffmann, J. Mulzer, E. Schaumann (Eds.), 1995, 1-74. Possible isomers can exist as mixtures (i.e. racemates, cis / trans-mixtures or mixtures of diastereomers).

[0082] Use

[0083] One embodiment of the invention claimed herein relates to at least one compound of formula (I)

[0084]

[0085] Compounds of formula (I)

[0086] or a stereoisomer thereof,

[0087] wherein,

[0088] X1and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen; or

[0089] X3and X4together form a double bond between the carbon atoms to which they are bound, provided that X1and X2are hydrogen; or

[0090] X2and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen,

[0091] for imparting a fragrance effect to a composition.

[0092] In embodiments, the invention claimed herein relates to a compound of formula (I) comprising,

[0093] at least one compound of formula (Ia)

[0094]

[0095] a compound of formula (Ia)

[0096] or at least one compound of formula (Ib),

[0097]

[0098] a compound of formula (Ib),

[0099] or at least one compound of formula (Ic),

[0100]

[0101] a compound of formula (Ic)

[0102] or mixtures thereof,

[0103] for imparting a fragrance effect to a composition.

[0104] In embodiments, the at least one compound of formula (Ia), the at least one compound of formula (Ib) and the at least one compound of formula (Ic) can be used individually or in mixtures in any ratio.

[0105] In embodiments, the invention relates to the use of at least one compound of formula (Ia) for imparting a fragrance effect to a composition.

[0106] In an embodiment, the present application relates to the use of at least one compound of formula (Ib) for imparting a fragrance effect to a composition.

[0107] In an embodiment, the present application relates to the use of at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0108] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ia) and at least one compound of formula (Ib) for imparting a fragrance effect to a composition.

[0109] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ib) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0110] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ia) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0111] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ia), at least one compound of formula (Ib) and at least one compound of formula (Ic) for imparting a fragrance effect to a composition.

[0112] Ratio:

[0113] In an embodiment, the aforementioned mixture comprises two different compounds represented by a compound of formula (I), wherein the two different compounds are

[0114] at least one compound of formula (Ia) and at least one compound of formula (Ib), or

[0115] at least one compound of formula (Ib) and at least one compound of formula (Ic), or

[0116] at least one compound of formula (Ia) and at least one compound of formula (Ic),

[0117] wherein the weight ratio of the two different compounds is n : m, wherein n, m are real numbers in the range of 0.1 to 99.9.

[0118] In another embodiment, the aforementioned mixture comprises two different compounds represented by a compound of formula (I), wherein the two different compounds are

[0119] at least one compound of formula (Ia) and at least one compound of formula (Ic), or

[0120] at least one compound of formula (Ib) and at least one compound of formula (Ic), or

[0121] at least one compound of formula (Ia) and at least one compound of formula (Ic),

[0122] wherein the weight ratio of the two different compounds is in the range of 0.1 : 99.9 to 99.9 : 0.1, preferably in the range of 1 : 99 to 99 : 1, preferably in the range of 20 : 80 to 80 : 20, or in the range of 30 : 70 to 70 : 30, or in the range of 40 : 60 : 60 : 40.

[0123] In embodiments, the aforementioned mixture comprises three different compounds represented by a compound of formula (I), wherein the mixture comprises at least one compound of formula (Ia), at least one compound of formula (Ib), and at least one compound of formula (Ic), wherein the weight ratio of the three different compounds is n : m : o, wherein n, m, o are real numbers in the range of 0.1 to 99.9.

[0124] In embodiments, the aforementioned mixture comprises three different compounds represented by a compound of formula (I), wherein the mixture comprises at least one compound of formula (Ia), at least one compound of formula (Ib), and at least one compound of formula (Ic), wherein the weight ratio of the three different compounds is in the range of 0.1 to 99.9 : 0.1 to 99.9 : 0.1 to 99.9, preferably in the range of 1 to 99 : 1 to 99 : 1 to 99 : 1 : 99, preferably in the range of 10 to 90 : 10 to 90 : 10 to 90 : 10 to 90, or in the range of 25 to 75 : 25 to 75 : 25 to 75 : 25 to 75.

[0125] The person skilled in the art can adjust the weight ratio of the aforementioned mixture to achieve a specific ratio in the range of 0.1 : 99.9 to 99.9 : 0.1 or in the range of 0.1 to 99.9 : 0.1 to 99.9 : 0.1 to 99.9 to impart a specific fragrance effect or several fragrance effects to the composition.

[0126] The aforementioned mixtures can be obtained by varying the reaction conditions, in particular by choosing the correct starting materials and / or varying the molar equivalents of the starting materials when synthesizing the compounds or by physically mixing two or more compounds in any of the above ratios.

[0127] Preferred embodiments of the invention claimed herein relate to the use of at least one compound of formula (I) as a pro-fragrance for imparting a fresh, citrus, white floral, fruity, herbal, rose leaf, steamed green leaf, carrot path, woody, pencil shavings, rose oxide residue, or any combination of two or more of these to a composition.

[0128] In further embodiments, the invention claimed herein relates to the use of a compound of formula (I) for enhancing the fragrance of a composition.

[0129] In embodiments of the invention claimed herein, at least one compound of formula (I) is used as a fragrance or flavor composition.

[0130] In particular, at least one compound of formula (I) is used for imparting a note selected from the group consisting of fresh, citrus, white floral, fruity, herbal, rose leaf, steamed green leaf, carrot path, woody, pencil shavings, rose oxide residue, or a combination of two or more notes to a composition.

[0131] Suitable compositions as described above are, for example, compositions for use in personal care, home care, industrial applications, and compositions for use in other applications, such as pharmaceutical compositions or crop protection compositions.

[0132] In embodiments, the compound of formula (I) comprises at least one compound of formula (la), at least one compound of formula (lb), and at least one compound of formula (lc), wherein the ratio of each of the compound (la), compound (lb), and compound (lc) can vary between 0.1 to 99.9.

[0133] Mixtures with compounds of formula (II)

[0134] In embodiments, the invention relates to a mixture comprising at least one compound of formula (I)

[0135]

[0136] Compound of formula (I)

[0137] or a stereoisomer thereof,

[0138] wherein

[0139] X1and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen; or

[0140] X3and X4together form a double bond between the carbon atoms to which they are bound, provided that X1and X2are hydrogen; or

[0141] X2and X3together form a double bond between the carbon atoms to which they are bound, provided that X1and X4are hydrogen,

[0142] or mixtures thereof,

[0143] and a compound of formula (II)

[0144]

[0145] a compound of formula (II)

[0146] wherein the weight ratio of at least one compound of formula (I) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00,

[0147] for imparting a lily of the valley and similar floral note to a composition.

[0148] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ia) and a compound of formula (II) for imparting a fragrance effect to a composition.

[0149] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ib) and a compound of formula (II) for imparting a fragrance effect to a composition.

[0150] In a further embodiment, the application as claimed herein relates to the use of a mixture of at least one compound of formula (Ic) and a compound of formula (II) for imparting a fragrance effect to a composition.

[0151] In another embodiment, the application as claimed herein relates to a mixture of

[0152] at least one compound of formula (Ia) and at least one compound of formula (Ib), or

[0153] at least one compound of formula (Ib) and at least one compound of formula (Ic), or

[0154] at least one compound of formula (Ia) and at least one compound of formula (Ic),

[0155] and

[0156] the use of a compound of formula (II) for imparting a fragrance effect to a composition.

[0157] In a further embodiment, the invention as claimed herein relates to the use of a mixture of at least one compound of formula (Ia), at least one compound of formula (Ib) and at least one compound of formula (Ic) and a compound of formula (II) for imparting a fragrance effect to a composition.

[0158] ratio:

[0159] In a further embodiment, the invention as claimed herein relates to the use of a mixture of at least one compound of formula (Ia) and a compound of formula (II) for imparting a fragrance effect to a composition, wherein the weight ratio of the at least one compound of formula (Ia) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00.

[0160] In a further embodiment, the invention as claimed herein relates to the use of a mixture of at least one compound of formula (Ib) and a compound of formula (II) for imparting a fragrance effect to a composition, wherein the weight ratio of the at least one compound of formula (Ib) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00.

[0161] In a further embodiment, the invention as claimed herein relates to the use of a mixture of at least one compound of formula (Ic) and a compound of formula (II) for imparting a fragrance effect to a composition, wherein the weight ratio of the at least one compound of formula (Ic) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00.

[0162] In another embodiment, the invention as claimed herein relates to the use of a mixture according to Table M.

[0163] Table M

[0164]

[0165] In a preferred embodiment, the invention as claimed herein relates to the use of a mixture of at least one compound of formula (I) and a compound of formula (II),

[0166] The compounds having formula (I) include at least one compound having formula (la), at least one compound having formula (lb) and at least one compound having formula (lc),

[0167] for use in imparting a fragrance effect to a composition,

[0168] The weight ratio of the compound having formula (I) and the compound having formula (II) is in the range of 0.01 : 99.99 to 5.00 : 95.00, preferably the ratio is 0.01 : 99.99 to 2.00 : 98.00, more preferably the ratio is 0.01 : 99.99 to 1.00 : 99.00.

[0169] Preferred embodiments of the invention claimed herein relate to a mixture comprising at least one compound having formula (I) and a compound having formula (II) for use as a fragrance chemical in imparting a composition or any combination of two or more of these.

[0170] In embodiments, the aforementioned mixture of at least one compound having formula (I) and a compound having formula (II) in the aforementioned ratios is used to impart a lily and similar floral aspect fragrance effect to a composition.

[0171] Preferably, the compound having formula (I) or mixture thereof according to the invention claimed herein is used in a composition selected from the group consisting of a perfume composition, a body care composition (including a cosmetic composition as well as products for oral and dental hygiene), a hygiene article, a cleaning composition (including a dishwashing composition), a textile detergent composition, a composition for a scent dispenser, a food, a food supplement, a pharmaceutical composition and a crop protection composition.

[0172] These compositions have been described in the following paragraphs.

[0173] Composition

[0174] In embodiments, the invention claimed herein relates to a composition comprising: at least one compound having formula (I) or mixture thereof, and

[0175] (i) at least one fragrance chemical (X) different from the compound having formula (I), or

[0176] (ii) at least one non-fragrance chemical carrier, or

[0177] (iii) both (i) and (ii).

[0178] Preferably, in this embodiment, the composition comprises the compound of formula (I) in a total amount in the range of > 0.01 wt.% to < 70.0 wt.%, based on the total weight of the composition.

[0179] Preferably, the composition is a fragrance composition, more preferably a flavor composition.

[0180] The fragrance chemicals are different from the compound of formula (I).

[0181] In one embodiment, the mixture comprises at least one fragrance chemical different from the compound of formula (I). The fragrance chemicals different from the compound of formula (I) are also referred to as fragrance chemicals (X).

[0182] Due to their physical properties, the compounds of formula (I) can be well combined with the fragrance chemicals different from the compound of formula (I) and other conventional ingredients in a fragrance composition, in particular a flavor composition. This allows for example to create a fragrance composition, preferably a flavor composition, with novel advantageous sensory attributes. In particular, as already explained above, the compounds can provide a booster effect to other fragrance chemicals, such as flavorants.

[0183] The fragrance chemicals (X) are preferably selected from the group consisting of:

[0184] geranyl acetate, alpha-hexylcinnamaldehyde, 2-phenoxyethyl isobutyrate, dihydromyrcenol, methyl dihydrojasmonate, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8- hexahydrocyclopenta[g]benzopyran, tetrahydrolinalool, ethyllinalool, benzyl salicylate, 2-methyl-3-(4-tert.-butylphenyl)propanal, cinnamic 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, tetrahydrosyringol, vanillin, linalyl acetate, styrallyl acetate, octahydro-2,3,8,8- tetramethyl-2-naphthalenyl acetate and / or 2-acetyl-1,2,3,4,6,7,8-octahydro- 2,3,8,8-tetramethylnaphthalene, hexyl salicyate, 4-tert.-butylcyclohexyl acetate, 2-tert.-butylcyclohexyl acetate, alpha-ionone, alpha-normal-methyl ionone, alpha-isomethyl ionone, coumarin, terpinyl acetate, 2-phenylethanol, 4-(4-hydroxy-4- methylpentyl)-3-cyclohexenecarboxaldehyde, alpha-amylcinnamaldehyde, ethylene brassylate, (E) and / or (Z)-3-methylcyclopentadecen-5-one, 15- pentadecen-11 -lactone and / or 15-pentadecen-12-lactone, 15-cyclopentadecanolide, 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-nonenol, 2,4-dimethyl-3-cyclohexenecarboxaldehyde, 2,4,4,7- tetramethyloctan-6-one-3, 2,6-dimethyl-5-heptenal, 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- octahydronaphthalen-2-ol, 3-(4-tert.-butylphenyl)-propanal, 2-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.

[0185] 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.

[0186] 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 (furanone) and 3-hydroxy-2-methyl-4H-pyran-4-one (maltol).

[0187] Additional aroma chemicals with which the compounds of formula (I) can be combined to give compositions according to the application as claimed herein can be found, for example, in S. Arctander, Perfume and Flavor Chemicals, Vols. I and II, Montclair, New Jersey, 1969, self-published or H. Surburg and J. Panten, Common Fragrance and Flavor Materials, 4thEdition, Wiley-VCH Verlag, Weinheim 2016.In particular, mention can be made of: extracts from natural raw materials, such as essential oils, concretes, absolutes, resins, balsams, balsam, tinctures, for example like ambergris tincture; amyris oil; angelica seed oil; angelica root oil; aniseed oil; valerian oil; basil oil; clubmoss absolute; bay oil; mugwort oil; benzoin resin; bergamot oil; beeswax absolute; birch tar oil; bitter almond oil; spearmint oil; buchu leaf oil; caraway oil; cade oil; calamus oil; camphor oil; kananga oil; cardamom oil; cascarilla oil; cassia oil; cassia absolute; castoreum absolute; cedar leaf oil; cedarwood oil; cistus oil; citronella oil; lemon oil; cuban balsam; cuban balsam oil; coriander oil; costus root oil; cumin oil; cypress oil; davana oil; davana seed oil; eau de cologne absolute; oakmoss absolute; elemi oil; tarragon oil; tarragon seed oil; fennel oil; pine needle oil; galbanum oil; galbanum resin; geranium oil; grapefruit oil; guaiac wood oil; guaiac balsam; guaiac balsam oil; helichrysum absolute; helichrysum oil; ginger oil; iris root absolute; iris root oil; jasmine absolute; calamus oil; chamomile blue oil; chamomile roman oil; carrot seed oil; cascarilla oil; pine needle oil; patchouli oil; rosemary oil; muskatel oil; myrtle oil; myrrh absolute; myrrh oil; myrtle oil; clove leaf oil; clove bud oil; neroli oil; olibanum absolute; tuberose absolute; vanilla extract; violet leaf absolute; verbena oil; vetiver oil; juniper berry oil; wormwood oil; wintergreen oil; catnip oil; civet absolute; cinnamon leaf oil; cinnamon bark oil, and fractions thereof, or ingredients isolated therefrom;

[0188] Individual fragrances from the group of hydrocarbons, for example like 3-carene; alpha-pinene; beta-pinene; alpha-terpinene; gamma-terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; sinensene; (E,Z)-1,3,5-undecatriene; styrene; diphenylmethane;

[0189] aliphatic alcohols, such as, for example, 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;

[0190] aliphatic aldehydes and their acetaIs, such as, for example, 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; heptanal diethyl acetal; 1,1 -dimethoxy-2,2,5-trimethyl-4-hexene; citronellyloxyacetaldehyde; (E / Z)-1 -(1 -methoxypropoxy)-hex-3-ene; aliphatic ketones and their oximes, such as, for example, 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;

[0191] aliphatic sulfur compounds, such as, for example, 3-methylthiohexanol; 3-methylthiohexyl acetate; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3-mercaptohexyl butyrate; 3-acetylthiohexyl acetate; 1 -menthene-8-thiol;

[0192] aliphatic nitriles, such as, for example, 2-nonenitrile; 2-undecenenitrile; 2-tridecenenitrile; 3,12-tridecadienenitrile; 3,7-dimethyl-2,6-octadienenitrile; 3,7-dimethyl-6 octenenitrile;

[0193] esters of aliphatic carboxylic acids, such as, 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 isovalerate; ethyl 2-methylvalerate; ethyl hexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; (E,Z)-2,4-decadienoic acid ethyl ester; methyl 2-octynoate; methyl 2-nonynoate; allyl 2- isopentyloxyacetate; methyl-3,7-dimethyl-2,6-octadienoate; 4-methyl-2-pentyl crotonate;

[0194] acyclic terpene alcohols, such as, for example, 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 formates, acetates, propionates, isobutyrates, butyrates, isovalerates, valerates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenates thereof;

[0195] acyclic terpene alcohols, such as, for example, 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 formates, acetates, propionates, isobutyrates, butyrates, isovalerates, valerates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenates thereof;

[0196] Cyclic terpene aldehydes and ketones such as, for example, menthone; isomenthone; 8-mercaptomenthane-3-one; carvone; camphor; anisaldehyde; a- ionone; β-ionone; a-n-methylionone; β-n-methylionone; a-iso- methylionone; β-iso-methylionone; a-irone; a-turpene; β-turpene; β-turpene; δ- turpene; γ-turpene; 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-bridged methylenenaphthalen-8(5H)-one; 2-methyl-4- (2,6,6-trimethyl-1 -cyclohexen-1 -yl)-2-butenal; nuciferone; dihydro-nuciferone; 4,6,8- megastigmatrien-3-one; a-sinensal; β-sinensal; acetylated cedarwood oil (methyl cedryl ketone);

[0197] Cyclic alcohols such as, for example, 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;

[0198] Cyclic and alicyclic alcohols such as, for example, a-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;

[0199] Cyclic and alicyclic ethers such as, for example, eucalyptol; methyl cedryl ether; cyclododecyl methyl ether; 1,1 -dimethoxycyclododecane; (ethoxymethoxy)cyclododecane; a- cedrene oxide; 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1 -b]furan; 3a-ethyl-6,6,9a- trimethyldodecahydronaphtho[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;

[0200] Cycloalkanones and macrocyclic ketones, such as, for example, 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-cyclopenta-decenone; 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;

[0201] Cycloalkanones and macrocyclic ketones, such as, for example, 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-cyclopenta-decenone; 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;

[0202] Cycloalkanones and macrocyclic ketones, such as, for example, 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-cyclopenta-decenone; 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;

[0203] Cycloalkanones and macrocyclic ketones, such as, for example, 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-cyclopenta-decenone; 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;

[0204] Cycloalkanones and macrocyclic ketones, such as, for example, 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-cyclopenta-decenone; 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;

[0205] esters of alicyclic carboxylic acids, such as, for example, allyl 3-cyclohexylpropionate; allyl cyclohexyloxyacetate; cis- and trans-dihydrojasmone methyl ester; cis- and trans-jasmone methyl ester; methyl 2-hexyl-3-oxocyclopentanecarboxylate; ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate; ethyl 2,3,6,6-tetramethyl-2-cyclohexene-carboxylate; ethyl 2-methyl-1,3-dioxolan-2-acetate;

[0206] araliphatic alcohols, such as, for example, benzyl alcohol; 1-phenylethanol, 2-phenylethanol, 3-phenylpropanol; 2-phenylpropanol; 2-phenoxyethanol; 2,2-dimethyl-3-phenylpropanol; 2,2-dimethyl-3-(3-methylphenyl)propanol; 1,1-dimethyl-2-phenylethanol; 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-methoxy-benzyl alcohol; 1-(4-isopropylphenyl)ethanol;

[0207] esters of araliphatic alcohols and aliphatic carboxylic acids, such as, for example, benzyl acetate; benzyl propionate; benzyl isobutyrate; benzyl isovalerate; 2-phenylethyl acetate; 2-phenylethyl propionate; 2-phenylethyl isobutyrate; 2-phenylethyl isovalerate; 1-phenylethyl acetate; alpha-trichloromethylbenzyl acetate; alpha,alpha-dimethylphenylethyl acetate; butyric acid, alpha,alpha-dimethylphenylethyl ester; cinnamyl acetate; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate;

[0208] araliphatic ethers, such as, for example, 2-phenylethyl methyl ether; 2-phenylethyl isoamyl ether; 2-phenylethyl 1-ethoxyethyl ether; phenylacetaldehyde dimethyl acetal; phenylacetaldehyde diethyl acetal; hydroatromal dimethyl acetal; phenylacetaldehyde glycerol acetal; 2,4,6-trimethyl-4-phenyl-1,3-dioxane; 4,4a,5,9b-tetrahydroindeno[1,2-d]-dioxin; 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1,2-d]-dioxin;

[0209] aromatic and aliphatic aldehydes, such as, for example, benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; hydroatrol; 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; a-butylcinnamaldehyde; a-amylcinnamaldehyde; a- 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;

[0210] aromatic and aliphatic ketones, such as, for example, acetophenone; 4-methylacetophenone; 4-methoxyacetophenone; 4-tert-butyl-2,6-dimethylacetophenone; 4-phenyl-2-butanone; 4-(4-hydroxyphenyl)-2-butanone; 1-(2-naphthyl)-ethanone; 2-benzofuranyl ethanone; (3-methyl-2-benzofuranyl)ethanone; benzophenone; 1,1,2,3,3,6-hexamethyl-5-indanylmethyl ketone; 6-tert-butyl-1,1-dimethyl-4-indanylmethyl 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'-naphthalenyl acetone;

[0211] aromatic and aliphatic carboxylic acids and their esters, such as, for example, benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenylacetate; ethyl phenylacetate; geranyl phenylacetate; phenyl ethyl phenylacetate; methyl cinnamate; ethyl cinnamate; benzyl cinnamate; phenyl ethyl cinnamate; cinnamyl cinnamate; allyl phenoxyacetate; methyl salicylate; isoamyl salicylate; hexyl salicylate; cyclohexyl salicylate; cis-3-hexenyl salicylate; benzyl salicylate; phenyl ethyl salicylate; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; ethyl 3-phenylglycidate; ethyl 3-methyl-3-phenylglycidate;

[0212] Nitrogen-containing aromatic compounds, such as, for example, 2,4,6-trinitro-1,3- dimethyl-5-tert-butylbenzene; 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone; cinnamaldehyde; 3-methyl-5-phenyl-2-pentenal; 3-methyl-5-phenylpentanal; methyl anthranilate; methyl-N-methylanthranilate; Schiff bases of methyl anthranilate with 7-hydroxy-3,7- dimethyloctanal, 2-methyl-3-(4-tert-butylphenyl)propanal or 2,4-dimethyl-3- cyclohexenecarboxaldehyde; 6-isopropylquinoline; 6-isobutylquinoline; 6-sec- butylquinoline; 2-(3-phenylpropyl)pyridine; indole; skatole; 2-methoxy-3-isopropyl- pyrazine; 2-isobutyl-3-methoxypyrazine;

[0213] Phenols, phenyl ethers and phenyl esters, such as, for example, estragole; anethole; eugenol; eugenol methyl ether; isoeugenol; isoeugenol methyl ether; thymol; carvacrol; diphenyl ether; beta-naphthyl methyl ether; beta-naphthyl ethyl ether; beta-naphthyl isobutyl ether; 1,4-dimethoxybenzene; eugenol acetate; 2-methoxy-4-methylphenol; 2-ethoxy-5-(1-propenyl)phenol; p-cresyl phenylacetate;

[0214] Heterocyclic compounds, such as, for example, 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;

[0215] Lactones, such as, 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-pentadecen-1,15-olide; cis- and trans-12-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; 1,12-dodecanedioyl ethylene; 1,13-tridecanedioyl ethylene; coumarin; 2,3-dihydrocoumarin; octahydrocoumarin; tetrahydroactinidiolide.

[0216] The aroma chemicals (X) used in the composition are obtained from known commercial sources and are purchased from Symrise®, Germany.

[0217] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one aroma chemical (X).

[0218] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (Ic) and at least one aroma chemical (X).

[0219] In a preferred embodiment, the composition comprises a mixture comprising at least one compound of formula (I) and a compound of formula (II) and at least one aroma chemical (X).

[0220] Non-aroma chemical carriers:

[0221] The non-aroma chemical carriers in the composition of the present application are preferably selected from the group consisting of surfactants, oil components, antioxidants, deodorant active agents and solvents.

[0222] Preferably, the at least one non-aroma chemical carrier is a compound, a mixture of compounds or other additives which do not have a sensory property or do not have a significant sensory property. The non-aroma chemical carriers can serve to dilute and / or fix the compound of formula (I) as defined above and - optionally - at least one aroma chemical (X) if included in the composition.

[0223] The non-aroma chemical carriers in the composition of the present application are preferably selected from the group consisting of surfactants, oil components, solvents or any mixture of two or more of the foregoing.

[0224] Solvents

[0225] In the context of the invention claimed herein, "solvents" serve to dilute the compounds of formula (I) used according to the present application without having an aroma of their own.

[0226] The amount of the one or more solvents is selected depending on the composition.

[0227] Preferably, the solvents are present in the composition in a total amount of 0.01 wt.% to 99.0 wt.%, more preferably in a total amount of 0.05 wt.% to 95.0 wt.%, still more preferably in a total amount of 0.1 wt.% to 80.0 wt.%, most preferably in a total amount of 0.1 wt.% to 70.0 wt.%, in particular in a total amount of 0.1 wt.% to 60.0 wt.% based on the total weight of the composition.

[0228] In a preferred embodiment, the composition comprises 0.05 wt.% to 10 wt.%, more preferably 0.1 wt.% to 5 wt.%, still more preferably 0.2 wt.% to 3 wt.% of the total solvent, based on the total weight of the composition. In yet another preferred embodiment of the present application, the composition comprises 20 wt.% to 70 wt.%, more preferably 25 wt.% to 50 wt.% of the total solvent, based on the total weight of the composition.

[0229] Preferred solvents are selected from the group consisting of ethanol, isopropyl alcohol, 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.

[0230] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one solvent and optionally at least one aroma chemical (X).

[0231] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (lc) and at least one solvent and optionally at least one aroma chemical (X).

[0232] In a preferred embodiment, the composition comprises a mixture comprising at least one compound of formula (I) and a compound of formula (II) and at least one solvent and optionally at least one aroma chemical (X).

[0233] Oil component

[0234] Preferably, the total oil component is present in an amount of 0.1 to 80 wt.%, more preferably 0.5 to 70 wt.%, still more preferably 1 to 60 wt.%, even more preferably 1 to 50 wt.%, in particular 1 to 40 wt.%, more particularly 5 to 25 wt.% and specifically 5 to 15 wt.%, based on the total weight of the composition.

[0235] Preferably, the oil component is selected from the group consisting of Guerbet alcohols based on fatty alcohols containing 6 to 18, preferably 8 to 10 carbon atoms and other additional 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 suitable are esters of C18-C38 alkyl-hydroxy carboxylic acids with linear or branched C6-C22 fatty alcohols, more especially dioctyl malate, esters of linear and / or branched fatty acids with polyols (e.g. propylene glycol, di- or tri-mers), triglycer- sides based on C6-C10 fatty acids, liquid mixtures of C6-C18 fatty acid-based mono-, di- and triglycerides, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, more particularly benzoic acid, esters of dicarboxylic acids with polyols containing 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, such as, 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 to C22 alcohols (e.g. Finsolv® TN), linear or branched, symmetrical or asymmetrical, dialkyl ethers containing 6 to 22 carbon atoms per alkyl group, such as, for example, dicaprylyl ether (Cetiol® OE), ring-opening products of epoxidized fatty acid esters with polyols and hydrocarbons or mixtures thereof.

[0236] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one oil component and optionally at least one aroma chemical (X).

[0237] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (Ic) and at least one oil component and optionally at least one aroma chemical (X).

[0238] In preferred embodiments, the composition comprises a mixture comprising at least one compound having formula (I) and a compound having formula (II) and at least one oil component and optionally at least one aroma chemical (X).

[0239] Antioxidants

[0240] It is to be understood that antioxidants are capable of inhibiting or preventing undesired changes in the composition to be protected caused by oxygen effects and other oxidation processes. In most cases, the action of antioxidants consists in their functioning as free radical scavengers for free radicals generated during autoxidation.

[0241] In preferred embodiments, the antioxidant is selected from the group consisting of:

[0242] • amino acids (e.g. glycine, alanine, arginine, serine, threonine, histidine, tyrosine, tryptophan) and derivatives thereof,

[0243] • imidazoles (e.g. urocanic acid) and derivatives thereof,

[0244] • peptides, such as D,L-carnosine, D-carnosine, L-carnosine (= β-alanyl-L-histidine) and derivatives thereof,

[0245] • carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene, lutein) or derivatives thereof,

[0246] • chlorogenic acid and derivatives thereof,

[0247] • lipoic acid and derivatives thereof (e.g. dihydrolipoic acid),

[0248] • 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, γ-linoleyl, cholesteryl and glyceryl esters) and salts thereof,

[0249] • dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts),

[0250] • sulfoximine compounds (e.g. buthionine sulfoximine, homocysteine sulfoximine, buthionine sulfone, pent-, hexa-, heptathiepin sulfoximine),

[0251] • (metal) chelators (e.g. alpha-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin),

[0252] • Alpha-hydroxy acids (e.g., citric acid, lactic acid, malic acid).

[0253] • Humic acid, bile acids, bile extracts, bilirubin, biliverdin, Bordeaux alkaloids (= alkaloids from the Bordeaux tree), Bordeaux extracts,

[0254] • EDTA, EGTA and their derivatives

[0255] • Unsaturated fatty acids and their derivatives (e.g., gamma-linolenic acid, linoleic acid, oleic acid).

[0256] • Folic acid and its derivatives.

[0257] • Ubiquinone and ubiquitin alcohol and their derivatives

[0258] • Vitamin C and its derivatives (such as ascorbyl palmitate, magnesium ascorbate phosphate, and ascorbyl acetate).

[0259] • Tocopherols and their derivatives (e.g., vitamin E acetate).

[0260] • Vitamin A and its derivatives (such as vitamin A palmitate).

[0261] • Benzoin gum contains coniferyl benzoate, rutin and its derivatives, α-glycosylrutin, ferulic acid, and furfuryl glucosyl alcohol.

[0262] • Butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA).

[0263] • Nordihydroguaiacol, nordihydroguaiacol, trihydroxyphenylbutanone, uric acid and its derivatives, mannose and its derivatives

[0264] • Superoxide dismutase,

[0265] • Zinc and its derivatives (e.g., ZnO, ZnSO4).

[0266] • Selenium and its derivatives (e.g., selenomethionine).

[0267] • Brussels oxide and its derivatives (e.g., brussels oxide, trans-brussels oxide)

[0268] And a mixture of two or more of the aforementioned.

[0269] In a preferred embodiment, the antioxidant is selected from the group consisting of: pentaerythritol, tetra-di-tert-butylhydroxyhydrocinnamate, nordihydroguaiaric acid, ferulic acid, resveratrol, propyl gallate, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), ascorbyl palmitate, tocopherol, and mixtures of two or more of the foregoing.

[0270] Preferably, the composition according to the application as claimed herein comprises an antioxidant in a total amount of 0.001 to 25 wt.-%, preferably 0.005 to 10 wt.-%, more preferably 0.01 to 8 wt.-%, yet more preferably 0.025 to 7 wt.-%, even more preferably 0.05 to 5 wt.-%, based on the total weight of the composition.

[0271] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one antioxidant and optionally at least one aroma chemical (X).

[0272] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (lc), and at least one antioxidant and optionally at least one aroma chemical (X).

[0273] In a preferred embodiment, the composition comprises a mixture comprising at least one compound of formula (I) and a compound of formula (II) and at least one antioxidant and optionally at least one aroma chemical (X).

[0274] Deodorant active

[0275] Deodorant compositions (deodorants and antiperspirants) counteract, mask or eliminate body odour. Body odour is formed by the action of skin bacteria on apocrine sweat, which leads to the formation of degradation products that have an unpleasant odour.

[0276] Preferably, the deodorant active is selected from the group consisting of antiperspirants, esterase inhibitors, antibacterial agents and mixtures of two or more of the foregoing.

[0277] Suitable antiperspirants are selected from the group consisting of aluminium, zirconium or zinc. Examples are aluminium chlorohydrate, aluminium dichlorohydrate, aluminium sesquichlorohydrate and complex compounds thereof (e.g. with 1,2-propanediol), aluminium hydroxyurea, aluminium chlorohydroxystearate, zirconium trihydroxychloride, zirconium tetrahydroxychloride, zirconium pentahydroxychloride and complex compounds thereof (e.g. with amino acids such as glycine). Preferably, aluminium chlorohydrate, zirconium tetrahydroxychloride, zirconium pentahydroxychloride and complex compounds thereof are used.

[0278] Preferably, the antiperspirant is selected from the group consisting of aluminium chlorohydrate, aluminium dichlorohydrate, aluminium sesquichlorohydrate, aluminium hydroxyurea, aluminium chlorohydroxystearate, zirconium trihydroxychloride, zirconium tetrahydroxychloride, zirconium pentahydroxychloride and mixtures of two or more of the foregoing.

[0279] When sweat is present in the armpit area, extracellular enzymes—esterases, primarily proteases and / or lipases—are formed by bacteria and break down esters 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 formation. Free acids may be released through the cleavage of citrate esters and lower the skin's pH to a level where the enzyme is inactivated by acylation. Other esterase inhibitors are sterol sulfates or phosphates, such as lanosterol, cholesterol, campesterol, stigmasterol, and sitosterol sulfates or phosphates; dicarboxylic acids and their esters, such as glutaric acid, monoethyl glutarate, diethyl glutarate, adipic acid, monoethyl adipic acid, diethyl adipic acid, malonic acid, and diethyl malonate; hydroxycarboxylic acids and their esters, such as citric acid, malic acid, tartaric acid or diethyl tartarate, zinc glycinate, and mixtures of two or more of the foregoing.

[0280] 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, monoethyl glutarate, diethyl glutarate, adipic acid, monoethyl adipic acid, diethyl adipic acid, malonic acid, diethyl malonate, citric acid, malic acid, tartaric acid, diethyl tartarate, zinc glycinate, and mixtures of two or more of the foregoing.

[0281] Preferably, the composition of the invention claimed herein contains an esterase inhibitor in a total amount ranging from 0.01 to 20 wt.-%, preferably from 0.1 to 10 wt.-%, and more particularly from 0.5 to 5 wt.-%, based on the total weight of the composition.

[0282] As used herein, the term "antimicrobial agent" encompasses substances with bactericidal and / or bacteriostatic properties. Typically, these substances act on Gram-positive bacteria, such as 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, and 2-benzyl... -4-Chlorophenol, 3-(4-Chlorophenoxy)-propane-1,2-diol, 3-iodo-2-propynyl butyl carbamate, chlorhexidine, 3,4,4'-trichlorocarbonylaniline (TTC), phenoxyethanol, glyceryl monodecanoate, glyceryl monooctanoate, glyceryl monolaurate (GML), diglyceryl monodecanoate (DMC), salicylic acid-N-alkylamides such as salicylic acid-n-octylamide or salicylic acid-n-decylamide.

[0283] Preferably, the antibacterial agent is selected from the group consisting of 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, 2-benzyl-4-chlorophenol, 3-(4- chlorophenoxy)-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), salicylic acid-N-alkyl amides and mixtures of two or more of the foregoing.

[0284] Preferably, the composition according to the invention as claimed herein comprises one or more antibacterial agents in a total amount in the range of 0.01 to 5 wt.-% and preferably 0.1 to 2 wt.-%, based on the total weight of the composition.

[0285] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one deodorant active agent and optionally at least one fragrance chemical (X).

[0286] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (Ic) and at least one deodorant active agent and optionally at least one fragrance chemical (X).

[0287] In a preferred embodiment, the composition comprises a mixture comprising at least one compound of formula (I) and a compound of formula (II) and at least one deodorant active agent and optionally at least one fragrance chemical (X).

[0288] Surfactant

[0289] Preferably, the surfactant is selected from the group consisting of anionic surfactants, non-ionic surfactants, cationic surfactants, amphoteric surfactants, zwitterionic surfactants and mixtures of two or more of the foregoing. More preferably, the surfactant is an anionic surfactant.

[0290] Preferably, the composition according to the application contains one or more surfactants in a total amount of 0 to 40 wt.%, more preferably 0 to 20 wt.%, more preferably 0.1 to 15 wt.%, and in particular 0.1 to 10 wt.%, based on the total weight of the composition.

[0291] Preferred nonionic surfactants are fatty alcohol polyglycol ethers, alkyl phenol 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 alk(en)yl oligoglycosides or glucuronic acid derivatives, fatty acid-N-alkyl glucamides, protein hydrolysates (in particular wheat-based plant products), polyol fatty acid esters, sugar esters, sorbitol esters, polysorbate esters and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional homolog distribution, but they preferably have a narrow-range homolog distribution.

[0292] Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one COO(-) or SO3(-) group in the molecule.

[0293] Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N,N-dimethylammonium glycinates, for example cocoalkyl dimethylammonium glycinate, N-acylamino propyl-N,N-dimethylammonium glycinate, for example cocoacylamino propyl dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxy ethyl imidazolines which contain 8 to 18 carbon atoms in the alkyl or acyl radical, and cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate. Particularly preferred are the fatty acid amide derivatives known under the CTFA designations cocamidopropyl betaine.

[0294] Amphoteric surfactants are also suitable, in particular as co-surfactants. Amphoteric surfactants are surface-active compounds which contain, in the molecule, in addition to a C8 to C18 alkyl or acyl radical, at least one free amino group and at least one -COOH or -SO3H group and are capable of forming inner salts. Examples of suitable amphoteric surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids which contain about 8 to 18 carbon atoms in the alkyl radical. Particularly preferred amphoteric surfactants are N-cocoalkylaminopropionates, cocoacylaminoethylaminopropionates and acylsarcosines.

[0295] Anionic surfactants are characterized by a water-soluble anionic group (such as, for example, a carboxylate, sulfate, sulfonate, or phosphate group) and a lipophilic group. Dermatologically safe anionic surfactants are known to many practitioners from relevant textbooks and are commercially available. They are, in particular, alkyl sulfates, alkyl ether sulfates, alkyl ether carboxylates, acyl isethionates, acyl sarcosinates, acyl taurates and sulfosuccinates containing linear C12-C18 alkyl or acyl groups, and acyl glutamates in the form of their alkali metal, ammonium or alkanolammonium salts.

[0296] Particularly suitable cationic surfactants are quaternary ammonium compounds, preferably halides of ammonium, more especially chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, for example cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetyl methylammonium chloride. In addition, readily biodegradable quaternary ester compounds, such as, for example, the dialkylammonium methyl sulfate and the methylhydroxyalkyl dialkoxylalkyl ammonium methyl sulfate sold under the name Stepantex e 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 provide a particular softness to the composition. They are known substances which are prepared by the relevant methods of organic chemistry. Other cationic surfactants suitable for use according to the application are quaternized protein hydrolyzates.

[0297] Due to the characteristic sensory properties of the compound of formula (I) and its firmness, persistence and stability, it can be used, inter alia, to provide an odor, preferably a fragrance effect, to surfactant-containing compositions, such as, for example, cleaning agents, in particular laundry care products and all-purpose cleaners. It can preferably be used to impart a long-lasting fresh, citrus, white floral, fruity, herbal, rose leaf, steamed green leaf, carrot path, woody, or any combination of two or more of these effects to surfactant compositions.

[0298] In a preferred embodiment, the composition comprises at least one compound of formula (I) and at least one surfactant and optionally at least one aroma chemical (X).

[0299] In a preferred embodiment, the composition comprises a mixture comprising at least one compound of formula (I) and a compound of formula (II) and at least one surfactant and optionally at least one aroma chemical (X).

[0300] In another preferred embodiment, the composition comprises at least one compound of formula (la) and / or at least one compound of formula (lb) and / or at least one compound of formula (lc) and at least one surfactant and optionally at least one aroma chemical (X).

[0301] Suitable compositions are, for example, perfume compositions, body-care compositions including cosmetic compositions and products for oral and dental hygiene, hygiene articles, cleaning compositions including dishwashing compositions, textile detergent compositions, compositions for scent dispensers, foodstuffs, food supplements, pharmaceutical compositions and crop protection compositions.

[0302] Perfume compositions can be selected from fine fragrances, air fresheners in liquid form, gel-like form or in form applied to a solid carrier, aerosol sprays, scented detergents, perfume candles and oils such as lamp oil or oil for massage.

[0303] Examples of fine fragrances are perfume extracts, eau de parfum, eau de toilette, eau de cologne, solid perfumes and parfum de toilette.

[0304] Body-care compositions include cosmetic compositions and products for oral and dental hygiene and can be selected from the group consisting of after-shave lotions, pre-shave products, splash colognes, solid and liquid soaps, shower and bathmists, shampoos, shaving soaps, shaving lathers, bath oils, cosmetic creams, lotions, ointments and gels of the oil-in-water, water-in-oil and water-in-oil-in-water type, for example like skin creams and lotions, face creams and lotions, sunscreens and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, hair removal creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products, for example like hair sprays, hair gels, hair styling lotions, hair conditioners, shampoos, permanent and semi-permanent hair colouring agents, hair shaping compositions like cold wave and hair smoothing compositions, hair tonics, hair pomades and creams, deodorants and antiperspirants, for example like underarm sprays, roll-ons, sticks and sticks; decorative cosmetic products, for example like eye liners, eye shadows, nail varnishes, foundations, lipsticks and mascaras; and products for oral and dental hygiene like toothpastes, dental floss, mouthwashes, breath fresheners, dental foams, dental gels and dental strips.

[0305] Hygiene articles can be selected from the group consisting of perfumed sticks, insecticides, insect repellents, propellants, rust inhibitors, aromatic freshening wipes, underarm pads, baby diapers, sanitary napkins, toilet paper, cosmetic wipes, handkerchiefs, dishwashing agents and deodorants.

[0306] Cleaning compositions, such as, for example, cleaners for solid surfaces, can be selected from the group consisting of acidic, alkaline and neutral cleaners, such as, for example, floor cleaners, window cleaners, dishwashing compositions for both hand and machine washing applications, bath and sanitary cleaners, scouring creams, solid and liquid toilet cleaners, powder and foam carpet cleaners, waxes and polishes, such as furniture polishes, floor waxes, shoe polish, disinfectants, surface disinfectants and sanitary cleaners, brake cleaners, drain cleaners, limescale removers, grill and oven cleaners, algae and moss removers, mold removers, facade cleaners.

[0307] Textile detergent compositions can be selected from the group consisting of liquid detergents, powder detergents, laundry pretreatments (such as bleaches, soaking agents and stain removers), fabric softeners, laundry soaps, laundry tablets.

[0308] Food means raw, cooked, or processed edible substance, ice, beverage, or ingredient, or chewing gum, gummy, jelly, and candy, intended for or used for entirely or partially human consumption.

[0309] A food supplement is a product intended to be ingested that contains a dietary ingredient intended to add additional nutritional value to the diet. The dietary ingredient can be one or any combination of the following: a vitamin, a mineral, an herb or other botanical, an amino acid, a dietary substance for use by people to supplement the diet by increasing the total dietary intake, a concentrate, metabolite, constituent, or extract. Food supplements can be found in various forms such as tablets, capsules, soft gels, soft capsules, liquids, or powders.

[0310] A pharmaceutical composition includes a composition intended for the diagnosis, cure, mitigation, treatment, or prevention of disease, and articles (other than food) intended to affect the structure or any function of the body of man or other animals.

[0311] A crop protection composition includes a composition intended for the management of plant diseases, weeds and other harmful organisms (both vertebrate and invertebrate) that destroy agricultural crops and forestry.

[0312] Preferably, the composition according to the application further comprises at least one adjuvant chosen from the group consisting of: antiseptics, abrasives, anti-acne agents, anti-aging agents for the skin, anti-cellulite agents, antidandruff agents, anti-inflammatory agents, anti-irritation agents, irritation-reducing agents, astringents, antiperspirant agents, bactericides, antistatic agents, binding agents, buffering agents, carrier materials, chelating agents, cell stimulants, care agents, depilatory agents, emulsifiers, enzymes, essential oils, fibers, film-forming agents, fixatives, foam-forming agents, foam stabilizers, substances that prevent foaming, foam boosters, fungicides, gelling agents, gel-forming agents, hair care agents, hair fixatives, hair smoothing agents, water-boosting agents, moisturizing substances, wetting substances, bleaching agents, enhancers, soil-release agents, optical brighteners, impregnating agents, anti-stain agents, friction-reducing agents, lubricants, moisturizing creams, ointments, sunscreens, plasticizers, covering agents, polishing agents, lightening agents, polymers, powders, proteins, fatting agents, exfoliating agents, silicones, skin-soothing agents, skin-cleansing agents, skin-protecting agents, skin-healing agents, skin-lightening agents, skin-protecting agents, skin-softening agents, cooling agents, skin-cooling agents, warming agents, skin-warming agents, stabilizers, UV absorbers, UV filters, fabric softeners, suspending agents, skin-tanning agents, thickening agents, vitamins, waxes, fats, phospholipids, saturated fatty acids, mono- or polyunsaturated fatty acids, alpha-hydroxy acids, polyhydroxy fatty acids, liquefiers, dyes, color-protecting agents, pigments, corrosion inhibitors, polyols, electrolytes, and silicone derivatives.

[0313] Preparation of the composition and method for imparting a fragrance effect to the composition.

[0314] One embodiment of the present application relates to a method for preparing a composition of a compound of formula (I), the composition comprising:

[0315] (i) at least one fragrance chemical (X) other than the compound according to the application or

[0316] (ii) at least one non-fragrance chemical carrier, or

[0317] (i) and (ii) both.

[0318] The present application also relates to a method for facilitating a fragrance effect of a composition, wherein the method comprises incorporating at least one compound of formula (I) into the composition.

[0319] In particular, the present application relates to a method of preparing a perfume composition, a body care composition, a hygiene article, a cleaning composition, a textile detergent composition, a composition for a fragrance dispenser, a food, a food supplement, a pharmaceutical composition or a crop protection composition, the method comprising including in the perfume composition, the body care composition, the hygiene article, the cleaning composition, the textile detergent composition, the composition for a fragrance dispenser, the food, the food supplement, the pharmaceutical composition or the crop protection composition at least one compound having formula (I).

[0320] In one embodiment, the present application relates to a method for imparting to a perfume composition, a body care composition, a hygiene article, a cleaning composition, a textile detergent composition, a composition for a fragrance dispenser, a food, a food supplement, a pharmaceutical composition or a crop protection composition a fragrance note reminiscent of a fresh note, a citrus note, a white floral note, a fruity note, a herbal note, a rose leaf note, a steamed green leaf note, a carrot path note, a woody note, a pencil shavings note, a rose oxide residue note or any combination of two or more of these elements, the method comprising including in the perfume composition, the body care composition, the hygiene article, the cleaning composition, the textile detergent composition, the composition for a fragrance dispenser, the food, the food supplement, the pharmaceutical composition or the crop protection composition at least one compound having formula (I).

[0321] amount

[0322] Generally, the total amount of the compound having formula (I) in the compositions, methods and uses according to the present application is typically adapted to the particular intended use or intended application and can thus vary within wide ranges. Generally, the conventional standard commercial amounts used for aroma chemicals, preferably for fragrances, are used.

[0323] Preferably, the compositions according to the present application comprise the compound having formula (I) in a total amount of 0.001 to 99.9 wt.%, based on the total weight of the composition.

[0324] In particular, the compositions comprise the compound having formula (I) in a total amount of 0.001 to 99.5 wt.%, preferably 50 to 99 wt.%, more preferably 80 to 95 wt.% and in particular 90 to 95 wt.%, based on the total weight of the composition.

[0325] In particular, the compositions comprise the compound having formula (I) in a total amount of 0.005 to 80 wt.%, preferably 0.1 to 30 wt.%, more preferably 1 to 20 wt.% and in particular 5 to 15 wt.%, based on the total weight of the composition.

[0326] In particular, the composition comprises the compound of formula (I) in a total amount of 0.001 to 20 wt.%, based on the total weight of the composition, preferably 0.005 to 6 wt.%, more preferably 0.05 to 4 wt.%, and in particular 0.1 to 3 wt.%.

[0327] The terms compound (I) and compound of formula (I) are used interchangeably throughout the specification. Additionally, the terms compound (I) and compound of formula (I) are used interchangeably throughout the specification.

[0328] Examples

[0329] In the following, a list of examples is provided to further illustrate the present disclosure, without intending to limit the present disclosure to the specific examples listed below.

[0330] 1. At least one compound of formula (I)

[0331]

[0332] compound of formula (I)

[0333] or a stereoisomer thereof,

[0334] wherein,

[0335] X1and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen; or

[0336] X3and X4together form a double bond between the carbon atoms to which they are bound, provided that X1and X2are hydrogen; or

[0337] X2and X3together form a double bond between the carbon atoms to which they are bound, provided that X1and X4are hydrogen,

[0338] for imparting a fragrance effect to a composition.

[0339] 2. Use according to embodiment 1, wherein the compound of formula (I) comprises,

[0340] at least one compound of formula (la)

[0341]

[0342] compound of formula (la)

[0343] or a stereoisomer thereof or a mixture of stereoisomers thereof,

[0344] or at least one compound of formula (lb),

[0345]

[0346] a compound of formula (Ib),

[0347] or at least one compound of formula (Ic),

[0348]

[0349] a compound of formula (Ic)

[0350] or a mixture thereof,

[0351] or a mixture thereof.

[0352] 3. Use of a mixture according to embodiment 2, wherein the weight ratio of the at least one compound of formula (Ia) to the at least one compound of formula (Ib) is in the range of 0.1 : 99.9 to 99.9 : 0.1.

[0353] 4. Use of a mixture according to embodiment 2, wherein the weight ratio of the at least one compound of formula (Ib) to the at least one compound of formula (Ic) is in the range of 0.1 : 99.9 to 99.9 : 0.1.

[0354] 5. Use of a mixture according to embodiment 2, wherein the weight ratio of the at least one compound of formula (Ia), the at least one compound of formula (Ib) and the at least one compound of formula (Ic), wherein the weight ratio of the three different compounds is in the range of 0.1 to 99.9 : 0.1 to 99.9 : 0.1 to 99.9.

[0355] 6. A method of imparting a fragrance effect to a composition, the method comprising at least the step of adding to the composition a compound of formula (I) according to any one of embodiments 1 to 5.

[0356] 7. Use or method according to any one of embodiments 1 to 6, wherein the fragrance effect is selected from the group consisting of fresh, citrus, white floral, fruity, herbal, rose leaf, steamed green leaf, carrot path, woody, pencil shavings, rose oxide residue, or any combination of two or more of these.

[0357] 8. Use or method according to any one of embodiments 1 to 7, wherein the at least one compound of formula (I) is used in a total amount in the range of > 0.001 wt.% to < 70.0 wt.% based on the total weight of the composition.

[0358] 9. A mixture comprising at least one compound of formula (I)

[0359]

[0360] a compound of formula (I)

[0361] or a stereoisomer thereof,

[0362] wherein

[0363] X1and X3together form a double bond between the carbon atoms to which they are bound, provided that X2and X4are hydrogen; or

[0364] X3and X4together form a double bond between the carbon atoms to which they are bound, provided that X1and X2are hydrogen; or

[0365] X2and X3together form a double bond between the carbon atoms to which they are bound, provided that X1and X4are hydrogen,

[0366] or a mixture thereof,

[0367] and a compound of formula (II)

[0368]

[0369] a compound of formula (II)

[0370] wherein the weight ratio of the at least one compound of formula (I) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00,

[0371] for imparting a lily of the valley and similar floral note to a composition.

[0372] 10. A method of imparting a fragrance effect to a composition, the method comprising at least the step of adding to the composition a mixture according to embodiment 9, wherein the weight ratio of the at least one compound of formula (I) and the compound of formula (II) is in the range of 0.01 : 99.99 to 20.00 : 80.00,

[0373] to impart a lily of the valley and similar floral note to a composition.

[0374] 11. A composition comprising,

[0375] i) at least one compound of formula (I) according to any one of embodiments 1 to 5, or a mixture of at least one compound of formula (I) and a compound of formula (II) according to embodiment 9, and

[0376] ii) at least one further aroma chemical (X) than the compounds of formulae (I) and (II), or

[0377] iii) at least one non-aromatic chemical carrier, or

[0378] iv) both (ii) and (iii).

[0379] 12. The composition according to embodiment 11, wherein the at least one compound of formula (I) according to embodiments 1 to 5, or the mixture of at least one compound of formula (I) and a compound of formula (II) according to embodiment 9 is present in a range of > 0.01 wt.% to < 70.0 wt.%, based on the total weight of the composition.

[0380] 13. The composition according to embodiment 11, wherein the at least one non-aromatic chemical carrier (ii) is selected from surfactants, oil components, antioxidants, deodorant active agents, or solvents.

[0381] 14. The composition according to any one of embodiments 11 to 13, wherein the composition is selected from a perfume composition, a body care composition, a hygiene article, a cleaning composition, a textile detergent composition, a composition for a fragrance dispenser, a food, a food supplement, a pharmaceutical composition, or a crop protection composition.

[0382] Examples:

[0383] The application is illustrated in detail by the following non-limiting working examples. More particularly, the test methods specified hereinafter are part of the general disclosure of the present application and are not limited to the specific working examples.

[0384] 1. Analytical methods and materials:

[0385] Materials:

[0386] Chemicals:

[0387] Chemicals were purchased from commercial suppliers (ABCR, Acros Organics, Alfa Aesar, Apollo Scientific, Fluorochem, Manchester Organics, Sigma-Aldrich, TCI) and used without further purification, unless otherwise noted.

[0388] Analytical methods:

[0389] NMR spectra:

[0390] Characterization was performed by 13 C-NMR and 1 H-NMR. 13 C-NMR and 1 H-NMR spectra were measured on a Bruker DPX-500 spectrometer.

[0391] (fast) column chromatography

[0392] (fast) column chromatography was performed using silica gel (60 A, 230-400 mesh, particle size: 43-63 pm) from Merck or using distilled technical grade solvents. The solvent mixtures and volume ratios (v / v) used as mobile phase for the chromatography were specified in the respective experiments. The fast column chromatography was performed in glass columns by applying slightly elevated air or argon (0.3 mbar) pressure.

[0393] gas chromatography (GC)

[0394] gas chromatography (GC) was performed on HP 6890 and 5890 series instruments equipped with split mode capillary injection system and flame ionization detector (FID) using hydrogen (H2) as carrier gas.

[0395] 2. Synthesis

[0396] A mixture of 3-isobutyl-1-methyl-cyclohexanol / Pyranol® (800 g), cyclohexane (500 ml) and 5% NaHSO4(40 g) was refluxed in a setup equipped with a Dean-Stark apparatus. The reaction mixture was maintained under refluxing conditions (89°C-100°C) until the water collection stopped (about 83 ml of water was collected). After completion of the reaction, the reaction mixture was washed with 2 N NaOH (200 ml), water and dried over Na2SO4, filtered and the solvent was removed by a rotary evaporator (50°C, 100 mbar) to get a crude mixture (770 g). This was further purified by fractional distillation (bath temperature up to 160°C, pot temperature up to 105°C, head temperature = 80°C-85°C at 30 mbar) to get 470 g of pure isomeric mixture, 2-isobutyl-4-methylenetetrahydropyran + 6-isobutyl-4-methyl-3,6-dihydro-2H-pyran + 2-isobutyl-4-methyl-3,6-dihydro-2H-pyran in the ratio (1.7 : 1 : 1).

[0397] For olfactory evaluation, the individual isomers were separated by a Spaltrohr distillation column according to the procedure reported in the literature. (Tetrahedron, 46 (7), 1990, 2411-2424)

[0398] Characterization of the compounds:

[0399] 2-isobutyl-4-methylenetetrahydropyran

[0400] 1H NMR (500 MHz, CDC13) δ = 4.68 (dq, J = 5.3, 1.9 Hz, 2H), 4.03 (ddd, J = 10.9, 5.6, 1.4 Hz, 1H), 3.33 (ddd, J = 12.3, 10.9, 2.7 Hz, 1H), 3.27 (dddd, J = 10.9, 8.4, 4.5, 2.4 Hz, 1H), 2.32 - 2.21 (m, 1H), 2.20 - 2.04 (m, 2H), 1.99 - 1.85 (m, 1H), 1.77 (ddq, J = 13.2, 8.3, 6.6 Hz, 1H), 1.49 (ddd, J = 14.1, 8.5, 5.8 Hz, 1H), 1.18 (ddd, J = 13.8, 8.4, 4.5 Hz, 1H), 0.93 - 0.83 (m, 6H).13C NMR (125 MHz, CDC13) δ = 22.23, 22.32, 24.31, 35.29, 41.63, 45.48, 68.66, 76.97, 108.16, 144.94. GC-MS: 154, 139, 97, 84, 67, 53, 41.

[0401] 6-isobutyl-4-methyl-3,6-dihydro-2H-pyran

[0402] 1 H NMR (500 MHz, CDC13) δ = 5.28 - 5.32 (bs, 1H), 4.13 (m c , 2H), 3.52 (m c , 1H), 1.89 - 1.93 (m, 1H), 1.77 - 1.85 (m, 2H), 1.69 (s, 3H), 1.45 (ddd, J = 13.9, 8.7, 5.6 Hz, 1H), 1.25 (m c1H), 0.85-0.97 (m, 6H). 13 C NMR (125 MHz, CDCl3) δ = 22.42, 22.42, 23.39, 24.42, 30.13, 44.06, 61.27, 71.96, 123.16, 132.15.

[0403] 2-Isobutyl-4-methyl-3,6-dihydro-2H-pyran-4-yl

[0404] 1 H NMR (500 MHz, CDCl3) δ = 5.42 – 5.34 (m, 1H), 4.10 (dq, J = 5.9, 2.0 Hz, 2H), 3.51 (dddd, J = 10.1, 8.3, 4.7, 3.6 Hz, 1H), 1.99 – 1.85 (m, 1H), 1.84 – 1.74 (m, 2H), 1.67 (s, 3H), 1.50 (ddd, J = 14.2, 8.3, 6.1 Hz, 1H), 1.23 (ddd, J = 13.7, 8.1, 4.7 Hz, 1H), 0.95 – 0.82 (m, 6H). 13 C NMR (125MHz, CDCl3) δ = 22.44, 23.01, 23.19, 24.40, 36.38, 45.16, 65.87, 71.96, 119.77, 131.93. GC-MS: 154, 139, 97.

[0405] 3. Olfactory effect

[0406] In order to test the quality and intensity of the compounds and mixtures of the application, a strip test was carried out.

[0407] To this end, an absorbent paper strip was immersed in a solution containing from 1 to 10 wt.% of the compound to be tested in triethyl citrate. After evaporation of the solvent (about 30 s), the olfactory evaluation of the aroma effect was carried out by a trained perfumer.

[0408] The aromatic effect of the compounds / mixtures according to the application is indicated in Table I below. The compounds were formulated in perfume compositions according to Tables II and III and are designated as compounds A.

[0409] Table I: Aromatic effect of the compounds / mixtures

[0410]

[0411] 4. Advantageous compositions

[0412] The compounds / mixtures as indicated in Table I were formulated into compositions according to Table II and Table III. The compounds / mixtures indicated in Table I are labeled as "Compound A" in Table II and Table III.

[0413] Table II: Compositions 1A and IB

[0414]

[0415] Table III: Compositions 2A and 2B

[0416]

[0417] The compositions according to Table II and Table III (i.e. 1A, IB, 2A, 2B) can be included in various compositions selected from the group consisting of: deodorant pump spray, cleansing conditioner, face wash gel, bubble bath concentrate, hair gel, self-foaming body wash, sprayable sun care lotion, sprayable sun protection lotion, cleansing face gel, 2-phase oil bubble bath, shampoo, shower gel, water-alcohol AP / deodorant pump spray, aerosol, water / alcohol AP / deodorant roll-on, "get out of bed" type styling gel, shaving foam, sensitive skin baby shampoo, sensitive skin body wash, sensitive scalp shine enhancing shampoo, deodorant stick, baby wipes, after shave balm, face gel, face day care cream, facial cleanser, body milk, sun protection SPF 50+, sprayable lotion, hand dishwashing detergent - regular, hand dishwashing detergent - concentrate, sanitary cleaner - concentrate, all-purpose cleaner, antibacterial fabric softener, detergent composition, powder detergent composition, and liquid detergent composition.

[0418] The person skilled in the art can be familiar with various general formulations for the above products.

[0419] The compositions 1A, IB, 2A, and 2B can be formulated, for example, in the specific formulations disclosed in IP.com No. IPCOM000258614D, entitled New Aroma Chemicals [New Aroma Chemicals] pages 6 to 46, Tables 1 to D13, wherein "Fragrance Composition 1A" is replaced by the same amount of composition 1A, IB, 2A, or 2B.

Claims

1. At least one compound having formula (I) Compounds having formula (I) Or its stereoisomers, in, X1 and X3 together form a double bond between the carbon atoms they are bonded to, provided that X2 and X4 are hydrogen atoms; or X3 and X4 together form a double bond between the carbon atoms they are bonded to, provided that X1 and X2 are hydrogen atoms; or X2 and X3 together form a double bond between the carbon atoms they are bonded to, provided that X1 and X4 are hydrogen atoms. Used to impart an aromatic effect to a composition.

2. The use according to claim 1, wherein, Compounds having formula (I) include, At least one compound having formula (Ia) Compounds having formula (Ia) Or its stereoisomers, Or at least one compound having formula (Ib), Compounds having formula (Ib), Or its stereoisomers, Or at least one compound having formula (Ic), Compounds having formula (Ic) Or its stereoisomers or mixtures thereof, or a mixture thereof, Used to impart an aromatic effect to a composition.

3. The use of the mixture according to claim 2, wherein, The weight ratio of at least one compound having formula (Ia) to at least one compound having formula (Ib) is in the range of 0.1:99.9 to 99.9:0.

1.

4. The use of the mixture according to claim 2, wherein, The weight ratio of at least one compound having formula (Ib) to at least one compound having formula (Ic) is in the range of 0.1:99.9 to 99.9:0.

1.

5. The use of the mixture according to claim 2, wherein, The weight ratio of at least one compound having formula (Ia), at least one compound having formula (Ib), and at least one compound having formula (Ic), wherein the weight ratio of the three different compounds is in the range of 0.1 to 99.9 : 0.1 to 99.9 : 0.1 to 99.

9.

6. A method for imparting an aromatic effect to a composition, the method comprising at least the step of adding a compound having formula (I) according to any one of claims 1 to 5 to the composition.

7. The use or method according to any one of claims 1 to 6, wherein, The fragrance effect is selected from the following groups: fresh, citrus, white floral, fruity, herbal, rose leaf, steamy green, carrot path, woody, pencil shaving, rose oxide residue, or any combination of two or more of these.

8. The use or method according to any one of claims 1 to 7, wherein, The at least one compound having formula (I) is used in a total amount ranging from ≥ 0.001 wt.% to ≤ 70.0 wt.% based on the total weight of the composition.

9. A mixture comprising at least one compound having formula (I). Compounds having formula (I) Or its stereoisomers, in, X1 and X3 together form a double bond between the carbon atoms they are bonded to, provided that X2 and X4 are hydrogen atoms; or X3 and X4 together form a double bond between the carbon atoms they are bonded to, provided that X1 and X2 are hydrogen atoms; or X2 and X3 together form a double bond between the carbon atoms they are bonded to, provided that X1 and X4 are hydrogen atoms. or a mixture thereof, and compounds having formula (II) Compounds having formula (II) The weight ratio of at least one compound having formula (I) to a compound having formula (II) is in the range of 0.01:99.00 to 20.00:80.

00. Used to impart an aromatic effect to the composition, such as a lily of the valley scent and similar floral notes.

10. A method for imparting an aromatic effect to a composition, the method comprising at least the step of adding a mixture according to claim 9 to the composition, wherein the weight ratio of at least one compound having formula (I) and a compound having formula (II) is in the range of 0.01:99.99 to 20.00:80.

00. To impart an aromatic effect to the composition, such as lily of the valley and similar floral scents.

11. A composition comprising, i) at least one compound having formula (I) according to any one of claims 1 to 5, or a mixture of at least one compound having formula (I) and a compound having formula (II) according to claim 9, and ii) at least one aromatic chemical (X) other than compounds having formulas (I) and (II), or iii) at least one non-aromatic chemical carrier, or iv)(ii) and (iii) both.

12. The composition according to claim 11, wherein, The presence of at least one compound of formula (I) according to claims 1 to 5, or a mixture of at least one compound of formula (I) and a compound of formula (II) according to claim 9, is in the range of ≥ 0.01 wt.% to ≤ 70.0 wt.% based on the total weight of the composition.

13. The composition according to claim 11, wherein, The at least one non-aromatic chemical carrier (ii) is selected from surfactants, oil components, antioxidants, deodorizing agents, or solvents.

14. The composition according to any one of claims 11 to 13, wherein, The composition is selected from perfume compositions, body care compositions, hygiene products, cleaning compositions, textile detergent compositions, compositions for fragrance dispensers, food, food supplements, pharmaceutical compositions, or crop protection compositions.

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