Composition comprising sinensal and sinensol and use thereof as aroma chemical

Abstract

The present invention relates to a composition comprising sinensal and sinensol, and to the use thereof as an aroma chemical. The invention relates moreover to the use of sinensol to enhance the persistence or to modify the aroma of sinensal or of a mixture of sinensal and farnesene.

Description

[0001] Composition comprising sinensal and sinensol and use thereof as aroma chemical

[0002] The present invention relates to a composition comprising sinensal and sinensol, and to the use thereof as an aroma chemical. The invention relates moreover to the use of sinensol to enhance the persistence or to modify the aroma of sinensal or of a mixture of sinensal and farnesene.

[0003] BACKGROUND OF THE INVENTION

[0004] Aroma chemicals, i.e. fragrances and flavouring agents, are of great interest especially in the field of cosmetics, cleaning and laundry compositions, foods, food supplements and beverages. Fragrances and flavourings of natural origin are mostly expensive, often limited in their available amount and, on account of fluctuations in environmental conditions, are also subject to variations in their content, purity etc. To circumvent these undesirable factors, it is therefore of great interest to create synthetic substances which have sensory properties that resemble more expensive natural fragrances or which have novel and interesting sensory profiles.

[0005] Despite a large number of already existing aroma chemicals, there is a constant need for new components in order to be able to satisfy the multitude of properties desired for extremely diverse areas of application. These include, firstly, the sensory properties, i.e. the compounds should have advantageous odiferous (olfactory) or gustatory properties. Furthermore, aroma chemicals should also have additional positive secondary properties, such as e.g. an efficient preparation method, the possibility of providing better sensory profiles as a result of synergistic effects with other aroma chemicals, a higher stability in a wide range of compositions as well as under certain application conditions, a higher extendibility and / or a better staying power.

[0006] However, since even small changes in chemical structure bring about massive changes in the sensory properties such as odor and also taste, the targeted search for substances with certain sensory properties, such as a certain odor or taste, is extremely difficult. The search for new fragrances and flavourings is therefore in most cases difficult and laborious without knowing whether a substance with the desired odor and / or taste will even actually be found.

[0007] Sinensal is the general term for the sesquiterpene aldehydes a-sinensal and - sinensal. Both a- and p-sinensal are known flavoring agents which occur in Chinese orange oil (Citrus sinensis L.).

[0008] Sinensal is also interesting as a fragrance; however its persistence is not satisfactory. Persistence or tenacity relates to the evaporation behavior over time of an aroma

[0009] M / BASFTR-4224-PC chemical (composition). For aroma chemicals with high persistence / tenacity, the time span after which the aroma impression can still be identified is long.

[0010] US 3,699,169 describes the synthesis of p-sinensal via oxidation of 2,6-dimethyl-10- methylene-2t,6t, 11 -dodecatrienol with MnC>2 in hexane. Similarly, US 3,974,226 describes the synthesis of a-sinensal via oxidation of 2,6, 10-trimethyl-2t,6t,9t, 11 - dodecatetraenol with MnC>2 in hexane. Both US documents describe sinensal as well as analogues thereof, such as the correspondig alcohols and esters, to have a flavor in the manner of citrus fruit.

[0011] H. Buurma et al. describe in Phytochemistry, 1978, 17, 2129-2130 the isolation of sesquiterpenes from the essential oil of Astrantia major, identifying inter alia p-sinensal, p-sinensol and p-sinensyl acetate as components.

[0012] It was the object of the present invention to provide a sinensal-containing aroma chemical which has a longer aroma persistence than sinensal itself. Additionally, the aroma chemical should show a more sophisticate aroma profile which is not limited to citrus fruit. Especially an additional woody note is desirable.

[0013] SUMMARY OF THE INVENTION

[0014] It was surprisingly found that these objects are achieved by the combination of sinensal with sinensol.

[0015] The present invention relates thus to a composition comprising

[0016] (a) sinensal; and

[0017] (b) sinensol.

[0018] Sinensal in terms of the present invention is the general term for the sesquiterpene aldehydes a-sinensal and p-sinensal. Analogously, sinensol is the general term for the sesquiterpene alcohols a-sinensol and p-sinensol.

[0019] In terms of the present invention, a-sinensal is the all-trans aldehyde (2E,6E,9E)- 2,6,10-trimethyl-2,6,9,11-docecatetraenal, and p-sinensal is the all-trans aldehyde (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrienal. Accordingly, a-sinensol in terms of the present invention is the all-trans alcohol (2E,6E,9E)-2,6,10-trimethyl- 2,6,9, 11-docecatetraen-1-ol, and p-sinensol is the all-trans alcohol (2E,6E)-2,6-dime- thyl-10-methylene-2,6,11-docecatrien-1-ol. The respective formulae are depicted below.

[0020] The present invention relates moreover to the use of said composition as an aroma chemical.

[0021] M / BASFTR-4224-PC The present invention relates also to the use of sinensol to enhance the persistence of the aroma of sinensal or of a mixture of sinensal and farnesene, and to the use of sinensol to modify the aroma of sinensal or of a mixture of sinensal and farnesene.

[0022] The present invention relates furthermore to a method of imparting an aroma impression to a composition, comprising at least the step of adding sinensal and sinensol to said composition; or comprising mixing simultaneously or consecutively sinensal and sinensol with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0023] The invention relates also to a method for enhancing the persistence of the aroma, preferably of the fragrance, of sinensal or of a mixture of sinensal and farnesene, comprising adding sinensol to sinensal or to a mixture of sinensal and farnesene or to a composition comprising sinensal and optionally also farnesene, and to a method for modifying the aroma, i.e. the flavour and / or the fragrance, in particular the flavour, of sinensal or of a mixture of sinensal and farnesene, comprising adding sinensol to sinensal or to a mixture of sinensal and farnesene or to a composition comprising sinensal and optionally also farnesene.

[0024] DETAILED DESCRIPTION OF THE INVENTION

[0025] Definitions

[0026] As mentioned above, sinensal in terms of the present invention is a-sinensal or - sinensal or a mixture of a-sinensal and p-sinensal, and analogously, sinensol is a- sinensol or p-sinensol or a mixture of a-sinensol and p-sinensol. a-Sinensal in terms of the present invention is the all-trans aldehyde (2E,6E,9E)- 2,6,10-trimethyl-2,6,9,11-docecatetraenal of the following formula: a-Sinensol in terms of the present invention is the corresponding alcohol of the following formula: p-Sinensal in terms of the present invention is the all-trans aldehyde (2E,6E)-2,6-dime- thyl-10-methylene-2,6,11-docecatrienal of the following formula:

[0027] M / BASFTR-4224-PC p-Sinensol in terms of the present invention is the corresponding alcohol of the following formula:

[0028] The term p-sinensyl acetate comprises all stereroisomers of the acetic acid ester of 2,6-dimethyl-10-methylene-2,6,11-docecatrien-1-ol.

[0029] The term sinensyl acetate comprises all stereroisomers of the acetic acid ester of 2,6,10-trimethyl-2,6,9,11-docecatetraen-1-ol and of the acetic acid ester of 2,6-dime- thyl- 10-methylene-2,6, 11 -docecatrien- 1 -ol .

[0030] In terms of the present invention, farnesene is a-farnesene or p-farnesene or a mixture of a-farnesene and p-farnesene. a-Farnesene is 3,7,11 -trimethyl- 1 , 3,6, 10-dodecatetraene and comprises four stereoisomers which differ in the double bond geometry at the 3- and 6-positions. The (3E,6E) isomer has following formula:

[0031] The (3E,6E) and (3Z,6E) isomers are reported to occur in nature; the other two isomers (3E,6Z) and (3Z,6Z) are synthetically available. p-Farnesene is 7,11-dimethyl-3-methylene-1 ,6,10-dodecatriene and comprises two stereoisomers which differ in the double bond geometry at the 6-position. The (6E) isomer has following formula:

[0032] The (6E) isomer is reported to occur in nature; the (6Z) isomer is synthetically available.

[0033] M / BASFTR-4224-PC The term “aroma chemical” denotes a substance (in the present case it denotes also a mixture of substances, such as sinensal and sinensol) which is used to obtain a sensory or organoleptic (used interchangeably herein) impression and comprises its use to obtain an olfactory and / or a flavor impression. The term "olfactory impression" or “olfactory note” (used interchangeably here) denotes an odor impression without any positive or negative judgement, while the term “scent impression” or “fragrance impression” (used interchangeably herein) as used herein is connected to an odor impression which is generally felt as pleasant. Thus a “fragrance” or “scent” denotes an aroma chemical which predominately induces a pleasant odor impression. A flavor denotes an aroma chemical which induces a taste impression. Sensory or organoleptic impression is related to the sensory perception of humans.

[0034] The term “aroma composition”, as used herein, refers to a composition which induces or has an aroma. The term aroma composition comprises “odor composition” and / or “flavor composition”. An odor composition is a composition which predominately induces an odor impression, and a flavor composition is a composition which predominantly induces a taste impression.

[0035] The term “aroma profile” denotes the overall aroma impression of an aroma chemical and is composed of the individual aroma impressions of an aroma chemical.

[0036] The term “odor composition” comprises “fragrance composition” or “scent composition’ (used interchangeably herein), which predominately induce an odor impression which is generally felt as pleasant.

[0037] The general expressions "advantageous sensory properties" or "advantageous organoleptic properties" describe the niceness and conciseness of an organoleptic impression conveyed by an aroma chemical. "Niceness" and "conciseness" are terms which are familiar to the person skilled in the art, such as a perfumer or a flavorist. Niceness generally refers to a spontaneously brought about, positively perceived, pleasant sensory impression. However, "nice" does not have to be synonymous with "sweet". "Nice" can also be the odor of musk or sandalwood. "Conciseness" generally refers to a spontaneously brought about sensory impression which - for the same test panel - brings about a reproducibly identical reminder of something specific. For example, a substance can have an odor which is spontaneously reminiscent of that of an "apple": the odor would then be concisely of "apples". If this apple odor were very pleasant because the odor is reminiscent, for example, of a sweet, fully ripe apple, the odor would be termed "nice". However, the odor of a typically tart apple can also be concise. If both reactions arise upon smelling the substance, in the example thus a nice and concise apple odor, then this substance has particularly advantageous sensory properties.

[0038] M / BASFTR-4224-PC The expressions "combination of", "in combination with" or "combined with" when used herein referring to the compositions, methods or the use of two compounds, take account of the fact that the two compounds do not need to be used in the form of a physical mixture of said compounds but can be used (e.g. added) separately. Where the compounds are used separately, they can be used (e.g. added) sequentially (i.e. one after the other) in any order, or concurrently (i.e. basically at the same time).

[0039] The term “boosting”, or “boost” is used herein to describe the effect of enhancing and / or modifying the aroma of an aroma chemical or of a composition, respectively of an aroma composition. The term “enhancing” comprises an improvement of the niceness and / or conciseness of an aroma and / or an improvement of the intensity. The term “modifying” comprises the change of an aroma profile. The terms “niceness” and “conciseness” are familiar to the person skilled in the art, such as a perfumer or flavorist, and have the respective meaning.

[0040] The intensity can be determined via a threshold value determination. A threshold value of an odor is the concentration of a substance in the relevant gas space at which an odor impression can just still be perceived by a representative test panel, although it no longer has to be defined.

[0041] Booster effects are particularly desired in fragrance composition when top-note-charac- terized applications are required, in which the odor is to be conveyed particularly quickly and intensively, for example in deodorants, air fresheners or in the taste sector in chewing gums.

[0042] The term “persistence” or “tenacity” (used interchangeably herein) describes the evaporation behavior over time of an aroma chemical. The tenacity can for example be determined by applying the aroma chemical to a test strip, and by subsequent olfactory evaluation of the odor impression of the test strip. For aroma chemicals with high tenacity the time span after which a test panel can still identify an aroma impression is long.

[0043] The term “substantivity” describes the interaction of an aroma chemical with a surface, such as for example the skin or a textile, especially after subsequent treatment of the surface, such as for example washing. The substantivity can for example be determined by washing a textile with a textile detergent composition comprising the aroma chemical and subsequent olfactory evaluation of the textile directly after washing (wet textile) as well as evaluation of the dry textile after prolonged storage.

[0044] M / BASFTR-4224-PC The term “stability” describes the behavior of an aroma chemical upon contact with oxygen, light and / or other substances. An aroma chemical with high stability maintains its aroma profile over a long period in time, preferably in a large variety of compositions and under various storage conditions.

[0045] In order to impart a long-lasting aroma impression to a composition or to a surface treated with a composition, the persistence (tenacity), the substantivity as well as the stability of the aroma chemical in the compositions should preferably be high.

[0046] Unless stated otherwise or apparent from the context, ppm in terms of the present invention relates to the weight of the respective compound, relative to the weight of the respective reference. 1 ppm corresponds thus to 10'4% by weight.

[0047] Unless stated otherwise, the remarks made below concerning preferred definitions, e.g. of the components of the composition, their amounts etc., apply to the compositions, uses and methods of the invention.

[0048] Embodiments (E.x) of the invention

[0049] General and preferred embodiments E.x are summarized in the following, non-exhaus- tive list. Further preferred embodiments become apparent from the paragraphs following this list.

[0050] E.1. A composition comprising

[0051] (a) sinensal; and

[0052] (b) sinensol.

[0053] E.2. The composition according to embodiment E.1, comprising a-sinensal and a- sinensol, or comprising p-sinensal and p-sinensol, or comprising a-sinensal, p- sinensal and one or both of a-sinensol and p-sinensol.

[0054] E.3. The composition according to embodiment E.2, comprising a-sinensal and a- sinensol.

[0055] E.4. The composition according to embodiment E.2, comprising p-sinensal and p- sinensol.

[0056] E.5. The composition according to any of the preceding embodiments, where sinensol is present in an overall amount of 5 ppm to 70% by weight, relative to the overall weight of sinensal and sinensol.

[0057] E.6. The composition according to embodiment E.5, where sinensol is present in an overall amount of 0.001 to 60% by weight, relative to the overall weight of sinensal and sinensol.

[0058] M / BASFTR-4224-PC E.7. The composition according to embodiment E.6, where sinensol is present in an overall amount of 0.01 to 50% by weight, relative to the overall weight of sinensal and sinensol.

[0059] E.8. The composition according to embodiment E.7, where sinensol is present in an overall amount of 0.1 to 40% by weight, relative to the overall weight of sinensal and sinensol.

[0060] E.9. The composition according to embodiment E.8, where sinensol is present in an overall amount of 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0061] E.10. The composition according to embodiment E.5, where sinensol is present in an overall amount of 10 to 60% by weight, relative to the overall weight of sinensal and sinensol.

[0062] E.11. The composition according to embodiment E.10, where sinensol is present in an overall amount of 20 to 50% by weight, relative to the overall weight of sinensal and sinensol.

[0063] E.12. The composition according to embodiment E.11 , where sinensol is present in an overall amount of 25 to 40% by weight, relative to the overall weight of sinensal and sinensol.

[0064] E.13. The composition according to embodiment E.12, where sinensol is present in an overall amount of 30 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0065] E.14. The composition according to any of embodiments E.1 to E.4, where the weight ratio of sinensal to sinensol is of from 500:1 to 1 :3.

[0066] E.15. The composition according to embodiment E.14, where the weight ratio of sinensal to sinensol is of from 300: 1 to 1 : 1 .

[0067] E.16. The composition according to embodiment E.15, where the weight ratio of sinensal to sinensol is of from 250:1 to 1.5:1.

[0068] E.17. The composition according to any of the preceding embodiments, further comprising farnesene.

[0069] E.18. The composition according to embodiment E.17, where farnesene is comprised in an amount of 0.1 to 90% by weight, relative to the overall weight of sinensal and farnesene.

[0070] E.19. The composition according to embodiment E.18, where farnesene is comprised in an amount of 0.5 to 85% by weight, relative to the overall weight of sinensal and farnesene.

[0071] E.20. The composition according to embodiment E.19, where farnesene is comprised in an amount of 1 to 85% by weight, relative to the overall weight of sinensal and farnesene.

[0072] E.21. The composition according to any of embodiments E.17 to E.20, comprising a- sinensal, a-sinensol and a-farnesene.

[0073] M / BASFTR-4224-PC E.22. The composition according to any of embodiments E.17 to E.20, comprising p- sinensal, p-sinensol and p-farnesene.

[0074] E.23. The composition according to any of embodiments E.1 to E.16, where following provisos (i) or (ii) or both (i) and (ii) apply:

[0075] (i) if the composition does not comprise farnesene, the composition does not comprise hexane; and / or

[0076] (ii) if the composition comprises p-sinensal and p-sinensol, and no farnesene, the composition does not comprise p-sinensyl acetate.

[0077] E.24. The composition according to embodiment E.23, where both provisos (i) and (ii) apply.

[0078] E.25. The composition according to any of the preceding embodiments, where the composition does not comprise hexane.

[0079] E.26. The composition according to any of the preceding embodiments, where the composition does not comprise p-sinensyl acetate.

[0080] E.27. The composition according to embodiment E.26, where the composition does not comprise sinensyl acetate.

[0081] E.28. The composition according to any of the preceding embodiments, where the composition does not comprise p-elemene.

[0082] E.29. The composition according to embodiment E.28, where the composition does not comprise elemene.

[0083] E.30. The composition according to any of embodiments E.17 to E.29, where a-farne- sene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0084] E.31. The composition according to any of the preceding embodiments, where the composition is selected from the group consisting of foods, food supplements, beverages, aroma concentrates, compositions / liquids for aroma therapy, pharmaceutical compositions, crop protection compositions, perfume compositions, body care compositions, hygiene articles, cleaning compositions, textile detergent compositions and compositions for scent dispensers.

[0085] E.32. The use of the composition as defined in any of embodiments E.1 to E.30 as an aroma chemical.

[0086] E.33. The use of sinensol to enhance the persistence of the aroma of sinensal.

[0087] E.34. The use according to embodiment E.33, to enhance the persistence of the odor, in particular the fragrance of sinensal.

[0088] E.35. The use according to embodiment E.33, to enhance the persistence of the flavour of sinensal.

[0089] E.36. The use of sinensol to enhance the persistence of the aroma of a mixture of sinensal and farnesene.

[0090] E.37. The use according to embodiment E.36, to enhance the persistence of the odor, in particular the fragrance of a mixture of sinensal and farnesene.

[0091] E.38. The use according to embodiment E.36, to enhance the persistence of the flavour of a mixture of sinensal and farnesene.

[0092] M / BASFTR-4224-PC E.39. The use according to any of embodiments E.33 to E.38, of a-sinensol to enhance the persistence of the aroma of a-sinensal or of a mixture of a-sinensal and a-far- nesene.

[0093] E.40. The use according to any of embodiments E.33 to E.38, of p-sinensol to enhance the persistence of the aroma of p-sinensal or of a mixture of p-sinensal and p-far- nesene.

[0094] E.41. The use of sinensol to modify the aroma of sinensal.

[0095] E.42. The use according to embodiment E.41, to modify the flavour of sinensal.

[0096] E.43. The use according to embodiment E.41, to modify the odor, in particular the fragrance of sinensal.

[0097] E.44. The use of sinensol to modify the aroma of a mixture of sinensal and farnesene.

[0098] E.45. The use according to embodiment E.44, to modify the flavour of a mixture of sinensal and farnesene.

[0099] E.46. The use according to embodiment E.44, to modify the odor, in particular the fragrance of a mixture of sinensal and farnesene.

[0100] E.47. The use according to any of embodiments E.41 to E.46, of a-sinensol to modify the aroma of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0101] E.48. The use according to any of embodiments E.41 to E.46, of p-sinensol to modify the aroma of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0102] E.49. The use according to any of embodiments E.41 to E.48, to add a woody note to the aroma of sinensal or of a mixture of sinensal and farnesene.

[0103] E.50. The use according to embodiment E.49, of a-sinensol to add a woody note or a combination of a woody and a chocolate note to the odor, in particular the fragrance of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0104] E.51. The use according to embodiment E.49, of a-sinensol to add a woody note or a combination of a woody, yuzu and albedo note to the flavour of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0105] E.52. The use according to embodiment E.49, of p-sinensol to add a woody note to the odor, in particular the fragrance of p-sinensal or of a mixture of p-sinensal and p- farnesene.

[0106] E.53. The use according to embodiment E.49, of p-sinensol to add a woody note to the flavour of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0107] E.54. The use according to any of embodiments E.32 to E.53, where sinensol is used in an overall amount of 5 ppm to 70% by weight, relative to the overall weight of sinensal and sinensol.

[0108] E.55. The use according to embodiment E.54, where sinensol is used in an overall amount of 0.001 to 60% by weight, relative to the overall weight of sinensal and sinensol.

[0109] M / BASFTR-4224-PC E.56. The use according to embodiment E.55, where sinensol is used in an overall amount of 0.01 to 50% by weight, relative to the overall weight of sinensal and sinensol.

[0110] E.57. The use according to embodiment E.56, where sinensol is used in an overall amount of 0.1 to 40% by weight, relative to the overall weight of sinensal and sinensol.

[0111] E.58. The use according to embodiment E.57, where sinensol is used in an overall amount of 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0112] E.59. The use according to embodiment E.54, where sinensol is used in an overall amount of 10 to 60% by weight, relative to the overall weight of sinensal and sinensol.

[0113] E.60. The use according to embodiment E.59, where sinensol is used in an overall amount of 20 to 50% by weight, relative to the overall weight of sinensal and sinensol.

[0114] E.61. The use according to embodiment E.60, where sinensol is used in an overall amount of 25 to 40% by weight, relative to the overall weight of sinensal and sinensol.

[0115] E.62. The use according to embodiment E.61, where sinensol is used in an overall amount of 30 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0116] E.63. The use according to any of embodiments E.32 to E.52, where the weight ratio of sinensal to sinensol is of from 500:1 to 1:3.

[0117] E.64. The use according to embodiment E.63, where the weight ratio of sinensal to sinensol is of from 300:1 to 1:1.

[0118] E.65. The use according to embodiment E.64, where the weight ratio of sinensal to sinensol is of from 250:1 to 1.5:1.

[0119] E.66. The use according to any of embodiments E.36 to E.65, where a-farnesene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0120] E.67. A method of imparting an aroma impression to a composition comprising at least the step of adding sinensal and sinensol to said composition; or comprising mixing simultaneously or consecutively sinensal and sinensol with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0121] E.68. The method according to embodiment E.67, comprising at least the step of adding sinensal, sinensol and farnesene to said composition; or comprising mixing simultaneously or consecutively sinensal, sinensol and farnesene with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0122] E.69. The method according to any of embodiments E.67 or E.68, where the composition does not comprise p-sinensyl acetate.

[0123] M / BASFTR-4224-PC E.70. The method according to embodiment E.69, where the composition does not comprise sinensyl acetate.

[0124] E.71. The method according to any of embodiments E.67 to E.70, where the composition does not comprise p-elemene.

[0125] E.72. The method according to embodiment E.71 , where the composition does not comprise elemene.

[0126] E.73. The method according to any of embodiments E.67 to E.72, where farnesene is a-farnesene, p-farnesene or a mixture of a-farnesene and p-farnesene, where a- farnesene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0127] In a preferred embodiment, the composition of the invention comprises a-sinensal and a-sinensol (“a-set”). In a particular embodiment, the a-set does not comprise p-sinen- sal and p-sinensol, at least not in essential amounts; “not in essential amounts” meaning at most 5% by weight, preferably at most 1 % by weight, relative to the total weight of a-sinensal and a-sinensol.

[0128] In another preferred embodiment, the composition of the invention comprises p-sinen- sal and p-sinensol (“p-set”). In a particular embodiment, the p-set does not comprise a- sinensal and a-sinensol, at least not in essential amounts; “not in essential amounts” meaning at most 5% by weight, preferably at most 1% by weight, relative to the total weight of p-sinensal and p-sinensol.

[0129] In yet another preferred embodiment, the composition of the invention comprises a- sinensal, p-sinensal and one or both of a-sinensol and p-sinensol (“mixed set”).

[0130] More preference is however given to the a-set or to the p-set.

[0131] Preferably, sinensol is contained in the composition in an overall amount of 5 ppm to 70% by weight, more preferably 0.001 to 60% by weight, even more preferably 0.01 to 50% by weight, in particular 0.1 to 40% by weight, and specifically 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0132] In an alternatively preferred embodiment, the weight ratio of sinensal to sinensol is of from 500:1 to 1 :3, more preferably from 300:1 to 1 :1 , and in particular from 250:1 to 1.5:1.

[0133] In an embodiment of the present invention, the composition further comprises farnesene. The composition thus comprises in this case:

[0134] (a) sinensal;

[0135] M / BASFTR-4224-PC (b) sinensol; and

[0136] (c) farnesene

[0137] Preferably, farnesene is comprised in an amount of 0.1 to 90% by weight, preferably 0.5 to 85% by weight, in particular 1 to 85% by weight, relative to the overall weight of sinensal and farnesene.

[0138] In a preferred embodiment, the composition comprises a-sinensal, a-sinensol and a- farnesene (“a’-set”). In a particular embodiment, the a’-set does not comprise p-sinen- sal, p-sinensol and p-farnesene, at least not in essential amounts; “not in essential amounts” meaning at most 5% by weight, preferably at most 1% by weight, relative to the total weight of a-sinensal, a-sinensol and a-farnesene.

[0139] In another preferred embodiment, the composition comprises p-sinensal, p-sinensol and p-farnesene (“P’-set”). In a particular embodiment, the p’-set does not comprise a- sinensal, a-sinensol and a-farnesene, at least not in essential amounts; “not in essential amounts” meaning at most 5% by weight, preferably at most 1% by weight, relative to the total weight of p-sinensal, p-sinensol and p-farnesene.

[0140] In yet another preferred embodiment, the composition comprises a-sinensal, p-sinen- sal, one or both of a-sinensol and p-sinensol and one or both of a-farnesene and p-far- nesene (“mixed’ set”).

[0141] More preference is however given to the a’-set or to the p’-set.

[0142] In a specific embodiment, following provisos (i) or (ii) or both (i) and (ii) apply to the composition of the invention:

[0143] (i) if the composition does not comprise farnesene, the composition does not comprise hexane; and / or

[0144] (ii) if the composition comprises p-sinensal and p-sinensol, and no farnesene, the composition does not comprise p-sinensyl acetate.

[0145] In a more specific embodiment, both provisos (i) and (ii) apply.

[0146] Even more specifically, the composition does not comprise hexane (irrespective of whether or not the composition comprises farnesene). Alternatively or additionally, in an even more specific embodiment, the composition does not comprise p-sinensyl acetate (irrespective of whether or not the composition comprises farnesene and of whether or not the composition comprises p-sinensal and p-sinensol). Alternatively or additionally, in an even more specific embodiment, the composition does not comprise

[0147] M / BASFTR-4224-PC sinensyl acetate (irrespective of whether or not the composition comprises farnesene and of whether or not the composition comprises p-sinensal and p-sinensol). Alternatively or additionally, in an even more specific embodiment, the composition does not comprise p-elemene (irrespective of whether or not the composition comprises farnesene and of whether or not the composition comprises p-sinensal and p-sinensol). Alternatively or additionally, in an even more specific embodiment, the composition does not comprise elemene (irrespective of whether or not the composition comprises farnesene and of whether or not the composition comprises p-sinensal and p-sinensol). Alternatively or additionally, in a very specific embodiment, the composition does not comprise any of sinensyl acetate and elemene (irrespective of whether or not the composition comprises farnesene and of whether or not the composition comprises p- sinensal and p-sinensol).

[0148] Preferably, a-farnesene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0149] The composition can be prepared by usual means, such as mixing sinensal, sinensol and optionally farnesene in the desired mixing ratios, optionally under heating. If the composition is to comprise farnesene, mixtures of sinensal and farnesene as obtained from biotechnological processes as described for example in WO 2023 / 012370 can be used as starting material and supplemented with sinensol in the desired amount.

[0150] If the composition comprises other components in addition to sinensal, sinensol and the optional farnesene (examples of such components are given below), such composition can be prepared by mixing sinensal, sinensol and optionally farnesene with a part of with all other components to be contained in the composition, in combination or separately, simultaneously or consecutively, if desired under heating.

[0151] The composition of the invention can be a composition in which sinensal, sinensol and the optionally present farnesene are the major constituents of the composition and make up, for example, 20 to 100% by weight of the composition, the remainder, if any, being generally just one or more diluents, and optionally one or more stabilizers and / or preservatives, if desired. If a mixture of sinensal and farnesene as obtained from biotechnological processes as described for example in WO 2023 / 012370 is used as starting material, the composition may also contain side products of such processes as far as these are not harmful for the desired use of the composition. Alternatively, such mixtures of sinensal and farnesene as obtained from biotechnological processes can of course also be rid of further side products before being used in the composition of the present invention.

[0152] M / BASFTR-4224-PC Alternatively, the composition of the invention can be a composition in which sinensal, sinensol and the optionally present farnesene are not the major constituents. Examples of such compositions are foods, food supplements, beverages, aroma concentrates (especially if these contain further aroma components), compositions for aroma therapy (especially if these contain further aroma components), pharmaceutical compositions, crop protection compositions, perfume compositions, body care compositions, hygiene articles, cleaning compositions, textile detergent compositions and compositions for scent dispensers, where the combination of sinensal, sinensol and the optionally present farnesene contribute to the aroma. Further details are given below.

[0153] In a preferred embodiment the composition comprises, in addition to sinensal, sinensol and optionally farnesene, at least one further component selected from the group consisting of aroma chemicals (termed compound (X) in the following) different from sinensal, sinensol and farnesene, non-aroma chemical carriers, anti-oxidants and deodor- ant-active agents.

[0154] The non-aroma chemical carriers, anti-oxidants and deodorant-active agents are of course also different from sinensal, sinensol and farnesene.

[0155] A composition comprising in addition to sinensal, sinensol and optionally farnesene at least one further component selected from the group consisting of aroma chemicals (X), non-aroma chemical carriers, anti-oxidants and deodorant-active agents is also termed composition B in the following.

[0156] The non-aroma chemical carrier is in particular selected from the group consisting of surfactants, oil components (emollients) and solvents.

[0157] Thus, in a preferred embodiment, composition B comprises sinensal, sinensol and optionally farnesene, and at least one further component selected from the group consisting of aroma chemicals (X) different from sinensal, sinensol and farnesene, surfactants, oil components, solvents, anti-oxidants and deodorant-active agents.

[0158] Preferably, composition B comprises the combination of sinensal, sinensol and optionally farnesene in a total amount in the range from 1 ppm to 99.9% by weight, more preferably from 0.001 to 99.9% by weight, even more preferably from 0.005 to 90% by weight, particularly preferably from 0.01 to 80% by weight, in particular from 0.05 to 60% by weight, more particularly from 0.1 to 40% by weight, e.g. from 0.1 to 10% by weight or 0.5 to 5% by weight, based on the total weight of composition B.

[0159] Aroma chemical different from sinensal, sinensol and farnesene

[0160] M / BASFTR-4224-PC In one embodiment, the composition comprises one or more aroma chemicals (also referred to as aroma chemical (X)) which are different from sinensal, sinensol and farne- sene.

[0161] By virtue of their physical properties, the combination of sinensal, sinensol and optionally farnesene is well combinable with aroma chemicals which are different therefrom and other customary ingredients in aroma compositions, in particular fragrance compositions. This allows, e.g., the creation of aroma compositions (preferably fragrance compositions) which have novel advantageous sensory profiles.

[0162] The aroma chemical (X) is preferably selected from: geranyl acetate, alpha-hexylcinnamaldehyde, 2 phenoxyethyl isobutyrate, dihydromyrcenol, methyl dihydrojasmonate, 4, 6, 6, 7, 8, 8 hexamethyl-1 ,3,4,6,7,8-hexa-hydro-,cyclo- penta[g]benzopyran, tetrahydrolinalool, ethyllinalool, benzyl salicylate, 2 methyl-3-(4- tert-butylphenyl)propanal, cinnamyl alcohol, 4,7 methano-3a,4,5,6,7,7a-hexahydro-5 indenyl acetate and / or 4,7 methano-3a,4,5,6,7,7a-hexahydro-6-indenyl acetate, citronellol, citronellyl acetate, tetrahydrogeraniol, vanillin, linalyl acetate, styrolyl acetate, octahydro-2, 3, 8, 8-tetramethyl-2-acetonaphthone and / or 2 acetyl-1 ,2,3,4,6,7,8-octahy- dro-2,3,8,8-tetramethylnaphthalene, hexyl salicylate, 4 tert-butylcyclohexyl acetate, 2- tert-butylcyclohexyl acetate, alpha-ionone, n alpha-methylionone, alpha-iso-methylio- none, coumarin, terpinyl acetate, 2 phenylethyl alcohol, 4-(4-hydroxy-4-methylpentyl)- 3-cyclohexene-carboxaldehyde, alpha-amylcinnamaldehyde, ethylene brassylate, (E) and / or (Z)-3-methylcyclopentadec-5 enone, 15-pentadec-11-enolide and / or 15-penta- dec-12-enolide, 15-cyclo-,pentadecanolide, 1 -(5,6,7, 8-tetrahydro-3, 5, 5,6,8, 8-hexame- thyl-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-hex- enyl acetate, trans-2 / cis-6-nonadienol, 2,4-dimethyl-3-cyclohexenecarboxaldehyde, 2,4,4,7-tetramethyloct-6-en-3-one, 2,6-dimethyl-5-hepten-1-al, borneol, 3 (3 iso- propylphenyl)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, 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.

[0163] In a preferred embodiment, the at least one aroma chemical (X) is selected from 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.

[0164] In another preferred embodiment, the at least one aroma chemical (X) is selected from ethylvanillin, vanillin, 2,5-dimethyl-4-hydroxy-2H-furan-3-one (furaneol) and 3-hydroxy- 2-methyl-4H-pyran-4-one (maltol).

[0165] M / BASFTR-4224-PC Further aroma chemicals with which can be combined to give a composition according to the present invention can be found, e.g., in S. Arctander, Perfume and Flavor Chemicals, Vol. I and II, Montclair, N. J., 1969, self-published or H. Surburg and J. Panten, Common Fragrance and Flavor Materials, 4th Ed., Wiley-VCH, Weinheim 2016. Specifically, mention may be made of: extracts from natural raw materials such as essential oils, concretes, absolutes, resins, resinoids, balsams, tinctures such as e.g. ambergris tincture; amyris oil; angelica seed oil; angelica root oil; aniseed oil; valerian oil; basil oil; tree moss absolute; bay oil; mugwort oil; benzoin resin; bergamot oil; beeswax absolute; birch tar oil; bitter almond oil; savory oil; buchu leaf oil; cabreuva oil; cade oil; calmus oil; camphor oil; cananga oil; cardamom oil; cascarilla oil; cassia oil; cassia absolute; castoreum absolute; cedar leaf oil; cedar wood oil; cistus oil; citronella oil; lemon oil; copaiba balsam; copaiba balsam oil; coriander oil; costus root oil; cumin oil; cypress oil; davana oil; dill weed oil; dill seed oil; Eau de brouts absolute; oak moss absolute; elemi oil; tarragon oil; eucalyptus citriodora oil; eucalyptus oil; fennel oil; pine needle oil; galbanum oil; galbanum resin; geranium oil; grapefruit oil; guaiacwood oil; gurjun balsam; gurjun balsam oil; helichrysum absolute; helichrysum oil; ginger oil; iris root absolute; iris root oil; jasmine absolute; calmus oil; camomile oil blue; roman camomile oil; carrot seed oil; cascarilla oil; pine needle oil; spearmint oil; caraway oil; labda- num oil; labdanum absolute; labdanum resin; lavandin absolute; lavandin oil; lavender absolute; lavender oil; lemongrass oil; lovage oil; lime oil distilled; lime oil pressed; linalool oil; litsea cubeba oil; laurel leaf oil; mace oil; marjoram oil; mandarin oil; massoia bark oil; mimosa absolute; musk seed oil; musk tincture; clary sage oil; nutmeg oil; myrrh absolute; myrrh oil; myrtle oil; clove leaf oil; clove flower oil; neroli oil; olibanum absolute; olibanum oil; opopanax oil; orange blossom absolute; orange oil; origanum oil; palmarosa oil; patchouli oil; perilla oil; peru balsam oil; parsley leaf oil; parsley seed oil; petitgrain oil; peppermint oil; pepper oil; pimento oil; pine oil; pennyroyal oil; rose absolute; rose wood oil; rose oil; rosemary oil; Dalmatian sage oil; Spanish sage oil; sandalwood oil; celery seed oil; spike-lavender oil; star anise oil; styrax oil; tagetes oil; fir needle oil; tea tree oil; turpentine oil; thyme oil; tolubalsam; tonka absolute; tuberose absolute; vanilla extract; violet leaf absolute; verbena oil; vetiver oil; juniper berry oil; wine lees oil; wormwood oil; winter green oil; hyssop oil; civet absolute; cinnamon leaf oil; cinnamon bark oil, and fractions thereof, or ingredients isolated therefrom; individual fragrances from the group of hydrocarbons, such as e.g. 3 carene; alpha-pi- nene; beta-pinene; alpha-terpinene; gamma-terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; valencene; (E,Z)-1 ,3,5-undecatriene; styrene; diphenylmethane;

[0166] M / BASFTR-4224-PC the aliphatic alcohols such as e.g. 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; mixture of 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-meth- yleneheptan-2-ol; (E,Z)-2,6-nonadienol; 3,7-dimethyl-7-methoxyoctan-2-ol; 9-decenol; 10-undecenol; 4-methyl-3-decen-5-ol; the aliphatic aldehydes and acetals thereof such as e.g. hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; tridecanal; 2-methyloctanal; 2-methylnona- nal; (E)-2-hexenal; (Z)-4-heptenal; 2,6-dimethyl-5-heptenal; 10-undecenal; (E)-4-de- cenal; 2-dodecenal; 2,6,10-trimethyl-9-undecenal; 2,6,10 trimethyl-5,9-undecadienal; heptanal diethylacetal; 1,1-dimethoxy-2,2,5 trimethyl-4-hexene; citronellyloxyacetalde- hyde; (E / Z)-1-(1-methoxypropoxy)-hex-3-ene; the aliphatic ketones and oximes thereof such as e.g. 2-heptanone; 2-octanone; 3-octanone; 2-nonanone; 5-methyl-3-hep- tanone; 5-methyl-3 heptanone oxime; 2,4,4,7-tetramethyl-6-octen-3-one; 6-methyl-5- hepten-2-one; the aliphatic sulfur-containing compounds such as e.g. 3-methylthiohexanol; 3-methyl- thiohexyl acetate; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3-mercaptohexyl butyrate; 3-acetylthiohexyl acetate; 1-menthene-8-thiol; the aliphatic nitriles such as e.g. 2-nonenenitrile; 2-undecenenitrile; 2 tridecenenitrile; 3,12-tridecadienenitrile; 3,7-dimethyl-2,6-octadienenitrile; 3,7-dimethyl-6 octenenitrile; the esters of aliphatic carboxylic acids such as e.g. (E) and (Z)-3-hexenyl formate; ethyl acetoacetate; isoamyl acetate; hexyl acetate; 3,5,5-trimethylhexyl acetate; 3 me- thyl-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-methylpentanoate; ethyl hexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; ethyl (E,Z)-2,4-decadienoate; methyl 2-octinate; methyl 2-noninate; allyl 2-isoamyloxy acetate; methyl-3,7-dimethyl-2,6-octadienoate; 4- methyl-2-pentyl crotonate; the acyclic terpene alcohols such as e.g. 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 the formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2 butenoates thereof;

[0167] M / BASFTR-4224-PC the acyclic terpene aldehydes and ketones such as e.g. geranial; neral; citronellal; 7 hydroxy-3, 7-dimethyloctanal; 7 methoxy-3,7-dimethyloctanal; 2,6,10-trimethyl-9 unde- cenal; geranyl acetone; as well as the dimethyl and diethylacetals of geranial, neral, 7- hydroxy-3, 7-dimethyloctanal; the cyclic terpene alcohols such as e.g. menthol; isopulegol; alpha-terpineol; terpine-4-ol; menthan-8-ol; menthan-1-ol; menthan-7-ol; borneol; isoborneol; linalool oxide; nopol; cedrol; ambrinol; vetiverol; guajol; and the formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenoates thereof; the cyclic terpene aldehydes and ketones such as e.g. menthone; isomenthone; 8 mer- captomenthan-3-one; carvone; camphor; fenchone; alpha-ionone; beta-ionone; alpha- n-methylionone; beta-n-methylionone; alpha-isomethylionone; beta-isomethylionone; alpha-irone; alpha-damascone; beta-damascone; beta-damascenone; delta- damascone; gamma-damascone; 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one; 1 ,3,4,6,7,8a-hexahydro-1 , 1 ,5,5-tetramethyl-2H-2,4a-methano-,naphthalene-8(5H)-one;

[0168] 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal; nootkatone; dihydronoot- katone; 4,6,8-megastigmatrien-3-one; alpha-sinensal; beta-sinensal; acetylated cedar wood oil (methyl cedryl ketone); the cyclic alcohols such as e.g. 4- tert-butylcyclohexanol; 3,3,5-trimethylcyclohexanol;

[0169] 3-isocamphylcyclohexanol; 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1-ol; 2-isobutyl-

[0170] 4-methyltetrahydro-2H-pyran-4-ol; the cycloaliphatic alcohols such as e.g. alpha-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 cy- clopent-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-trime- thyl-3-cyclopent-1-yl)-4-penten-2-ol; 1-(2,2,6-trimethylcyclohexyl)pentan-3-ol; 1 -(2,2,6- trimethylcyclohexyl)hexan-3-ol; the cyclic and cycloaliphatic ethers such as e.g. cineol; cedryl methyl ether; cyclododecyl methyl ether; 1 ,1 -dimethoxycyclododecane; (ethoxymethoxy)cyclo-dodecane; al- pha-cedrene epoxide; 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan; 3a-ethyl- 6,6,9a-trimethyldodecahydro-naphtho[2,1-b]furan; 1 ,5,9-trimethyl-13-oxabicyclo- [10.1.0]trideca-4,8-diene; rose oxide; 2-(2,4-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1- methylpropyl)-1 ,3-dioxane; the cyclic and macrocyclic ketones such as e.g. 4-tert-butylcyclohexanone; 2,2,5 trime- thyl-5-pentylcyclopentanone; 2-heptylcyclopentanone; 2-pentylcyclo-pentanone; 2-hy- droxy-3-methyl-2-cyclopenten- 1 -one; 3-methyl-cis-2-penten- 1 -yl-2 cyclopenten- 1 -one;

[0171] M / BASFTR-4224-PC 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-tetra- methylcyclohexanone; 4-tert-pentylcyclohexanone; 5-cyclohexadecen-1-one; 6,7-dihy- dro-1,1,2,3,3-pentamethyl-4(5H)-indanone; 8-cyclo-hexadecen-1-one; 7-cyclohexade- cen-1-one; (7 / 8)-cyclohexadecen-1-one; 9 cyclo-heptadecen-1-one; cyclopentade- canone; cyclohexadecanone; the cycloaliphatic aldehydes such as e.g. 2,4-dimethyl-3-cyclohexenecarbaldehyde; 2 methyl-4-(2,2,6-trimethylcyclohexen-1-yl)-2-butenal; 4-(4-hydroxy-4-methylpentyl)-3 cyclohexene carbaldehyde; 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarbaldehyde; the cycloaliphatic ketones such as e.g. 1-(3,3-dimethylcyclohexyl)-4-penten-1-one; 2,2 dimethyl-1-(2,4-dimethyl-3-cyclohexen-1-yl)-1-propanone; 1-(5,5-dimethyl-1 cyclo- hexen-1-yl)-4-penten-1-one; 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphtha- lenyl methyl ketone; methyl 2,6,10-trimethyl-2,5,9-cyclododecatrienyl ketone; tert-butyl (2,4-dimethyl-3-cyclohexen-1-yl) ketone; the esters of cyclic alcohols such as e.g. 2-tert-butylcyclohexyl acetate; 4-tert-butylcy- clohexyl acetate; 2-tert-pentylcyclohexyl acetate; 4-tert-pentylcyclohexyl acetate; 3,3,5- trimethylcyclohexyl acetate; decahydro-2-naphthyl acetate; 2-cyclopentylcyclopentyl crotonate; 3-pentyltetrahydro-2H-pyran-4-yl acetate; decahydro-2, 5,5, 8a-tetramethyl-2- naphthyl acetate; 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl acetate; 4,7- methano-3a,4,5,6,7,7a-hexahydro-5 or 6 indenyl propionate; 4,7-methano- 3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl isobutyrate; 4,7 methanooctahydro-5 or 6-in- denyl acetate; the esters of cycloaliphatic alcohols such as e.g. 1 -cyclohexylethyl crotonate; the esters of cycloaliphatic carboxylic acids such as e.g. allyl 3-cyclohexylpropionate; allyl cyclohexyloxyacetate; cis and trans-methyl dihydrojasmonate; cis and trans-methyl jasmonate; methyl 2-hexyl-3-oxocyclopentanecarboxylate; ethyl 2-ethyl-6,6 dimethyl-2- cyclohexenecarboxylate; ethyl 2,3,6,6-tetramethyl-2 cyclohexene-carboxylate; ethyl 2- methyl-1 ,3-dioxolane-2-acetate; the araliphatic alcohols such as e.g. benzyl alcohol; 1 -phenylethyl alcohol, 2 phenylethyl alcohol, 3-phenylpropanol; 2-phenylpropanol; 2-phenoxyethanol; 2,2-dimethyl- 3-phenylpropanol; 2,2-dimethyl-3-(3-methylphenyl)propanol; 1,1-dimethyl-2 phenylethyl alcohol; 1,1-dimethyl-3-phenylpropanol; 1-ethyl-1-methyl-3-phenylpropanol; 2-methyl-5- phenylpentanol; 3-methyl-5-phenylpentanol; 3-phenyl-2-propen-1-ol; 4-methoxybenzyl alcohol; 1-(4-isopropylphenyl)ethanol;

[0172] M / BASFTR-4224-PC the esters of araliphatic alcohols and aliphatic carboxylic acids such as e.g. 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; alpha, alpha-dimethylphenylethyl butyrate; cinnamyl acetate; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate; the araliphatic ethers such as e.g. 2-phenylethyl methyl ether; 2 phenylethyl isoamyl ether; 2-phenylethyl 1-ethoxyethyl ether; phenylacetaldehyde dimethyl acetal; phenylacetaldehyde diethyl acetal; hydratropaaldehyde dimethyl acetal; phenylacetaldehyde glycerol acetal; 2,4,6-trimethyl-4-phenyl-1 ,3-dioxane; 4,4a,5,9b-tetrahydroindeno[1 ,2- d]-m-dioxine; 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1 ,2-d]-m dioxine; the aromatic and araliphatic aldehydes such as e.g. benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; hydratropaaldehyde; 4-methylbenzaldehyde; 4 methylphenylacetaldehyde; 3-(4-ethylphenyl)-2,2-dimethylpropanal; 2-methyl-3-(4-iso- propylphenyl)propanal; 2-methyl-3-(4-tert-butylphenyl)propanal; 2-methyl-3-(4-isobu- tylphenyl)propanal; 3-(4-tert-butylphenyl)propanal; cinnamaldehyde; alpha-butylcin- namaldehyde; alpha-amylcinnamaldehyde; alpha-hexylcinnamaldehyde; 3 methyl-5- phenylpentanal; 4-methoxybenzaldehyde; 4-hydroxy-3 methoxy-benzaldehyde; 4-hy- droxy-3-ethoxybenzaldehyde; 3,4-methylenedioxybenzaldehyde; 3,4-dimethoxybenzal- dehyde; 2-methyl-3-(4-methoxyphenyl)propanal; 2-methyl-3-(4-methylenedioxy- phenyl)propanal; the aromatic and araliphatic ketones such as e.g. acetophenone; 4-methylacetophe- none; 4-methoxyacetophenone; 4-tert-butyl-2,6-dimethylaceto-phenone; 4-phenyl-2- butanone; 4-(4-hydroxyphenyl)-2-butanone; 1-(2-naphthalenyl)-ethanone; 2-benzo- furanylethanone; (3-methyl-2-benzofuranyl)ethanone; benzophenone; 1 ,1 ,2,3,3,6-hexa- methyl-5-indanyl methyl ketone; 6-tert- butyl- 1 ,1 dimethyl-4 indanyl methyl ketone; 1- [2,3-dihydro-1 ,1 ,2,6-tetramethyl-3-(1-methylethyl)-1 H-5 indenyl]ethanone; 5',6',7',8'- Tetrahydro-3',5',5',6',8',8'-hexamethyl-2'-acetonaphthone; the aromatic and aliphatic carboxylic acids and esters thereof such as e.g. benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenylacetate; ethyl phenylacetate; geranyl phenylacetate; phenylethyl phenylacetate; methyl cinnamate; ethyl cinnamate; benzyl cinnamate; phenylethyl cinnamate; cinnamyl cinnamate; allyl phenoxyacetate; methyl salicylate; isoamyl salicylate; hexyl salicylate; cyclohexyl salicylate; cis-3-hexenyl salicylate; benzyl salicylate; phenylethyl salicylate; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; ethyl 3-phenylglyci- date; ethyl 3-methyl-3-phenylglycidate;

[0173] M / BASFTR-4224-PC the nitrogen-containing aromatic compounds such as e.g. 2,4,6-trinitro-1 ,3-dimethyl-5 tert-butylbenzene; 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone; cinnamonitrile; 3 methyl-5-phenyl-2-pentenonitrile; 3-methyl-5-phenylpentanonitrile; methyl anthranilate; methyl-N-methylanthranilate; Schiff bases of methyl anthranilate with 7 hydroxy-3, 7-di- methyloctanal, 2-methyl-3-(4-tert-butylphenyl)propanal or 2,4 dimethyl-3-cyclohex- enecarbaldehyde; 6-isopropylquinoline; 6-isobutylquinoline; 6-sec-butylquinoline; 2-(3- phenylpropyl)pyridine; indole; skatole; 2-methoxy-3 isopropyl-pyrazine; 2-isobutyl-3- methoxypyrazine; the phenols, phenyl ethers and phenyl esters such as e.g. estragole; anethole; eugenol; eugenyl methyl ether; isoeugenol; isoeugenyl methyl ether; thymol; carvacrol; diphenyl ether; beta-naphthyl methyl ether; beta-naphthyl ethyl ether; beta-naphthyl isobutyl ether; 1 ,4-dimethoxybenzene; eugenyl acetate; 2-methoxy-4-methylphenol; 2 ethoxy- 5-(1-propenyl) phenol; p-cresyl phenylacetate; the heterocyclic compounds such as e.g. 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; the lactones such as e.g. 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; ethylene 1 ,12-dodecanedioate; ethylene 1 ,13-tridecane- dioate; coumarin; 2,3-dihydrocoumarin; octahydrocoumarin.

[0174] Further aroma chemicals with which can be combined to give a composition according to the present invention are allyl ionone, Tamarine base, amyl butyrate, ethyl-2-methyl butyrate, Helvetolide, Fructalate, hexyl isobutyrate, methyl propyl oxathione, para-cre- syl methylether, citronellyl nitrile, terpinolene, tetrahydro mugol, nopyl acetate, allyl amyl glycolate, ambrocenide, Rhubafuran 2-methylbutyric acid, citral, safranal, nironal (dodeca-4,8,11-trienal), cis-6-nonenol trans-2-cis-6-nonadienal, Violettyne, butyrate- cis-3-hexenyle, orange terpenes, lemonile, Liffarome, Amber Xtreme, dihydro rose oxide styrallyl propionate, peonile, cassis base, amyl salicylate, polysantol, aldehyde C12 MNA, neopentylglycol diacetate, Javanol, Cyclomyral, Floral Super, cyclomethylene citronellol, isobornyl acetate, pyranyl acetate, Hedione.

[0175] The aroma chemicals (X) are commercially available.

[0176] Non-aroma chemical carrier:

[0177] M / BASFTR-4224-PC The non-aroma chemical carrier in the composition of the invention is preferably selected from surfactants, oil components antioxidants, deodorant-active agents and solvents.

[0178] Preferably the at least one non-aroma chemical carrier is a compound, a mixture of compounds or other additives, which has / have no or no noteworthy sensory properties. The non-aroma chemical carrier can serve for the dilution and / or the fixing of sinensal, sinensol, optionally farnesene and, if present, the at least one aroma chemical (X), as defined above, if comprised in the composition.

[0179] The non-aroma chemical carrier in composition B of the invention is preferably selected from surfactants, oil components, solvents or any mixture of two or more of the aforementioned.

[0180] Solvent

[0181] In the context of the present invention, a "solvent" serves for the dilution of sinensal, sinensol, optionally farnesene and, if present, the at least one aroma chemical (X) without having an own noteworthy aroma.

[0182] The amount of solvent(s) is adjusted depending on the composition and represents a routine tasks of the person skilled in the art.

[0183] Preferably, the one or more solvents are present 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.%, yet more preferably in a total amount of 0.1 wt.% to 80.0 wt.%, most preferably 0.1 wt.% to 70.0 wt.%, particularly in a total amount of 0.1 wt.% to 60.0 wt.%, based on the total weight of the composition.

[0184] In another preferred embodiment, the solvent is present in a total amount of 0.05 wt.% to 10 wt.%, more preferably 0.1 wt.% to 5 wt.%, yet more preferably 0.2 wt.% to 3 wt.%, based on the total weight of the composition. In yet another preferred embodiment, the solvent is present in a total amount of 20 wt.% to 70 wt.%, more preferably 25 wt.% to 50 wt.%, based on the total weight of the composition.

[0185] Preferred solvents are selected from ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, propylene glycol, 1 ,2-butylene glycol, dipropylene glycol, triethyl citrate, isopropyl myristate or any mixture of two or more of the aforementioned.

[0186] M / BASFTR-4224-PC In a preferred embodiment of the invention, the solvent is selected from the group consisting of ethanol, isopropanol, dipropylene glycol (DPG), propylene glycol, 1 ,2-butyl- ene glycol, glycerol, diethylene glycol monoethyl ether, diethyl phthalate (DEP), isopropyl myristate (I PM), triethyl citrate (TEC), benzyl benzoate (BB) and mixtures thereof.

[0187] Especially preferred solvents are selected from the group consisting of ethanol, propylene glycol, dipropylene glycol, triethyl citrate, benzyl benzoate and isopropyl myristate.

[0188] Oil component

[0189] Preferably, the one or more oil components are present in a total amount of 0.1 to 80 wt.%, more preferably 0.5 to 70 wt.%, yet more preferably 1 to 60 wt.%, even more preferably 1 to 50 wt.%, particularly 1 to 40 wt.%, more particularly 5 to 25 wt.% and specifically 5 to 15 wt.%, based on the total weight of the composition.

[0190] Preferably the oil components are selected from 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-hydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols, more especially dioctyl malate, esters of linear and / or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer dial or trimer triol), triglycerides based on Ce-C fatty acids, liquid mono-, di- and triglyceride mixtures based on Ce-Cis fatty acids, 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® CO), Guerbet carbonates based on fatty alcohols containing 6 to 18, preferably 8 to 10, carbon atoms, esters of benzoic acid with linear and / or branched C6-C22 alcohols (for example Finsolv® TN), linear or branched, symmetrical or nonsymmetrical

[0191] M / BASFTR-4224-PC 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.

[0192] Antioxidants

[0193] It is to be understood that antioxidants are able to inhibit or prevent the undesired changes in the compositions to be protected caused by oxygen effects and other oxidative processes. The effect of the antioxidants consists in most cases in them acting as free-radical scavengers for the free radicals which arise during autoxidation.

[0194] Preferably, the composition comprises the one or more anti-oxidants 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.

[0195] In a preferred embodiment, the antioxidant is selected from

[0196] • amino acids (for example glycine, alanine, arginine, serine, threonine, histidine, tyrosine, tryptophan) and derivatives thereof,

[0197] • imidazoles (e.g. urocanic acid) and derivatives thereof,

[0198] • peptides, such as D,L-carnosine, D-carnosine, L-carnosine (=|3-Alanyl-L-histi- dine) and derivatives thereof,

[0199] • carotenoids, carotenes (e.g. alpha-carotene, beta-carotene, lycopene, lutein) or derivatives thereof,

[0200] • chlorogenic acid and derivatives thereof,

[0201] • lipoic acid and derivatives thereof (for example dihydrolipoic acid),

[0202] • auro-thioglucose, propylthiouracil and other thiols (for example thioredoxin, glutathione, cysteine, cystine, cystamine and the glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, gamma-linoleyl, cholesteryl and glyceryl esters thereof) and salts thereof,

[0203] • dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts),

[0204] • sulfoximine compounds (for example buthionine sulfoximines, homocysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathionine sulfoximine),

[0205] • (metal) chelating agents (e.g. alpha-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin),

[0206] • alpha-hydroxy acids (for example citric acid, lactic acid, malic acid),

[0207] • humic acid, bile acid, bile extracts, bilirubin, biliverdin, boldin (= alkaloid from the plant Peumus boldus, boldo extract,

[0208] • EDTA, EGTA and derivatives thereof,

[0209] M / BASFTR-4224-PC • unsaturated fatty acids and derivatives thereof (e.g. gamma-linolenic acid, linoleic acid, oleic acid), folic acid and derivatives thereof, ubiquinone and ubiquinol and derivatives thereof, vitamin C and derivatives (for example ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (for example vitamin E acetate), vitamin A and derivatives (for example vitamin A palmitate), coniferyl benzoate of gum benzoin, rutic acid and derivatives thereof, alpha-gly- cosylrutin, ferulic acid, furfurylideneglucitol, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA), nordihydroguaiacic acid, nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and derivatives thereof, mannose and derivatives thereof, superoxide dismutase, zinc and derivatives thereof (for example ZnO, ZnSO4), selenium and derivatives thereof (for example selenomethionine), stilbenes and derivatives thereof (e.g. stilbene oxide, trans-stilbene oxide) or mixtures of two or more of the aforementioned.

[0210] In a preferred embodiment, the anti-oxidant is selected from pentaerythrityl, tetra-di-t- butyl-hydroxyhydrocinnamate, nordihydroguaiaretic acid, ferulic acid, resveratrol, propyl gallate, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA), ascorbyl palmitate, tocopherol and mixtures of two or more of the aforementioned.

[0211] Deodorant-active agents

[0212] Deodorizing compositions (deodorants and antiperspirants) counteract, mask or eliminate body odors. Body odors are formed through the action of skin bacteria on apocrine perspiration which results in the formation of unpleasant-smelling degradation products.

[0213] Preferably the deodorant-active agent is selected from the groups consisting of antiperspirants, esterase inhibitors, antibacterial agents and mixtures of two or more of the aforementioned.

[0214] Suitable antiperspirants are selected from salts of aluminum, zirconium or zinc. Examples are aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and complex compounds thereof, for example with 1 ,2-pro- pylene glycol, aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum zirconium tri ch loro hydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and complex compounds thereof, for example with amino acids,

[0215] M / BASFTR-4224-PC such as glycine. Aluminum chlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and complex compounds thereof are preferably used.

[0216] Preferably, the anti-perspirant is selected from aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate, aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate aluminum zirconium pentachlorohydrate and mixtures of two or more of the aforementioned.

[0217] Where perspiration is present in the underarm region, extracellular enzymes-esterases, mainly proteases and / or lipases are formed by bacteria and split the esters present in the perspiration, releasing odors in the process. Suitable esterase inhibitors are for example trialkyl citrates, such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and, in particular, triethyl citrate. Esterase inhibitors inhibit enzyme activity and thus reduce odor formation. The free acid is probably released by the cleavage of the citric acid ester and reduces the pH value of the skin to such an extent that the enzymes are inactivated by acylation. Other esterase inhibitors are sterol sulfates or phosphates such as, for example, lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and esters thereof, for example glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and esters thereof, for example citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, zinc glycinate and mixtures of two or more of the aforementioned.

[0218] Preferably, the esterase inhibitor is selected from trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate triethyl citrate, lanosterol, cholesterol, campesterol, stigmasterol, sitosterol sulfate, sitosterol phosphate, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid, malonic acid diethyl ester, citric acid, malic acid, tartaric acid, tartaric acid diethyl ester zinc glycinate and mixtures of two or more of the aforementioned.

[0219] Preferably, the compositions according to the present invention comprise the esterase inhibitor in a total amount in the range of 0.01 to 20 wt.-%, preferably 0.1 to 10 wt.-% and more particularly 0.5 to 5 wt.-%, based on the total weight of the composition.

[0220] The term “anti-bacterial agents” as used herein encompasses substances which have bactericidal and / or bacteriostatic properties. Typically these substances act against gram-positive bacteria such as, for example, 4-hydroxybenzoic acid and salts and es-

[0221] M / BASFTR-4224-PC ters thereof, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)-urea, 2,4,4'-trichloro-2'-hy- droxydiphenylether (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-propinyl butyl carbamate, chlorhexidine, 3,4,4'-trichlorocarbanilide (TTC), phenoxyethanol, glycerol monocaprate, glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprate (DMC), salicylic acid- N-alkylamides such as, for example, salicylic acid-n-octyl amide or salicylic acid-n- decyl amide.

[0222] Preferably, the antibacterial agent is selected from chitosan, phenoxyethanol, 5-chloro-

[0223] 2-(2,4-dichlorophenoxy)-phenol, 4-hydroxybenzoic acid and salts and esters thereof, N- (4-chlorophenyl)-N'-(3,4-dichlorophenyl)-urea, 2,4,4'-trichloro-2'-hydroxydiphenylether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylene-bis-(6-bromo-4-chlorophenol),

[0224] 3-methyl-4-(1-methylethyl)-phenol, 2-benzyl-4-chlorophenol, 3-(4-chlorophenoxy)-pro- pane-1 ,2-diol, 3-iodo-2-propinyl butyl carbamate, chlorhexidine, 3,4,4'-trichlorocarbani- lide (TTC), phenoxyethanol, glycerol monocaprate, glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprate (DMC), salicylic acid-N-alkylamides or, mixtures of two or more of the aforementioned.

[0225] Preferably, the composition comprises the at least one antibacterial agent 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.

[0226] Surfactants

[0227] Preferably, the surfactant is selected from anionic, non-ionic, cationic, amphoteric, zwitterionic surfactant and a mixture of two or more of the aforementioned. More preferably, the surfactant is an anionic surfactant.

[0228] Preferably, the compositions contain the surfactant(s), in a total amount of 0 to 40 wt.%, more preferably 0 to 20 wt.%, more preferably 0.1 to 15 wt.%, and particularly 0.1 to 10 wt.%, based on the total weight of the composition.

[0229] Preferable nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers and mixed formals, optionally partly oxidized alk(en)yl oligoglycosides or glucuronic acid derivatives, fatty acid-N-alkyl glucamides, protein hydrolysates (particularly wheat-based vegetable products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they may have a conventional

[0230] M / BASFTR-4224-PC homolog distribution, although they preferably have a narrow-range homolog distribution.

[0231] Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one COO(') or SO3C) group in the molecule.

[0232] Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N- alkyl-N,N-dimethyl ammonium glycinates, for example, cocoalkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethyl ammonium glycinates, for example, co- coacylaminopropyl dimethyl ammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hy- droxyethyl imidazolines, containing 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate. The fatty acid amide derivative known under the CTFA name of Cocamidopropyl Betaine is particularly preferred.

[0233] Ampholytic surfactants are also suitable, particularly as co- surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a Cs-Cis alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and which are capable of forming inner salts. Examples of suitable ampholytic surfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropyl glycines, N- alkyl taurines, N-alkyl sarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids containing around 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalk-ylaminopropionate, cocoacylaminoethyl aminopropionate and acyl sarcosine.

[0234] Anionic surfactants are characterized by a water-solubilizing anionic group such as, for example, a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic group. Dermatologically safe anionic surfactants are known to the practitioner in large numbers from relevant textbooks and are commercially available. They are, in particular, alkyl sulfates in the form of their alkali metal, ammonium or alkanolammonium salts, alkylether sulfates, alkylether carboxylates, acyl isethionates, acyl sarcosinates, acyl taurines containing linear Ci2-Cis-alkyl or acyl groups and sulfosuccinates and acyl glutamates in the form of their alkali metal or ammonium salts.

[0235] Particularly suitable cationic surfactants are quaternary ammonium compounds, preferably ammonium halides, more especially chlorides and bromides, such as alkyl trimethyl ammonium chlorides, dialkyl dimethyl ammonium chlorides and trialkyl methyl ammonium chlorides, for example, cetyl trimethyl ammonium chloride, stearyl trim ethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetyl methyl ammonium chloride. In addition, the readily biodegradable quaternary ester compounds, such as, for

[0236] M / BASFTR-4224-PC example, the dialkyl ammonium methosulfates and methyl hydroxyalkyl dialkoyloxyalkyl ammonium methosulfates marketed under the name of Stepantexe and the corresponding products of the Dehyquart® series, may be used as cationic surfactants. “Es- terquats” are generally understood to be quaternized fatty acid triethanolamine ester salts. They can provide the compositions with particular softness. They are known substances which are prepared by the relevant methods of organic chemistry. Other cationic surfactants suitable for use in accordance with the invention are the quaternized protein hydrolysates.

[0237] Due to the characteristic sensory property of the combination of sinensal, sinensol and optionally farnesene, and its substantivity, tenacity as well as stability, it can especially be used to provide an odor, preferably a fragrance impression to surfactant-containing compositions such as, for example, cleaners (in particular laundry care products and all-purpose cleaners).

[0238] As a matter of course, in case of composition B being a flavoring or flavored composition, only those of the above-described further aroma chemicals (X) and non-aroma chemical carriers are suitable which do not cause harm upon ingestion or contact with mucosa and are allowed under legislation regulating the ingredients of food, food supplements, beverages, compositions for aroma therapy, pharmaceutical compositions, specific body care compositions which could be ingested or have to come into contact with mucosa, such as products for oral and dental hygiene.

[0239] In a preferred embodiment, the composition is selected from the group consisting of foods, food supplements, beverages, aroma concentrates, compositions for aroma therapy, pharmaceutical compositions, crop protection compositions, perfume compositions, body care compositions, hygiene articles, cleaning compositions, textile detergent compositions and compositions for scent dispensers.

[0240] Food means a raw, cooked, or processed edible substance, ice, or ingredient used or intended for use in whole or in part for human consumption, or chewing gum, gummies, jellies, and confectionaries.

[0241] A food supplement is a product intended for ingestion that contains a dietary ingredient intended to add further nutritional value to the diet. A dietary ingredient may be one, or any combination, of the following substances: 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 may be found in many forms such as tablets, capsules, soft gels, gel caps, liquids, or powders.

[0242] M / BASFTR-4224-PC Beverages are liquids intended and suitable for human ingestion, such as (aromatized) water, fruit or vegetable juices, juice concentrates, syrups, teas, coffee, coffee-based drinks, cocoa (water- or milk-based), liquid dairy products, such as milk, buttermilk, soured milk, yoghurt drinks, kefir and the like, milk-substitutes, milk-like drinks of vegetable origin, such as soy milk or oats milk, alcoholic drinks, such as beer, wine, sparkling wine, champagne, liquor, liqueur and the like, and dealcoholized drinks, such as dealcoholized beer, wine, sparkling wine or champagne.

[0243] Aroma concentrates in this context are concentrated aroma components which are generally not to be ingested in pure form or applied in pure form to the human body, but are to be added to a composition to which they provide a flavour or an odor or both. Examples are orange oil or orange aroma for flavoring cakes, desserts and drinks, and other flavoring concentrates used in bakery, cooking, the preparation of aromatized drinks and the like.

[0244] Aromatherapy refers to the use of essential oils to alleviate illnesses or increase wellbeing. Compositions for aroma therapy are thus intended to provide general well-being and relief from negative conditions, such as pain, nausea or stress. Since there is no or only very poor clinical evidence for a curative or preventive effect, they are not considered as drugs. The compositions, which are generally liquids, are intended for inhalation (not for ingestion) and are typically used as such or in aroma diffusers, such as evaporative diffusers (e.g. in form of aroma reeds), heat diffusers (e.g. candle under a bowl or plug-in diffusers), nebulizer or ultrasonic diffusers; in incense sticks, bath concentrates or massage oils.

[0245] Pharmaceutical compositions comprise compositions which are intended for use in the diagnosis, cure, mitigation, treatment, or prevention of disease as well as articles (other than food) intended to affect the structure or any function of the body of man or other animals. Of interest in this context are especially medicaments for oral uptake, such as lozenges, effervescent tablets, chewing tablets, medicaments in liquid, gel or paste form, such as syrups; moreover oral disinfectant or antiseptic products, e.g. in form of gargling solutions, gargling concentrates, sprays etc..

[0246] Perfume compositions can be selected from fine fragrances, air fresheners in liquid form, gel-like form or a form applied to a solid carrier, aerosol sprays, scented cleaners, perfume candles and oils, such as lamp oils or oils for massage.

[0247] Examples for fine fragrances are perfume extracts, Eau de Parfums, Eau de Toilettes, Eau de Colognes, Eau de Solide and Extrait Parfum.

[0248] M / BASFTR-4224-PC Body care compositions include cosmetic compositions and products for oral and dental hygiene, and can be selected from after-shaves, pre-shave products, splash colognes, solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, cosmetic emulsions of the oil-in-water type, of the water-in-oil type and of the water-in-oil-in-water type, such as e.g. skin creams and lotions, face creams and lotions, sunscreen creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, hair removal creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products such as e.g. hairsprays, hair gels, setting hair lotions, hair conditioners, hair shampoo, permanent and semipermanent hair colorants, hair shaping compositions such as cold waves and hair smoothing compositions, hair tonics, hair creams and hair lotions, deodorants and antiperspirants such as e.g. underarm sprays, roll-ons, deodorant sticks and deodorant creams, products of decorative cosmetics such as e.g. eye-liners, eye-shadows, nail varnishes, make-ups, lipsticks and mascara, and products for oral and dental hygiene, such as toothpaste, dental floss, mouth wash, breath fresheners (often in the form of mouth spray, but also breath freshening dissolvable strips, chewing gum, chewing tablet), dental foam, dental gels and dental strips.

[0249] Hygiene articles can be selected from joss sticks, insecticides, repellents, propellants, rust removers, perfumed freshening wipes, armpit pads, baby diapers, sanitary towels, toilet paper, cosmetic wipes, pocket tissues, dishwasher and deodorizer.

[0250] Cleaning compositions, such as e.g. cleaners for solid surfaces, can be selected from perfumed acidic, alkaline and neutral cleaners, such as e.g. floor cleaners, window cleaners, dishwashing compositions both for handwashing and machine washing use, bath and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, waxes and polishes such as furniture polishes, floor waxes, shoe creams, disinfectants, surface disinfectants and sanitary cleaners, brake cleaners, pipe cleaners, limescale removers, grill and oven cleaners, algae and moss removers, mold removers, facade cleaners.

[0251] Textile detergent compositions can be selected from liquid detergents, powder detergents, laundry pre-treatments such as bleaches, soaking agents and stain removers, fabric softeners, washing soaps, washing tablets.

[0252] Crop protection compositions comprise compositions which are intended for the managing of plant diseases, weeds and other pests (both vertebrate and invertebrate) that damage agricultural crops and forestry.

[0253] Other components which might be present in composition B, especially if this is a fragrance^) composition, are selected from preservatives, abrasives, anti-acne agents,

[0254] M / BASFTR-4224-PC agents to combat skin aging, anti-cellulite agents, antidandruff agents, anti-inflammatory agents, irritation-preventing agents, irritation-alleviating agents, astringents, sweatinhibiting agents, antiseptics, anti-statics, binders, buffers, carrier materials, chelating agents, cell stimulants, care agents, hair removal agents, emulsifiers, enzymes, essential oils, fibers, film formers, fixatives, foam formers, foam stabilizers, substances for preventing foaming, foam boosters, fungicides, gelling agents, gel-forming agents, hair care agents, hair shaping agents, hair smoothing agents, moisture-donating agents, moisturizing substances, humectant substances, bleaching agents, strengthening agents, stain removal agents, optical brighteners, impregnating agents, soil repellents, friction-reducing agents, lubricants, moisturizing creams, ointments, opacifiers, plasticizers, covering agents, polish, shine agents, polymers, powders, proteins, refatting agents, exfoliating agents, silicones, skin-calming agents, skin-cleansing agents, skin care agents, skin-healing agents, skin lightening agents, skin-protective agents, skinsoftening agents, cooling agents, skin-cooling agents, warming agents, skin-warming agents, stabilizers, UV-absorbent agents, UV filters, fabric softeners, suspending agents, skin-tanning agents, thickeners, vitamins, waxes, fats, phospholipids, saturated fatty acids, mono or polyunsaturated fatty acids, alpha hydroxy acids, polyhydroxy fatty acids, liquefiers, dyes, color-protection agents, pigments, anti-corrosives, polyols, electrolytes and silicone derivatives.

[0255] Sinensal, sinensol and the optional farnesene may be worked into compositions simply by directly mixing them with the basic composition lacking only these compounds or containing one or two of these compounds and lacking just one or two thereof. Alternatively, sinensal, sinensol and the optional farnesene may be mixed simultaneously or consecutively with the other components of the composition or with pre-formed mixtures of a part of the other components.

[0256] One, two or all three of sinensal, sinensol and the optional farnesene may, in an earlier step, be entrapped with an entrapment material, for example, polymers, capsules, microcapsules and nanocapsules, liposomes, film formers, absorbents such as carbon or zeolites, cyclic oligosaccharides and mixtures thereof, or may be chemically bonded to substrates, which are adapted to release said sinensal, sinensol and the optional farnesene upon application of an external stimulus such as light, enzyme, or the like, and then mixed with the composition.

[0257] One, two or all three of sinensal, sinensol and the optional farnesene, and compositions comprising these compounds can also be in microencapsulated form, spray-dried form, in the form of inclusion complexes or in the form of extrusion products. The properties can be further optimized by so-called "coating" with suitable materials with regard to a more targeted release of the scent, for which purpose preferably waxy synthetic substances such as e.g. polyvinyl alcohol are used.

[0258] M / BASFTR-4224-PC The microencapsulation can take place for example by the so-called coacervation method with the help of capsule materials, e.g. made of polyurethane-like substances or soft gelatin. The spray-dried perfume oils can be produced for example by spray-drying an emulsion or dispersion comprising one, two or all three of sinensal, sinensol and the optional farnesene, or a composition of the present invention described herein, wherein carrier substances that can be used are modified starches, proteins, dextrin and vegetable gums. Inclusion complexes can be prepared e.g. by introducing dispersions of fragrance compositions and cyclodextrins or urea derivatives into a suitable solvent, e.g. water. Extrusion products can be produced by melting a one, two or all three of sinensal, sinensol and the optional farnesene, or a composition of the present invention described herein with a suitable wax-like substance and by extrusion with subsequent solidification, optionally in a suitable solvent, e.g. isopropanol.

[0259] Generally, the total amount of sinensal, sinensol and the optional farnesene in the compositions according to the invention is typically adapted to the particular intended use or the intended application and can, thus, vary over a wide range. As a rule, the customary standard commercial amounts for scents or flavors are used.

[0260] The compositions according to the invention can comprise sinensal, sinensol and the optional farnesene in an overall amount of preferably from 1 ppm to 100% by weight, e.g. from 0.0001 to 100% by weight, or from 0.001 to 99.9% by weight, or from 0.01 to 99% by weight or from 0.1 to 90% by weight.

[0261] As already explained above, the composition of the invention can be a composition in which sinensal, sinensol and the optionally present farnesene are the major constituents of the composition and make up together, for example, 20 to 100% by weight of the composition, e.g. 50 to 100% by weight or 50 to 99.9% by weight or 50 to 99% by weight or 50 to 90% by weight.

[0262] Alternatively, sinensal, sinensol and the optionally present farnesene are not the major constituents of the composition and are present in a total amount in the range of, for example, from 1 ppm to 90% by weight, or 0.0005 to 90% by weight, or 0.001 to 80% by weight, or 0.01 to 60% by weight, or 0.1 to 40% by weight, or 0.1 to 10% by weight or 0.5 to 5% by weight, based on the total weight of the composition.

[0263] Use

[0264] The invention relates moreover to the use of the composition of the invention comprising sinensal, sinensol and optionally farnesene, as an aroma chemical.

[0265] M / BASFTR-4224-PC Preferably, the composition comprising a-sinensal and a-sinensol is used to impart one of the following olfactory notes: mandarin, marine, woody, chocolate; or any combination thereof.

[0266] Preferably, the composition comprising a-sinensal, a-sinensol and a-farnesene is used to impart one of the following olfactory notes: mandarin, marine, woody, chocolate, sulphureous; or any combination thereof.

[0267] Preferably, the composition comprising a-sinensal and a-sinensol is used to impart one of the following flavoring notes: mandarin, fresh, woody, yuzu, albedo; or any combination thereof.

[0268] Preferably, the composition comprising a-sinensal, a-sinensol and a-farnesene is used to impart one of the following flavoring notes: mandarin, fresh, woody, yuzu, albedo, waxy; or any combination thereof.

[0269] Preferably, the composition comprising p-sinensal and p-sinensol is used to impart one of the following olfactory notes: orange, aldehydic, woody; or any combination thereof. Preferably, the composition comprising p-sinensal, p-sinensol and p-farnesene is used to impart one of the following olfactory notes: orange, aldehydic, woody, floral; or any combination thereof.

[0270] Preferably, the composition comprising p-sinensal and p-sinensol is used to impart one of the following flavoring notes: orange, fresh, woody; or any combination thereof.

[0271] Preferably, the composition comprising p-sinensal, p-sinensol and p-farnesene is used to impart one of the following flavoring notes: orange, mandarin, fresh, woody, waxy; or any combination thereof.

[0272] The invention relates also to the use of sinensol to enhance the persistence of the aroma of sinensal or of a mixture of sinensal and farnesene.

[0273] In one preferred embodiment, sinensol is used to enhance the persistence of the odor, in particular the fragrance, of sinensal. In another preferred embodiment, sinensol is used to enhance the persistence of the flavor of sinensal. More preference is however given to the use of sinensol to enhance the persistence of the odor, in particular the fragrance, of sinensal.

[0274] In another preferred embodiment, sinensol is used to enhance the persistence of the odor, in particular the fragrance, of a mixture of sinensal and farnesene. In another preferred embodiment, sinensol is used to enhance the persistence of the flavor of a mixture of sinensal and farnesene. More preference is however given to the use of sinensol to enhance persistence of the odor, in particular the fragrance, of a mixture of sinensal and farnesene.

[0275] In a preferred embodiment, a-sinensol is used to enhance the persistence of the aroma of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0276] M / BASFTR-4224-PC In a more preferred embodiment, a-sinensol is used to enhance the persistence of the odor, in particular the fragrance, of a-sinensal. In another more preferred embodiment, a-sinensol is used to enhance the persistence of the flavour of a-sinensal. More preference is however given to the use of a-sinensol to enhance the persistence of the odor, in particular the fragrance, of a-sinensal.

[0277] In a more preferred embodiment, a-sinensol is used to enhance the persistence of the odor, in particular the fragrance, of a mixture of a-sinensal and a-farnesene. In another more preferred embodiment, a-sinensol is used to enhance the persistence of the flavour of a mixture of a-sinensal and a-farnesene. More preference is however given to the use of a-sinensol to enhance the persistence of the odor, in particular the fragrance, of a mixture of a-sinensal and a-farnesene.

[0278] In a preferred embodiment, p-sinensol is used to enhance the persistence of the aroma of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0279] In a more preferred embodiment, p-sinensol is used to enhance the persistence of the odor, in particular the fragrance, of p-sinensal. In another more preferred embodiment, p-sinensol is used to enhance the persistence of the flavour of p-sinensal. More preference is however given to the use of a-sinensol to enhance the persistence of the odor, in particular the fragrance, of p-sinensal.

[0280] In a more preferred embodiment, p-sinensol is used to enhance the persistence of the odor, in particular the fragrance, of a mixture of p-sinensal and p-farnesene. In another more preferred embodiment, p-sinensol is used to enhance the persistence of the flavour of a mixture of p-sinensal and p-farnesene. More preference is however given to the use of p-sinensol to enhance the persistence of the odor, in particular the fragrance, of a mixture of p-sinensal and p-farnesene.

[0281] The invention relates also to the use of sinensol to modify the aroma of sinensal or of a mixture of sinensal and farnesene.

[0282] In a preferred embodiment, sinensol is used to modify the flavour of sinensal. In another preferred embodiment, sinensol is used to modify the odor, in particular the fragrance, of sinensal.

[0283] In a preferred embodiment, sinensol is used to modify the flavour of a mixture of sinensal and farnesene. In another preferred embodiment, sinensol is used to modify the odor, in particular the fragrance, of a mixture of sinensal and farnesene.

[0284] M / BASFTR-4224-PC In a preferred embodiment, a-sinensol is used to modify the aroma of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0285] In a more preferred embodiment, a-sinensol is used to modify the flavour of a-sinensal. In another more preferred embodiment, a-sinensol is used to modify the odor, in particular the fragrance, of a-sinensal.

[0286] In a more preferred embodiment, a-sinensol is used to modify the flavour of a mixture of a-sinensal and a-farnesene. In another more preferred embodiment, a-sinensol is used to modify the odor, in particular the fragrance, of a mixture of a-sinensal and a- farnesene.

[0287] In a preferred embodiment, p-sinensol is used to modify the aroma of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0288] In a more preferred embodiment, p-sinensol is used to modify the flavour of p-sinensal. In another more preferred embodiment, p-sinensol is used to modify the odor, in particular the fragrance, of p-sinensal.

[0289] In a more preferred embodiment, p-sinensol is used to modify the flavour of a mixture of p-sinensal and p-farnesene. In another more preferred embodiment, p-sinensol is used to modify the odor, in particular the fragrance, of a mixture of p-sinensal and p- farnesene.

[0290] Preferably, sinensal is used to add a woody note to the aroma of sinensal or of a mixture of sinensal and farnesene.

[0291] More preferably, a-sinensol to add a woody note or a combination of a woody and a chocolate note to the fragrance of a-sinensal or of a mixture of a-sinensal and a-farne- sene.

[0292] In another more preferred embodiment, a-sinensol is used to add a woody note or a combination of a woody, yuzu and albedo note to the flavour of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0293] In another more preferred embodiment, p-sinensol is used to add a woody note to the fragrance of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0294] M / BASFTR-4224-PC In another more preferred embodiment, p-sinensol is used to add a woody note to the flavour of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0295] Preferably, a-farnesene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0296] In the uses according to the invention, sinensol is preferably used in an overall amount of 5 ppm to 70% by weight, preferably 0.001 to 60% by weight, more preferably 0.01 to 50% by weight, even more preferably 0.1 to 40% by weight, in particular 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0297] In an alternatively preferred embodiment of the uses according to the invention, the weight ratio of sinensal to sinensol is of from 500:1 to 1 :3, more preferably from 300:1 to 1 : 1 , and in particular from 250: 1 to 1.5:1.

[0298] Method

[0299] The invention relates also to a method of imparting an aroma impression to a composition comprising at least the step of adding sinensal and sinensol and optionally also far- nesene to said composition; or comprising mixing simultaneously or consecutively sinensal and sinensol and optionally also farnesene with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0300] In a preferred embodiment, the method of imparting an aroma impression to a composition comprises at least the step of adding a-sinensal and a-sinensol and optionally also a-farnesene to said composition; or comprising mixing simultaneously or consecutively a-sinensal and a-sinensol and optionally also a-farnesene with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0301] In an alternatively preferred embodiment, the method of imparting an aroma impression to a composition comprises at least the step of adding p-sinensal and p-sinensol and optionally also p-farnesene to said composition; or comprising mixing simultaneously or consecutively p-sinensal and p-sinensol and optionally also p-farnesene with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition.

[0302] The invention relates moreover to a method for enhancing the persistence of the aroma, preferably of the odor, especially the fragrance, of sinensal or of a mixture of sinensal and farnesene, comprising adding sinensol to sinensal or to a mixture of

[0303] M / BASFTR-4224-PC sinensal and farnesene or to a composition comprising sinensal and optionally also far- nesene.

[0304] In a preferred embodiment, this method is a method for enhancing the persistence of the aroma, preferably of the odor, especially the fragrance, of a-sinensal or of a mixture of a-sinensal and a-farnesene, comprising adding a-sinensol to a-sinensal or to a mixture of a-sinensal and a-farnesene or to a composition comprising a-sinensal and optionally also a-farnesene.

[0305] In another preferred embodiment, this method is a method for enhancing the persistence of the aroma, preferably of the odor, especially the fragrance, of p-sinensal or of a mixture of p-sinensal and p-farnesene, comprising adding p-sinensol to p-sinensal or to a mixture of p-sinensal and p-farnesene or to a composition comprising p-sinensal and optionally also p-farnesene.

[0306] The invention relates also to a method for modifying the aroma, i.e. the flavour and / or the fragrance, in particular the flavour, of sinensal or of a mixture of sinensal and farnesene, comprising adding sinensol to sinensal or to a mixture of sinensal and farnesene or to a composition comprising sinensal and optionally also farnesene.

[0307] In a preferred embodiment, this method is a method for modifying the aroma, i.e. the flavour and / or the fragrance, in particular the flavour, of a-sinensal or of a mixture of a- sinensal and a-farnesene, comprising adding a-sinensol to a-sinensal or to a mixture of a-sinensal and a-farnesene or to a composition comprising a-sinensal and optionally also a-farnesene.

[0308] In another preferred embodiment, this method is a method for modifying the aroma, i.e. the flavour and / or the fragrance, in particular the flavour, of p-sinensal or of a mixture of p-sinensal and p-farnesene, comprising adding p-sinensol to p-sinensal or to a mixture of p-sinensal and p-farnesene or to a composition comprising p-sinensal and optionally also p-farnesene.

[0309] Preferably, the method serves to add a woody note to the aroma of sinensal or of a mixture of sinensal and farnesene.

[0310] More preferably, the method serves to add a woody note or a combination of a woody and a chocolate note to the fragrance of a-sinensal or of a mixture of a-sinensal and a- farnesene, and comprises adding a-sinensol to a-sinensal or to a mixture of a-sinensal and a-farnesene or to a composition comprising a-sinensal and optionally also a-farne- sene.

[0311] M / BASFTR-4224-PC In another more preferred embodiment, the method serves to add a woody note or a combination of a woody, yuzu and albedo note to the flavour of a-sinensal or of a mixture of a-sinensal and a-farnesene, and comprises adding a-sinensol to a-sinensal or to a mixture of a-sinensal and a-farnesene or to a composition comprising a-sinensal and optionally also a-farnesene.

[0312] In another more preferred embodiment, the method serves to add a woody note to the fragrance of p-sinensal or of a mixture of p-sinensal and p-farnesene, and comprises adding p-sinensol to p-sinensal or to a mixture of p-sinensal and p-farnesene or to a composition comprising p-sinensal and optionally also p-farnesene.

[0313] In another more preferred embodiment, the method serves to add a woody note to the flavour of p-sinensal or of a mixture of p-sinensal and p-farnesene, and comprises adding p-sinensol to p-sinensal or to a mixture of p-sinensal and p-farnesene or to a composition comprising p-sinensal and optionally also p-farnesene.

[0314] Preferably, a-farnesene is the (3E,6E) stereoisomer, and p-farnesene is the (6E) isomer.

[0315] In the methods according to the invention, sinensol is preferably used in an overall amount of 5 ppm to 70% by weight, preferably 0.001 to 60% by weight, more preferably 0.01 to 50% by weight, even more preferably 0.1 to 40% by weight, in particular 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

[0316] In an alternatively preferred embodiment of the methods according to the invention, the weight ratio of sinensal to sinensol is of from 500:1 to 1 :3, more preferably from 300:1 to 1 : 1 , and in particular from 250: 1 to 1.5:1.

[0317] In an embodiment, the composition used in or resulting from the methods of the invention does not comprise p-sinensyl acetate, and does in particular not comprise sinensyl acetate in general. Additionally or alternatively, the composition does not comprise p- elemene, and does in particular not comprise elemene in general.

[0318] Sinensol enhances the persistence or the aroma, especially the odor, of sinensal or of a mixture of sinensal and farnesene, and adds one or more of the following notes to the aroma of sinensal or to a mixture of sinensal and farnesene: woody, chocolate, yuzu, albedo, where sinensol preferably adds a woody note, optionally in combination with one or more of the following notes: chocolate, yuzu, albedo. This aroma modification is unexpected, since in the prior art, like US 3,974,226, sinensol is described to have a citrus note (orange flavor).

[0319] M / BASFTR-4224-PC The invention is now illustrated by the following non-limiting examples.

[0320] EXAMPLES a- and p-sinensal, a- and p-sinensol and a- and p-farnesene are commercially available or can be prepared by chemical or biotechnological methods known in the art. a- Farnesene used in the examples is the (3E,6E) stereoisomer, and p-farnesene used in the examples is the (6E) isomer.

[0321] Example 1 - Enhancement of the persistence and modification of the odor of a-sinen- sal or of a combination of a-sinensal and a-farnesene by a-sinensol

[0322] 1 mL, respectively, of a-sinensal (comparative), of a-farnesene (comparative), of a- sinensol (comparative), of a mixture of a-sinensal and a-farnesene (comparative), of a mixture of a-sinensal and a-sinensol (according to the invention) and of a mixture of a- sinensal, a-farnesene and a-sinensol (according to the invention) in the relative amounts given in table 1 was provided / prepared. 100 pl thereof were pipetted on a blotter and exposed to ambient temperature. After 1 hour, the odor was evaluated for intensity, and the profile was described, both by an experienced panel of 4 persons, ranging in age from 25 to 60 years, 50% female. After 24 hours, the intensity was assessed again. The results are compiled in table 1.

[0323] Table 1

[0324] C-x Comparative example

[0325] 1ASA = a-sinensal

[0326] M / BASFTR-4224-PC2ASO = a-sinensol

[0327] 3AFA = a-farnesene

[0328] * % by weight, relative to the total weight of ASA, ASO and AFA

[0329] +++++ highest intensity

[0330] + lowest intensity

[0331] As can be seen, a-sinensol significantly enhances the persistence of the odor of a- sinensal or of a mixture of a-sinensal and a-farnesene. Moreover, it adds a woody note or a woody and chocolate note to the odor of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0332] Example 2 - Modification of the flavor of a-sinensal or of a combination of a-sinensal and a-farnesene by a-sinensol

[0333] 1 mL, respectively, of a-sinensal (comparative), of a-farnesene (comparative), of a- sinensol (comparative), of a mixture of a-sinensal and a-farnesene (comparative), of a mixture of a-sinensal and a-sinensol (according to the invention) and of a mixture of a- sinensal, a-farnesene and a-sinensol (according to the invention) in the relative amounts given in table 2 was provided / prepared. The material was brought in 5% sucrose solution at 3 ppm dilution at room temperature. The taste was evaluated for intensity and the profile was described, both by an experienced panel of 4 persons, ranging in age from 25 to 60 years, 50% female. The results are compiled in table 2.

[0334] Table 2

[0335] As can be seen, a-sinensol adds a woody note or a woody, yuzu and albedo note to the flavor of a-sinensal or of a mixture of a-sinensal and a-farnesene.

[0336] M / BASFTR-4224-PC Example 3 - Enhancement of the persistence and modification of the odor of p-sinen- sal or of a combination of p-sinensal and p-farnesene by p-sinensol

[0337] 1 mL, respectively, of p-sinensal (comparative), of p-farnesene (comparative), of p- sinensol (comparative), of a mixture of p-sinensal and p-farnesene (comparative), of a mixture of p-sinensal and p-sinensol (according to the invention) and of a mixture of p- sinensal, p-farnesene and p-sinensol (according to the invention) in the relative amounts given in table 3 was provided / prepared. 100 pl thereof were pipetted on a blotter and exposed to ambient temperature. After 1 hour, the odor was evaluated for intensity, and the profile was described, both by an experienced panel of 4 persons, ranging in age from 25 to 60 years, 50% female. After 24 hours, the intensity was assessed again. The results are compiled in table 3.

[0338] Table 3

[0339] C-x Comparative example

[0340] 4BSA = p-sinensal

[0341] 5BSO = p-sinensol

[0342] 6BFA = p-farnesene

[0343] * % by weight, relative to the total weight of BSA, BSO and BFA

[0344] +++++ highest intensity

[0345] + lowest intensity odor not discernible

[0346] As can be seen, p-sinensol significantly enhances the persistence of the odor of p- sinensal or of a mixture of p-sinensal and p-farnesene. Moreover, it adds a woody note to the odor of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0347] M / BASFTR-4224-PC Example 4 - Modification of the flavor of p-sinensal or of a combination of p-sinensal and p-farnesene by p-sinensol 1 mL, respectively, of p-sinensal (comparative), of p-farnesene (comparative), of p- sinensol (comparative), of a mixture of p-sinensal and p-farnesene (comparative), of a mixture of p-sinensal and p-sinensol (according to the invention) and of a mixture of p- sinensal, p-farnesene and p-sinensol (according to the invention) in the relative amounts given in table 4 was provided / prepared. The material was brought in 5% su- crose solution at 3 ppm dilution at room temperature. The taste was evaluated for intensity and the profile was described, both by an experienced panel of 4 persons, ranging in age from 25 to 60 years, 50% female. The results are compiled in table 4.

[0348] Table 4

[0349] As can be seen, p-sinensol adds a woody note to the flavor of p-sinensal or of a mixture of p-sinensal and p-farnesene.

[0350] M / BASFTR-4224-PC

Claims

Claims1. A composition comprising(a) sinensal; and(b) sinensol; where sinensal is a-sinensal or p-sinensal or a mixture of a-sinensal and p-sinen- sal; and where sinensol is a-sinensol or p-sinensol or a mixture of a-sinensol and p-sinen- sol; where a-sinensal is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraenal, p- sinensal is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrienal, a-sinensol is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraen-1-ol, and p-sinensol is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrien-1-ol.

2. The composition according to claim 1, where the composition does not comprise p-sinensyl acetate; where the compositions does preferably not comprise sinen- syl acetate.

3. The composition according to any of the preceding claims, where the composition does not comprise p-elemene; where the compositions does preferably not comprise elemene.

4. The composition according to any of the preceding claims, comprising a-sinensal and a-sinensol, or comprising p-sinensal and p-sinensol, or comprising a-sinen- sal, p-sinensal and one or both of a-sinensol and p-sinensol.

5. The composition according to any of the preceding claims, where sinensol is present in an overall amount of 5 ppm to 70% by weight, relative to the overall weight of sinensal and sinensol.

6. The composition according to claim 5, where sinensol is present in an overall amount of 0.001 to 60% by weight, preferably of 0.01 to 50% by weight, relative to the overall weight of sinensal and sinensol.

7. The composition according to claim 6, where sinensol is present in an overall amount of 0.1 to 40% by weight, preferably of 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.M / BASFTR-4224-PC8. The composition according to any of the preceding claims, further comprising far- nesene.

9. The composition according to claim 8, where farnesene is comprised in an amount of 0.1 to 90% by weight, preferably 0.5 to 85% by weight, in particular 1 to 85% by weight, relative to the overall weight of sinensal and farnesene.

10. The composition according to any of claims 1 to 7, where following provisos (i) or (ii) or both (i) and (ii) apply:(i) if the composition does not comprise farnesene, the composition does not comprise hexane; and / or(ii) if the composition comprises p-sinensal and p-sinensol, and no farnesene, the composition does not comprise p-sinensyl acetate.

11. The composition according to any of the preceding claims, where the composition is selected from the group consisting of foods, food supplements, beverages, aroma concentrates, compositions for aroma therapy, pharmaceutical compositions, crop protection compositions, perfume compositions, body care compositions, hygiene articles, cleaning compositions, textile detergent compositions and compositions for scent dispensers.

12. The use of the composition as defined in any of claims 1 to 10 as an aroma chemical.

13. The use of sinensol to enhance the persistence of the aroma, preferably of the fragrance, of sinensal or of a mixture of sinensal and farnesene where sinensal is a-sinensal or p-sinensal or a mixture of a-sinensal and p-sinen- sal; and where sinensol is a-sinensol or p-sinensol or a mixture of a-sinensol and p-sinen- sol; where a-sinensal is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraenal, p- sinensal is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrienal, a-sinensol is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraen-1-ol, and p-sinensol is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrien-1-ol.

14. The use of sinensol to modify the aroma, preferably the flavour, of sinensal or of a mixture of sinensal and farnesene; where sinensal is a-sinensal or p-sinensal or a mixture of a-sinensal and p-sinen- sal; andM / BASFTR-4224-PCwhere sinensol is a-sinensol or p-sinensol or a mixture of a-sinensol and p-sinen- sol; where a-sinensal is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraenal, p- sinensal is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrienal, a-sinensol is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraen-1-ol, and p-sinensol is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrien-1-ol.

15. The use according to claim 14, of sinensol to add a woody note to the aroma of sinensal or of a mixture of sinensal and farnesene.

16. The use according to any of claims 12 to 15, of a-sinensol to enhance the persistence of the aroma, preferably of the fragrance, of a-sinensal or of a mixture of a- sinensal and a-farnesene; and / or to modify the aroma of a-sinensal or of a mixture of a-sinensal and a-farnesene; or of p-sinensol to enhance the persistence of the aroma, preferably of the fragrance, of p-sinensal or of a mixture of p-sinensal and p-farnesene and / or to modify the aroma of p-sinensal or of a mixture of p-sinensal and p-farnesene.

17. The use according to any of claims 12 to 16, where sinensol is used in an overall amount of 5 ppm to 70% by weight, preferably 0.001 to 60% by weight, more preferably 0.01 to 50% by weight, even more preferably 0.1 to 40% by weight, in particular 0.4 to 35% by weight, relative to the overall weight of sinensal and sinensol.

18. A method of imparting an aroma impression to a composition comprising at least the step of adding sinensal and sinensol to said composition; or comprising mixing simultaneously or consecutively sinensal and sinensol with the other components of said composition or with pre-formed mixtures of a part of the other components of said composition where sinensal is a-sinensal or p-sinensal or a mixture of a-sinensal and p-sinen- sal; and where sinensol is a-sinensol or p-sinensol or a mixture of a-sinensol and p-sinen- sol; where a-sinensal is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraenal, p- sinensal is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrienal, a-sinensol is (2E,6E,9E)-2,6,10-trimethyl-2,6,9,11-docecatetraen-1-ol, and p-sinensol is (2E,6E)-2,6-dimethyl-10-methylene-2,6,11-docecatrien-1-ol.M / BASFTR-4224-PC19. The method according to claim 18, where the composition does not comprise - sinensyl acetate; where the compositions does preferably not comprise sinensyl acetate.

20. The method according to any of claims 18 and 19, where the composition does not comprise p-elemene; where the compositions does preferably not comprise elemene.M / BASFTR-4224-PC

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