Lily of the Valley fragrance

Abstract

The present invention relates to the field of cosmetics. More specifically, the present invention relates to the use of a composition of matter comprising 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal as a perfume ingredient or for controlling arthropods, which are useful aldehyde-based floral perfume ingredients. Therefore, as mentioned herein, the present invention includes the composition of matter of the present invention as a perfume composition or as part of a perfumed consumer product.

Description

[Technical Field]

[0001] The present invention relates to the field of cosmetics. More specifically, the present invention relates to the use of a composition of matter comprising 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal as a perfume ingredient or for controlling arthropods, which are useful aldehyde-based floral perfume ingredients. Therefore, as mentioned herein, the present invention includes the composition of matter of the present invention as a perfume composition or as part of a perfumed consumer product.

[0002] Background technology Some of the most prized ingredients in the perfumery industry are those that impart a floral impression, especially the lily of the valley scent. Adding to its value is the observation that this delicate floral scent cannot survive even the most gentle extraction methods to produce essential oils. This note is highly prized and is used in numerous perfumed consumer products. For decades, much effort has been devoted to finding compounds with this highly complex white floral scent, especially since the use of Lilial® (2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, trademark, Givaudan-Roure SA, Vernier, Switzerland), which represents one of the most valuable perfume ingredients with lily of the valley and watery connotations, has been limited for various reasons.

[0003] There is a need to develop new perfuming ingredients that impart floral odor notes that are as close as possible to the natural odor of lily of the valley.

[0004] Helvetica Chimica Acta 1996 1095 reports 3-(4-isopropyl-2-methylphenyl)propanal and analogues, 3-(4-(tert-butyl)-2-methylphenyl)propanal as a valuable odorant imparting a Lilial®-type lily of the valley scent with a slight aniseed undertone.

[0005] The present invention provides novel compositions of matter, including 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal, that provide the lily of the valley note highly valued in cosmetics. The prior art does not anticipate that these compositions of matter would provide such an increase in performance and fragrance properties.

[0006] MODE FOR CARRYING OUT THE INVENTION A surprising synergistic effect has been discovered between 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal, resulting in compositions of matter of the present invention having an aldehydic / floral note combined with a green note.

[0007] Therefore, a first object of the present invention is a composition of matter comprising 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal.

[0008] The composition of matter can be used as a perfuming ingredient, for example, to impart aldehydic floral-type fragrance notes.

[0009] According to any embodiment of the present invention, the composition of matter of the present invention comprises at least 75% w / w 3-(4-isopropyl-2-methylphenyl)propanal, in particular 80% w / w 3-(4-isopropyl-2-methylphenyl)propanal, in particular 85% w / w 3-(4-isopropyl-2-methylphenyl)propanal, in particular 87% w / w 3-(4-isopropyl-2-methylphenyl)propanal, in particular 90% w / w 3-(4-isopropyl-2-methylphenyl)propanal 3-(4-isopropyl-2-methylphenyl)propanal, in particular 95% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, in particular 98% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, in particular 99% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, and even more particularly 99.5% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter.

[0010] According to any embodiment of the present invention, the composition of matter of the present invention may comprise up to 25% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, in particular 20% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, in particular 15% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, in particular 10% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, in particular 5% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, in particular 2% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, in particular 1% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, and even more particularly 0.5% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter.

[0011] According to any embodiment of the present invention, the composition of matter of the present invention can comprise 75% to 99.5% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 0.5% to 25% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter. In particular, the composition of matter of the present invention can comprise 80% to 99% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 1% to 20% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter. In particular, the composition of matter of the present invention can comprise 85% to 95% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 3% to 15% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter. Even more particularly, the composition of matter of the present invention may comprise 88% to 95% w / w 3-(4-isopropyl-2-methylphenyl)propanal and 3% to 8% w / w 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter.

[0012] According to any embodiment of the present invention, the ratio of 3-(4-isopropyl-2-methylphenyl)propanal to 3-(2-isopropyl-4-methylphenyl)propanal is comprised between 85:15 and 99.5:05, further between 90:10 and 99:1, further between 92:8 and 98:2, and further between 94:6 and 98:2.

[0013] According to any embodiment of the present invention, the substance composition of the present invention can further comprise 3-(5-isopropyl-2-methylphenyl)propanal.Particularly, the substance composition of the present invention can comprise at most 10% 3-(5-isopropyl-2-methylphenyl)propanal, particularly at most 8% 3-(5-isopropyl-2-methylphenyl)propanal, particularly at most 5% 3-(5-isopropyl-2-methylphenyl)propanal, particularly at most 3% 3-(5-isopropyl-2-methylphenyl)propanal, particularly at most 2% 3-(5-isopropyl-2-methylphenyl)propanal, and even more particularly at most 1% 3-(5-isopropyl-2-methylphenyl)propanal, and percentage is based on the total weight of the substance composition.

[0014] A specific example of a composition of matter of the present invention may include, by way of non-limiting example, a composition of matter comprising 93% w / w 3-(4-isopropyl-2-methylphenyl)propanal and 7% w / w 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being based on the total weight of the composition of matter.

[0015] 3-(2-isopropyl-4-methylphenyl)propanal is a novel compound and exhibits several advantages as explained above. Therefore, another object of the present invention is the compound 3-(2-isopropyl-4-methylphenyl)propanal. 3-(2-isopropyl-4-methylphenyl)propanal can be used as a perfuming ingredient to impart, for example, aldehydic floral-type fragrance notes.

[0016] As mentioned above, the present invention relates to the use of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the invention as a perfuming ingredient. In other words, the present invention relates to a method or process for imparting, enhancing, improving or modifying the odor properties of a perfuming composition or a perfumed article or surface, which method comprises adding to said composition or article an effective amount of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the invention, for example to impart its typical notes. It is understood that the final hedonic effect may depend on the exact dosage and organoleptic properties of the 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or compositions of matter of the invention, but in any case the addition of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or compositions of matter of the invention will impart to the final product its typical touch in the form of a note, touch or aspect depending on the dosage.

[0017] "Use of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of substances of the present invention" here should also be understood as the use of any composition which contains 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of substances of the present invention and which can be advantageously used in the cosmetic industry.

[0018] Said compositions, which in fact can be used advantageously as perfuming ingredients, are also an object of the present invention.

[0019] Therefore, another object of the present invention is to i) as perfuming ingredient, 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of at least one substance of the invention as defined above, ii) at least one component selected from the group consisting of a cosmetic carrier and a cosmetic base; iii) optionally at least one cosmetic adjuvant; A perfume composition comprising:

[0020] The term "cosmetic carrier" as used herein refers to a material that is substantially neutral from a cosmetic point of view, i.e. that does not significantly modify the organoleptic properties of the perfuming ingredients. The carrier may be liquid or solid.

[0021] As liquid carrier, non-limiting examples can include emulsifying systems, i.e., solvent systems and surfactant systems, or solvents commonly used in cosmetics.The detailed description of the nature and type of solvents commonly used in cosmetics cannot be exhaustive.However, non-limiting examples can include solvents such as butylene or propylene glycol, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, Abalyn® (rosin resin, available from Eastman), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate or mixtures thereof, and these are the most commonly used or naturally derived solvents, such as glycerol or various vegetable oils, such as palm oil, sunflower oil or linseed oil. In the case of compositions comprising both a cosmetic carrier and a cosmetic base, other suitable cosmetic carriers in addition to those specified above may include ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (manufacturer: Exxon Chemical), glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (manufacturer: Dow Chemical Company), or hydrogenated castor oil such as those known under the trademark Cremophor® RH 40 (manufacturer: BASF).

[0022] The term "solid carrier" refers to a material to which a perfume composition or some components of the perfume composition can be chemically or physically bound. Generally, such solid carriers are used to stabilize the composition or to control the evaporation rate of the composition or some components. Solid carriers are those currently used in the art, and those skilled in the art know how to achieve the desired effect. However, non-limiting examples of solid carriers include absorbent gums or polymers or inorganic materials, such as porous polymers, cyclodextrins, dextrins, maltodextrins, wood-based materials, organic or inorganic gels, clays, gypsum talc, or zeolites.

[0023] Other non-limiting examples of solid carriers can include encapsulating materials. Examples of such materials include wall-forming and plasticizing materials, such as glucose syrup, natural or modified starch, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectin, vegetable gums, such as gum acacia (gum arabic), urea, sodium chloride, sodium sulfate, zeolites, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars, such as sucrose, mono-, di- and polysaccharides and derivatives, such as chitosan, starch, cellulose, carboxymethylmethylcellulose, methylcellulose, hydroxyethylcellulose, ethylcellulose, propyl ... The preferred compositions may include cellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, polyethylene glycol (PEG), polyvinylpyrrolidine (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related maleic anhydride copolymers, amine-functional polymers, vinyl ethers, styrene, polystyrene sulfonate, vinyl acid, ethylene glycol-propylene glycol block copolymers, vegetable gums, acacia gum, pectin, xanthan, alginate, carrageenan, citric acid or any water-soluble solid acid, fatty alcohol or fatty acid, as well as mixtures thereof, or even materials mentioned in references such as H. Scherz, Hydrokolloides: Stabilisatoren, Dickungs-und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitaet, Behr's Verlag GmbH & Co., Hamburg, 1996.Encapsulation is a process well known to those skilled in the art and can be carried out by using techniques such as spray drying, coagulation or even extrusion, or consist of coating encapsulation, including coacervation and complex coacervation techniques.

[0024] Non-limiting examples of solid carriers include core-shell capsules with aminoplast, polyamide, polyester, polyurea or polyurethane type resins, or mixtures thereof (all of which are well known to those skilled in the art), using techniques such as phase separation processes induced by polymerization, interfacial polymerization, coacervation or all of which are described in the prior art, optionally in the presence of polymeric stabilizers or cationic copolymers.

[0025] Resins can be produced by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid, or glycolaldehyde, and mixtures thereof) with amines such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and mixtures thereof. Alternatively, preformed resins, such as alkylolated polyamines, can be used, such as those commercially available under the trademarks Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF).

[0026] Other resins include those produced by polycondensation of a polyol such as glycerol and a polyisocyanate, for example the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate, or the biuret of hexamethylene diisocyanate, or the trimer of xylylene diisocyanate with trimethylolpropane (known under the trade name Takenate®, manufactured by Mitsui Chemicals, Inc.), of which the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate are preferred.

[0027] Some of the leading literature on the encapsulation of perfumes by polycondensation of amino resins, i.e., melamine-based resins, with aldehydes includes articles such as those published by K. Dietrich et al., Acta Polymerica, 1989, Vol. 40, pages 243, 325, and 683, and 1990, Vol. 41, page 91. Such articles already describe the various parameters affecting the preparation of such core-shell microcapsules according to prior art methods, which are further detailed and exemplified in the patent literature. U.S. Patent No. 4,396,670 to Wiggins Teape Group Limited is a relevant and earlier example of the latter. Since then, many other authors have enriched the literature in this field, and while it is impossible to cover all published developments here, a general knowledge of encapsulation technology is highly important. A more recent relevant publication disclosing suitable uses of such microcapsules is represented, for example, by the article by K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, vol. 7, pages 8041-8054.

[0028] As meant herein, a "cosmetic base" is a composition that includes at least one perfuming co-ingredient.

[0029] The perfuming co-ingredient is not 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the present invention. Furthermore, as used herein, "perfuming co-ingredient" refers to a compound used in a perfuming preparation or composition to impart a hedonic effect, i.e., used for the primary purpose of imparting or modifying an odor. In other words, such a co-ingredient should be considered to be perfuming and should be recognized by those skilled in the art as being able to impart or modify the odor of the composition in a positive or pleasant way, rather than simply having an odor. Perfuming ingredients may also impart additional benefits beyond modifying or imparting an odor, such as persistence, blooming, malodor control, antibacterial effect, antiviral effect, microbial stability, or pest control.

[0030] The nature and type of perfuming co-ingredients present in the base do not warrant a more detailed description herein, and are in any case not exhaustive; those skilled in the art can select them on the basis of their general knowledge, according to the intended use or application and the desired organoleptic effect. Generally speaking, these perfuming co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfurous heterocyclic compounds and essential oils, and said perfuming co-ingredients may be of natural or synthetic origin.

[0031] Mention may in particular be made of perfuming co-ingredients commonly used in perfume formulations such as: Aldehyde components: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and / or nonenal; Aromatic herbal ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0 2,7]undecane-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxathiane, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol and / or alpha-pinene; Balsam ingredients: coumarin, ethyl vanillin and / or vanillin; Citrus ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-menthadiene; Floral Ingredients: Methyl Dihydrojasmonate, Linalool, Citronellol, Phenylethanol, 3-(4-tert-Butylphenyl)-2-methylpropanal, Hexyl Cinnamic Aldehyde, Benzyl Acetate, Benzyl Salicylate, Tetrahydro-2-Isobutyl-4-methyl-4(2H)-pyranol, Beta-Ionone, Methyl 2-(Methylamino)benzoate, (E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1 -(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2, 5-Dimethyl-2-indanethanol, 2,6,6-trimethyl-3-cyclohexene-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, vergyl acetate, geraniol, p-mentha-1-en-8-ol, 4-(1,1-dimethylethyl)-1- Cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, high cis-methyl dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, vermicelli proprionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl (S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amyl cinnamic aldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vergyl isobutyrate, and / or a mixture of methyl ionone isomers; Fruit components: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allylheptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxiranyl]acetate, and / or diethyl 1,4-cyclohexanedicarboxylate; Green ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrallyl acetate, allyl (2-methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol, and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecen-2-one, 1-oxa-13-cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-1-one, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 3-methyl-5-cyclo pentadecen-1-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one, and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; Wood components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 2,7 ]undec[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-en-1-yl acetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, Clearwood® (manufacturer: Firmenich SA), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-1-one, and isobornyl acetate; Other ingredients (e.g., amber, powdery, spicy, or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any of its stereoisomers, heliotropin, anisic aldehyde, eugenol, cinnamic aldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, and / or 3-(3-isopropyl-1-phenyl)butanal.

[0032] The cosmetic base according to the invention may not be limited to the above-mentioned perfuming co-ingredients, many others of which are listed in reference works such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent editions, or other works of a similar nature, as well as in the abundant patent literature in the field of cosmetics. It is also understood that said co-ingredients may be compounds known to release various types of perfuming compounds in a controlled manner, also known as pro-perfumes or pro-fragrances. Non-limiting examples of suitable pro-fragrances include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 3-(dodecylsulfonyl)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one, linear polysiloxane copolymer of (3-mercaptopropyl)(methyl)dimethoxysilane, 1-[6-ethyl-2,6-dimethyl-3-cyclohexen-1-yl]-2-butanone ... octan-1-one, 2-(dodecylthio)octan-4-one, 2-(dodecylsulfonyl)octan-4-one, 4-oxooctan-2-yl dodecanoate, 2-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl)succinate, (2E,6Z)-2,6-nonadienyl hexadecanoate, (2E,6Z)-2,6-nonadien-1-yl tetradecanoate, (2E,6Z)-2,6-Nonadien-1-yl dodecanoate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(octan-3-yloxy)undec-1-ene, 1- Methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, (2-((2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(2-methyl-3-phenethoxyallyl)benzene, (2-((2-isopropyl-5-methylcyclohexylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentyl) cyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 2-ethoxy-1-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 1-isopropyl-2-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde, or mixtures thereof.

[0033] By "cosmetic adjuvant" herein is meant an ingredient that can impart additional benefits such as color, specific lightfastness, chemical stability, etc. A detailed description of the nature and types of adjuvants commonly used in perfumed compositions cannot be exhaustive, but it must be mentioned that said ingredients are well known to those skilled in the art. Specific, non-limiting examples include viscosity agents (e.g., surfactants, thickeners, gelling and / or rheology modifiers), stabilizers (e.g., preservatives, antioxidants, heat / light and / or buffers or chelating agents, e.g., BHT), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial, antimicrobial, antifungal, or anti-irritant agents), abrasives, skin cooling agents, fixatives, insect repellents, ointments, vitamins, and mixtures thereof. Fixatives, also called "modulators," are understood herein to be agents capable of influencing the way in which the odor of a composition incorporating said modulator, in particular its evaporation rate and intensity, can be perceived over time by an observer or user, compared to the same perception in the absence of the modulator. In particular, modulators make it possible to extend the time over which the fragrance is perceived.Non-limiting examples of suitable modulators include methyl glucoside polyol; ethyl glucoside polyol; propyl glucoside polyol; isocetyl alcohol; PPG-3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, hyaluronic acid disaccharide sodium salt, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether. The modulators may include, but are not limited to, isoceteth-5, isoceteth-7, isoceteth-10, isoceteth-12, isoceteth-15, isoceteth-20, isoceteth-25, isoceteth-30, disodium lauroamphodipropionate, hexaethylene glycol monododecyl ether, and mixtures thereof, neopentyl glycol diisononanoate, cetearyl ethylhexanoate, panthenol ethyl ether, DL-panthenol, N-hexadecyl n-nonanoate, noctadecyl n-nonanoate, pro-fragrance, cyclodextrin, encapsulation, and any combination thereof. Based on the total weight of the fragrance composition, up to 20% by weight of the modulator may be incorporated into the fragranced consumer product.

[0034] It will be understood that a person skilled in the art is perfectly capable of designing the optimum formulation for the desired effect by mixing the above-mentioned components of the perfuming composition simply by applying standard knowledge in the art as well as by trial and error methods.

[0035] A composition of the substance of the present invention consisting of at least 3-(2-isopropyl-4-methylphenyl)propanal or at least 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of the substance of the present invention and at least one cosmetic carrier is a specific embodiment of the present invention, as well as a perfume composition comprising at least 3-(2-isopropyl-4-methylphenyl)propanal or at least 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of the substance of the present invention, at least one cosmetic carrier, at least one cosmetic base, and optionally at least one cosmetic adjuvant.

[0036] According to a particular embodiment, the perfume composition is in the form of microcapsules, preferably a microcapsule slurry, containing at least 3-(2-isopropyl-4-methylphenyl)propanal or at least 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of matter of the present invention. In one embodiment, 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the present invention is encapsulated in a core-shell microcapsule, and 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the present invention is contained in a core surrounded by a shell. In one embodiment, the shell of the microcapsule protects 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the present invention from the environment. The shell is made of a material that can release 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or the composition of the present invention. In one embodiment, the shell is made of a material that can release 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or the composition of the present invention upon shell rupture and / or by diffusion through the shell. Those skilled in the art are familiar with methods for preparing said microcapsules. In addition to 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or the composition of the present invention, the core of the core-shell microcapsules may further comprise at least one liquid carrier as defined above and / or at least one perfuming co-ingredient as defined above.The core-shell microcapsules or core-shell microcapsule slurries comprising at least 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of matter of the present invention can be dispersed in at least one liquid carrier as defined above, which may further comprise 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of matter of the present invention and / or at least one perfuming co-ingredient as defined above.

[0037] According to certain embodiments, the shell of the microcapsules comprises a material selected from the group consisting of polyurea, polyurethane, polyamide, polyester, poly(meth)acrylate (i.e., polyacrylate and / or polymethacrylate), polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof. The shell may also be hybrid, i.e., organic-inorganic, for example, a hybrid shell composed of at least two types of crosslinked inorganic particles, or even a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0038] According to certain embodiments, core-shell microcapsules can also be derived by using different or more than one encapsulation method.

[0039] In preferred embodiments, the shells of the microcapsules may each independently be selected from the group of aminoplast, polyamide, polyester, polyurea and polyurethane shells and mixtures thereof.

[0040] In certain embodiments, the shell of the microcapsules comprises an aminoplast copolymer, such as melamine-formaldehyde, or urea-formaldehyde, or crosslinked melamine formaldehyde or melamine glioxal.

[0041] In certain embodiments, the shell of the microcapsule is a polyurea-based material, for example, but not limited to, made from an isocyanate-based monomer and an amine-containing crosslinking agent, such as guanidine carbonate and / or guanazole. Certain polyurea microcapsules comprise a polyurea wall that is the reaction product of polymerization between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of an amine (e.g., a water-soluble guanidine salt and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated fragrance. However, the use of an amine can be omitted.

[0042] In certain embodiments, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% cationic copolymer of vinylpyrrolidone and quaternized vinylimidazole (all percentages defined by weight relative to the total weight of the colloidal stabilizer). In certain embodiments, the emulsifier is an anionic or amphiphilic biopolymer, which may be selected from the group consisting of, for example, gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0043] In certain embodiments, the shell of the microcapsules is polyurethane-based, made from, for example, but not limited to, polyisocyanates and polyols, polyamides, polyesters, and the like.

[0044] In certain embodiments, the microcapsules have a polymeric shell resulting from complex coacervation, where the shell may be crosslinked.

[0045] In certain embodiments of the core-shell microcapsules, the core-shell microcapsules comprise an oily core comprising a hydrophobic active substance, preferably at least 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of the substances of the present invention, and a composite shell comprising a first material and a second material, wherein the first material and the second material are different, and the first material is a coacervate and the second material is a polymeric material.

[0046] In certain embodiments, the weight ratio of the first material to the second material is comprised between 50:50 and 99.9:0.1.

[0047] In certain embodiments, the coacervate comprises a first polyelectrolyte, preferably selected from proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably gelatin, and a second polyelectrolyte, preferably alginates, cellulose derivatives, guar gum, pectinates, carrageenans, polyacrylic and methacrylic acids or xanthan gum, or even a plant gum such as acacia gum (gum arabic), most preferably gum arabic.

[0048] The first coacervate material can be hardened chemically using a suitable cross-linking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin, or can be hardened enzymatically using an enzyme such as transglutaminase.

[0049] The second polymeric material may be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof, preferably polyurea and / or polyurethane. The second material is preferably present in an amount of less than 3 wt. %, preferably less than 1 wt. %, based on the total weight of the microcapsule slurry.

[0050] The preparation of aqueous dispersions / slurries of core-shell microcapsules is well known to those skilled in the art. In certain embodiments, the microcapsule wall material can comprise any suitable resin, including, among others, melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, and the like. Suitable resins include reaction products of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril, and mixtures thereof. Suitable melamines include methylolmelamine, methylated methylolmelamine, iminomelamine, and mixtures thereof. Suitable ureas include dimethylolurea, methylated dimethylolurea, urea-resorcinol, and mixtures thereof. Suitable materials for fabrication can be obtained from one or more of the following companies: Solutia Inc. (St. Louis, Missouri USA), Cytec Industries (West Paterson, New Jersey USA), Sigma-Aldrich (St. Louis, Missouri USA).

[0051] In certain embodiments of the core-shell microcapsules, the core-shell microcapsules are an oily core comprising a hydrophobic active substance, preferably 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of at least one substance of the invention; Optionally, an inner shell made of polymerized multifunctional monomers; a biopolymer shell comprising proteins, wherein at least one protein is crosslinked; and Includes.

[0052] According to a particular embodiment, the protein is selected from the group consisting of milk proteins, caseinates such as sodium or calcium caseinate, casein, whey proteins, hydrolyzed proteins, gelatin, gluten, pea proteins, soy proteins, silk proteins and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate.

[0053] According to a particular embodiment, the protein comprises sodium caseinate and a globular protein preferably selected from the group consisting of whey protein, beta-lactoglobulin, ovalbumine, bovine serum albumin, vegetable proteins and mixtures thereof.

[0054] The protein is preferably a mixture of sodium caseinate and whey protein.

[0055] According to certain embodiments, the biopolymer shell comprises cross-linked proteins selected from the group consisting of sodium caseinate and / or whey protein.

[0056] According to certain embodiments, the microcapsule slurry comprises: an oily core comprising a hydrophobic active substance, preferably 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of at least one substance of the invention; an inner shell made of a polymerized multifunctional monomer, preferably a polyisocyanate having at least two isocyanate functional groups; a biopolymer shell comprising proteins, wherein at least one protein is cross-linked, and the protein preferably comprises a mixture comprising sodium caseinate and a globular protein, preferably whey protein; Optionally, at least an outer mineral layer The microcapsules comprise at least one microcapsule made of

[0057] According to one embodiment, the sodium caseinate and / or whey protein are cross-linked proteins.

[0058] The weight ratio of sodium caseinate to whey protein is preferably within the range of 0.01-100, more preferably 0.1-10, and even more preferably 0.2-5.

[0059] In certain embodiments, the microcapsules are prepared by the following steps: 1) mixing a perfume oil with at least one polyisocyanate having at least two isocyanate functional groups to form an oil phase; 2) dispersing or dissolving an aminoplast resin and optionally a stabilizer in water to form an aqueous phase; 3) preparing an oil-in-water dispersion having an average droplet size comprised between 1 and 100 microns by mixing an oil phase and an aqueous phase; 4) carrying out a curing step to form the walls of the microcapsules; 5) Optionally, drying the final dispersion to obtain dried core-shell microcapsules. and one-shell aminoplast core-shell microcapsules obtained by a process comprising:

[0060] In certain embodiments, the core-shell microcapsules are formaldehyde-free capsules. A typical method for preparing an aminoplast formaldehyde-free microcapsule slurry is: 1) preparing an oligomeric composition comprising the reaction product of, or obtained by reacting together, a. a polyamine component in the form of melamine or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups; b. Glyoxal and C 4~6 an aldehyde component in the form of a mixture of 2,2-dialkoxy-ethanal and, optionally, glyoxalate, said mixture having a glyoxal / C ratio comprised between 1 / 1 and 10 / 1; 4~6 an aldehyde component having a molar ratio of 2,2-dialkoxy-ethanal, and c. protic acid catalyst, 2) preparing an oil-in-water dispersion, the droplet size of which is comprised between 1 and 600 microns, the oil-in-water dispersion comprising: a. Oil, b.Aqueous medium, c. at least one oligomeric composition obtained in step 1; d. at least one cross-linking agent selected from the following: i.C4~C 12 Aromatic or aliphatic di- or tri-isocyanates and their biuret, triuret, trimer, trimethylolpropane adducts and mixtures thereof, and / or ii.Formula: Q-(oxiran-2-ylmethyl) m di- or tri-oxirane compounds of the formula In the formula, m represents 2 or 3, and Q represents a C2-C6 group containing 2 to 6 nitrogen atoms and / or oxygen atoms; e. Optionally, a C1-C4 compound containing two NH2 functional groups Including, 3) heating the dispersion; 4) Cooling the dispersion.

[0061] The above method is described in further detail in WO 2013 / 068255.

[0062] In certain embodiments of the core-shell microcapsules, the core-shell microcapsules are an oil-based core comprising a hydrophobic active substance, preferably 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of the substance of the present invention; A polyamide shell, acyl chlorides, a first amino compound, and Second Amino Compound a polyamide shell comprising or obtained from The polyamide core-shell microcapsules are

[0063] According to certain embodiments, the polyamide core-shell microcapsules comprise: an oil-based core comprising a hydrophobic active substance, preferably 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of the substance of the present invention; A polyamide shell, Preferably, acyl chloride in an amount comprised between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w / w, the first amino compound in an amount preferably comprised between 1% and 50% w / w, preferably between 7 and 40% w / w, a second amino compound in an amount preferably comprised between 1% and 50% w / w, preferably between 2 and 25% w / w, Preferably, the stabilizer, preferably a biopolymer, in an amount comprised between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%. a polyamide shell comprising or obtained from Includes.

[0064] According to certain embodiments, the polyamide core-shell microcapsules comprise: an oil-based core comprising a hydrophobic active substance, preferably 3-(2-isopropyl-4-methylphenyl)propanal or at least one composition of the substance of the present invention; A polyamide shell, acyl chlorides, a first amino compound, which is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof; a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof; and a biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein and / or mixtures thereof; a polyamide shell comprising or obtained from Includes.

[0065] The first amino compound may be different from the second amino compound.

[0066] Typically, the method for preparing polyamide-based microcapsules comprises the following steps: a) dissolving at least one acyl chloride in a hydrophobic material, preferably a fragrance, to form an oil phase; b) dispersing the oil phase obtained in step a) in an aqueous phase containing a first amino compound to form an oil-in-water emulsion; c) carrying out a curing step to form polyamide microcapsules in the form of a slurry; Including, A stabilizer is added to the oil and / or water phase; At least a second amino compound is added to the aqueous phase before the formation of the oil-in-water emulsion and / or to the oil-in-water emulsion obtained after step b).

[0067] In certain embodiments, the shell of the microcapsule is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in WO 2007 / 004166, EP 2300146 and EP 2579976. Typically, the method for preparing polyurea-based or polyurethane-based microcapsule slurries comprises the following steps: a) dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase; b) preparing an aqueous solution of an emulsifier or colloidal stabilizer to form an aqueous phase; c) adding an oil phase to an aqueous phase to form an oil-in-water dispersion with an average droplet size comprised between 1 and 500 μm, preferably between 5 and 50 μm; d) applying conditions sufficient to induce interfacial polymerization and form microcapsules in the form of a slurry; Includes.

[0068] In certain embodiments, the microcapsules may be in the form of a powder, which can be obtained in particular by subjecting the microcapsule slurry to a drying process such as spray drying to provide the microcapsules in that form, i.e., in powder form. It is understood that any standard method known to those skilled in the art can be applied to carry out such drying. In particular, the slurry can be spray-dried to provide microcapsules in powder form, preferably in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, gum arabic, vegetable gum, pectin, xanthan, alginate, carrageenan, or cellulose derivatives.

[0069] However, other drying methods may also be mentioned, such as extrusion, plating, spray granulation or fluidized bed methods, or even drying at room temperature using materials (carriers, desiccants) that meet certain criteria, as disclosed in WO 2017 / 134179.

[0070] According to a particular embodiment, the above-mentioned compositions comprise two or more of the compositions of matter of the present invention, allowing perfumers to prepare accords or perfumes with the olfactory properties of the various compositions of matter of the present invention, thus creating new building blocks for formulation purposes.

[0071] For the sake of clarity, it is also understood that any mixture resulting directly from a chemical synthesis involving the compound or composition of matter of the invention as a starting, intermediate or final product, such as a reaction medium without sufficient purification, cannot be considered a perfuming composition according to the invention, unless said mixture provides the compound or composition of matter of the invention in a form suitable for cosmetic use.Unless otherwise stated, unpurified reaction mixtures are therefore generally excluded from the present invention.

[0072] The compositions of matter of the invention or 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal can also be advantageously used in all fields of modern cosmetics, i.e., in the field of micro- or functional cosmetics, to positively impart or modify the odor of consumer products to which the 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or said compositions of matter of the invention are added. Therefore, another object of the invention consists in perfumed consumer products comprising, as perfuming ingredient, 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one composition of matter of the invention as defined above.

[0073] The compounds of the invention or compositions of substances of the invention can be added as such or as part of a perfuming composition of the invention.

[0074] For clarity, "perfumed consumer product" is meant to refer to a consumer product that provides at least a pleasant fragrance effect to the surface or space to which it is applied (e.g., skin, hair, fabric, or household surface). In other words, the perfumed consumer product according to the present invention is a perfumed consumer product that comprises a functional formulation corresponding to the desired consumer product, and optionally an additional benefit agent, and an olfactory-effective amount of at least one compound of the present invention or composition of matter of the present invention. For clarity, the perfumed consumer product is a non-edible product.

[0075] The nature and type of constituents of perfumed consumer products does not warrant a more detailed description herein, which is in any case not exhaustive, and a person skilled in the art can select them on the basis of his general knowledge and according to the nature and desired effect of said product.

[0076] Non-limiting examples of suitable perfumed consumer products include perfumes, such as finely divided perfumes, splashes or eau de parfums, colognes, or shaving or after-shave lotions; fabric care products, such as liquid or solid detergents, optionally in pod or tablet form, fabric softeners, liquid or solid scent boosters, fabric softener sheets, fabric refreshers, ironing water, paper, bleach, carpet cleaners, curtain care products; body care products, such as hair care products (e.g., shampoos, leave-on or rinse-off hair conditioners, coloring preparations or hair sprays, color care products, hair shaping products, dental care products), disinfectants, intimate care products; cosmetic preparations (e.g., skin creams or lotions, vanishing creams, etc.); or deodorants or antiperspirants (e.g. sprays or roll-ons), depilatories, tanning products, tanning or after-sun products, nail products, skin cleansing, make-up); or skin care products (e.g. soaps, shower or bath mousses, oils or gels, or hygiene products, or foot / hand care products); air care products, for example deodorants or "ready-to-use" powder deodorants that can be used in domestic spaces (rooms, refrigerators, cupboards, shoes or cars) and / or in public spaces (hall, hotel, mall, etc.); or home care products, for example mould removers, furniture care products, wipes, dishwashing detergents or detergents for hard surfaces (e.g. floor, bath, sanitary or window cleaning); leather care products; car care products, for example polishes, waxes or plastic cleaners.

[0077] According to any embodiment of the present invention, the perfumed consumer product of the present invention is characterized by a pH greater than or equal to 1. In particular, the perfumed consumer product of the present invention has a pH comprised between 1 and 12, or between 1 and 8. Even more particularly, the perfumed consumer product of the present invention has a pH comprised between 1 and 6.

[0078] According to a specific embodiment, the perfumed consumer product of the present invention is in the form of a personal care, home care, or fabric care consumer product, particularly a shower gel, shampoo, soap, fabric detergent or softener, and all-purpose cleaner, containing ingredients common to such consumer products. The main functional components of the perfumed consumer product are surfactants and / or softener ingredients capable of cleaning and / or softening fabrics and / or textiles of various natures, such as clothing, curtain fabrics, carpets, and furniture fabrics, or other household surfaces, skin, or hair, and are typically used in large amounts of water or aqueous solvents. Thus, these are typically formulations in which the amount of water is between 50 and 99% by weight of the perfumed consumer product, except for soaps or solid detergents, in which the amount of water is at most 20%.

[0079] A more detailed description of such fabric cleaning and / or softening formulations is not warranted here, and many descriptions of current liquid formulations can be found in detergent / fabric softener patents and other relevant literature, for example the textbook Louis Ho Tan Tai, "Detergents et Produits de Soins Corporels", Dunod, Paris, 1999, especially Chapters 1 to 7, or any other similar and / or more recent textbook on the field of liquid fabric softener and all-purpose detergent formulations. Patent publication WO 2010 / 105873 is also cited as an example insofar as it describes typical current ingredients other than perfume in such liquid products, especially on pages 9 to 21. Of course, many other examples of liquid detergent and / or fabric softener formulations can be found in the literature. Any such liquid formulation, i.e., liquid fabric cleaners or conditioners and / or all-purpose cleaners, can be used in the compositions described herein.

[0080] According to a specific embodiment of the present invention, the perfumed consumer product of the present invention is a liquid fabric softener comprising a fabric softener active base in an amount of 85 to 100% by weight based on the total weight of the perfumed consumer product. The main component of the fabric softener active base is water or an aqueous solvent. The fabric softener active base may comprise a dialkyl quaternary ammonium salt, a dialkyl ester quaternary ammonium salt, a Hamburg ester quaternary salt, a triethanolamine quaternary salt, a silicone, and mixtures thereof. Optionally, the fabric softener active base of the composition may further comprise a viscosity modifier, preferably selected from the group consisting of calcium chloride, in an amount of 0.05 to 1% by weight based on the total weight of the liquid base.

[0081] According to a specific embodiment of the present invention, the perfumed consumer product of the present invention is an all-purpose cleaner comprising an all-purpose cleaner active base in an amount of 85-100% by weight based on the total weight of the perfumed consumer product. The main component of the all-purpose cleaner active base is water or an aqueous solvent. The all-purpose cleaner active base may comprise a linear alkyl benzene sulfonate (LAS) in an amount of 1-2%, a nonionic surfactant in an amount of 2-4%, and an acid such as citric acid in an amount of 0.1-0.5%.

[0082] According to a specific embodiment of the present invention, the perfumed consumer product of the present invention is a liquid detergent containing a liquid detergent active base in an amount of 85 to 100% by weight based on the total weight of the perfumed consumer product. The main component of the liquid detergent active base is water or an aqueous solvent. The liquid detergent active base may include anionic surfactants such as alkyl benzene sulfonates (ABS), linear alkyl benzene sulfonates (LAS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), sodium lauryl ether sulfates (SLES), and methyl ester sulfonates (MES); nonionic surfactants such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, and alkyl polyglucosamides; or mixtures thereof.

[0083] According to a specific embodiment of the present invention, the perfumed consumer product of the present invention is a solid detergent comprising a solid detergent active base in an amount of between 85 and 100% by weight, based on the total weight of the perfumed consumer product. The solid detergent active base may comprise at least one surfactant selected from the group consisting of anionic, nonionic, cationic, zwitterionic surfactants, and mixtures thereof. The surfactant in the solid detergent active base is preferably selected from the group consisting of linear alkene benzene sulfonates (LABS), sodium laureth sulfate, sodium lauryl ether sulfate (SLES), sodium lauryl sulfate (SLS), alpha olefin sulfonates (AOS), methyl ester sulfonates (MES), alkyl polyglyucosides (APG), primary alcohol ethoxylates, particularly lauryl alcohol ethoxylate (LAE), primary alcohol sulfonates (PAS), soaps, and mixtures thereof. The solid detergent active base may contain additional ingredients commonly used in powder detergent consumer products selected from the group consisting of bleaching agents, such as TAED (tetraacetylethylenediamine); buffering agents; builders, such as zeolites, sodium carbonate or mixtures thereof; soil release or soil suspension polymers; granular enzyme particles, such as cellulase, lipase, protease, mannanase, pectinase or mixtures thereof; corrosion inhibitors; antifoaming agents; sud suppressing agents; dyes; fillers, such as sodium silicate, sodium sulfate or mixtures thereof; hydrogen peroxide sources, such as sodium percarbonate or sodium perborate; and mixtures thereof.

[0084] According to a specific embodiment of the present invention, the perfumed consumer product of the present invention is a shampoo or shower gel containing a shampoo or shower gel active base in an amount of between 85 and 100% by weight based on the total weight of the perfumed consumer product. The shampoo or shower gel active base mainly comprises water or an aqueous solvent. The shampoo / shower gel active base may include sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetate, cocamidopropyl betaine, cocamide MEA, alkyl glucoside, and an amino acid surfactant.

[0085] According to a particular embodiment of the present invention, the perfumed consumer product of the present invention is a bar soap comprising a soap active base in an amount comprised between 85 and 100% by weight, based on the total weight of the perfumed consumer product. The bar soap active base may comprise a salt of a weak acid, typically a fatty acid, and the salt of the weak acid may be a strong base, such as sodium hydroxide.

[0086] Some of the above-mentioned perfumed consumer products may represent an aggressive medium for the compounds of the invention or compositions of matter of the invention, and as a result it may be necessary to protect the compounds of the invention or compositions of matter of the invention from premature degradation, for example by encapsulation or by chemically binding to another chemical suitable for releasing the components of the invention upon a suitable external stimulus such as an enzyme, light, heat or a change in pH.

[0087] The proportions in which the inventive compounds or compositions of matter according to the invention can be incorporated into the various aforementioned products or compositions vary within wide ranges of values, which depend on the nature of the article to be perfumed and the desired organoleptic effect, as well as the nature of the co-ingredients in a given base, when the inventive compounds or compositions of matter according to the invention are mixed with perfuming co-ingredients, solvents or additives commonly used in the art.

[0088] For example, in perfumed compositions, typical concentrations of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or compositions of substances of the present invention are about 0.001% to 20% by weight, or even more, based on the weight of the composition in which they are incorporated.In perfumed consumer products, typical concentrations of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or compositions of substances of the present invention are about 0.0001% to 10% by weight, or even more, based on the weight of the consumer product in which they are incorporated.

[0089] Another object of the present invention is a method for arthropod control, preferably insect control, which comprises directly contacting arthropods, preferably insects, with 3-(4-isopropyl-2-methylphenyl)propanal or 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal, or a composition of the substance of the present invention as defined above, or contacting them with its vapor. In other words, the present invention is a method for imparting, enhancing, improving or modifying the arthropod control properties of an arthropod control composition or arthropod control article, which method comprises adding to said composition or article an effective amount of at least 3-(2-isopropyl-4-methylphenyl)propanal or at least 3-(5-isopropyl-2-methylphenyl)propanal, or a composition of at least one substance as defined above.

[0090] A further object of the present invention is the use of 3-(4-isopropyl-2-methylphenyl)propanal or 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or a composition of substances of the invention as defined above for controlling arthropods, preferably insects.

[0091] The term "arthropod" has its usual meaning to those skilled in the art. Arthropods include invertebrates, such as insects, arachnids, and crustaceans, which have segmented bodies and jointed appendages. Arthropods typically have a chitinous exoskeleton that is molted at intervals, and a dorsal anterior brain connected to a ventral chain of ganglia.

[0092] Arthropods in the context of the present invention refer to unwanted arthropods, meaning that their presence in the air, on the surface of an article, on the surface of a plant, or on the surface of a vertebrate, such as a human subject or other mammal, preferably a human subject, is undesirable. Preferably, the unwanted arthropods are harmful arthropods that affect plants and animals, such as thrips, aphids, beetles, moths, mealybugs, scale insects, etc., more preferably harmful arthropods that affect animals, such as ants, termites, cockroaches, flies, etc., even more preferably blood-feeding arthropods that affect vertebrates, such as stable flies, bedbugs, assassin bugs, fleas, lice, mosquitoes and mites, even more preferably mosquitoes and mites.

[0093] The presence of arthropods may be undesirable because their presence in the air is unpleasant to the subject, contact of arthropods with items may transfer disease and / or pathogens, or arthropods may bite organisms causing itching and transmission of disease and / or pathogens, or arthropod feeding may be the cause of other diseases and / or conditions.

[0094] The expressions "control", "arthropod control" and the like have their ordinary meaning to those skilled in the art. "Control" in the context of the present invention defines the ability of a compound or arthropod control composition according to the present invention to attract, deter, kill or repel arthropods, preferably to deter or repel arthropods, and even more preferably to repel arthropods.

[0095] "Attraction" according to the present invention defines the ability of a compound or arthropod attractant composition according to the present invention to increase or promote the contact or presence of arthropods at an arthropod attractant source, for example, in the air, on the surface of an article, or on the surface of a vertebrate, for example, a human subject or other mammal, preferably on the surface of an article to which the arthropod attractant compound or composition has been applied, such as a trapping device.

[0096] "Deterrence" according to the present invention defines the ability of a compound or arthropod deterrent composition according to the present invention to minimize, reduce, frustrate, or prevent the contact or presence of arthropods at an arthropod deterrent source, e.g., in the air, on the surface of an item, or on the surface of a vertebrate, e.g., a human subject or other mammal, preferably on the surface of a human subject to which the arthropod deterrent compound or composition has been applied. Typically, deterrence is demonstrated when used as a bait-type deterrent, whereby pests are prevented from subsequently eating or laying eggs after initial feeding of the arthropod deterrent compound or composition.

[0097] "Killing" according to the present invention defines the ability of a compound or art report killing composition according to the present invention to kill arthropods at the arthropod killing source, for example, in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably on the surface of a human subject to which the arthropod killing compound or composition is applied. When the arthropod killing composition is applied to a plant, animal, or human subject, it is applied in an amount that kills arthropods but does not kill the subject.

[0098] "Repellent" according to the present invention defines the ability of a compound or arthropod repellent composition according to the present invention to minimize, reduce, frustrate or prevent the access or presence of arthropods at an arthropod repellent source, e.g., in the air, on the surface of an article, or on the surface of a vertebrate, e.g., a human subject or other mammal, preferably on the surface of a human subject to which the arthropod repellent compound or composition has been applied.

[0099] Co-ingredients used in arthropod control formulations can be added to enhance control efficacy. In particular, ethyl 3-(acetyl(butyl)amino)propanoate (IR3535), N,N-diethyl-3-methylbenzamide (DEET), p-menthane-3,8-diol (PMD), Eucalyptus citriodora (Eucalyptus citriodora oil, citronella seed oil, sec-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate (picaridin), vanillin, castor oil, cedarwood oil, cinnamon oil, citronella, citronella oil, clove oil, corn oil, corn mint, corn mint oil, cottonseed oil, 4-allyl-2-methoxyphenol (eugenol), garlic oil, (2E)-3,7-dimethylocta-2,6-dien-1-ol (geraniol), geranium oil, lemongrass oil, linseed oil, peppermint, peppermint oil, 2-phenylethylpropionate, rosemary oil, sesame oil, soybean oil, spearmint, spearmint oil, thyme oil, mint, mint oil, pepper extract, wintergreen oil, citronellal, lavender oil, Lavandula hybrida (Lavandula hybrida extract, lavandin oil, lemon oil, margosa extract, Mentha arvensis extract, metofluthrin, nonanoic acid, pyrethrins and pyrethroids, 2,3,4,5-Bis(butyl-2-ene)tetrahydrofurfural (MGK Repellent 11), cineole, cinnamaldehyde, citral, citronellol, coumarin, dibutyl phthalate, diethyl phthalate, dimethyl anthranilate, dimethyl phthalate, ethyl anthranilate, ethyl vanillin, eucalyptus oil, delta-octalactone, delta-nonalactone, delta-decalactone, delta-undecalactone, delta-dodecalactone, gamma-octalactone, gamma-nonalactone, gamma-decalactone, gamma-undecalactone, gamma-dodecalactone, hydroxycitronellal, lime oil, limonene, linalool, methyl anthranilate, myrcene, neem oil, sabinene, β-caryophyllene, (1H-indol-2-yl)acetic acid, anethole, anise oil, basil oil, bay oil, camphor, ethyl salicylate, evergreen oil, pine oil, tetramethrin, allethrin, Included may be an ingredient selected from the group consisting of (RS)-α-cyano-3-phenoxybenzyl-(1RS)-cis, cypermethrin, prallethrin, acetamiprid, azadirachtin, bendiocarb, bifenthrin, chlorpyrifos, deltamethrin, diazinon, dichlorvos, fipronil, imidacloprid, malathion, margosa extract, nicotine, permethrin, rotenone, S-methoprene, spinosad (spinosyn A), spinosyn D, transfluthrin, anise alcohol, octahydrocoumarin, (+-)-2,5-dimethyl-2-indanethanol, 4,4A,5,9B-tetrahydro-indeno[1,2-d]-1,3-dioxin, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, and mixtures thereof.

[0100] The compounds of the invention or compositions of matter of the invention can be prepared according to the methods described below.

[0101] Example The invention will now be described in further detail by the following examples, in which abbreviations have their usual meaning in the art and temperatures are given in degrees Celsius (°C). NMR spectra were obtained at 400 MHz, 1H), and 100MHz ( 13 Bruker Avance II Ultrashield 400 plus or 500MHz ( 1 H) and 125MHz ( 13 Bruker Avance III 500 or 600MHz ( 1 H) and 150MHz ( 13 C). Spectra were internally referenced to tetramethylsilane at 0.0 ppm. 1 H NMR signal shifts are expressed in δ ppm and coupling constants (J) are expressed in Hz with the following multiplicities: s, singlet; d, doublet; t, triplet; q, quartet; m, multiplet; and b, broad (indicating unresolved coupling) and were interpreted using Bruker Topspin software. 13 C NMR data are expressed as chemical shifts δ ppm and hybridization from DEPT 90 and DEPT 135 experiments, C, quaternary; CH, methine; CH, methylene; CH, methyl.

[0102] Example 1 Synthesis of a composition of matter of the present invention containing 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal in a 95:5 ratio a) Step 1: Preparation of a mixture containing 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene and 1-(diethoxymethyl)-2-isopropyl-4-methylbenzene: To a mixture of 4-isopropyl-2-methylbenzaldehyde and 2-isopropyl-4-methylbenzaldehyde (85 / 15 ratio; 400 g, 2465.6 mmol, 1 equiv.) at 30 °C, EtOH (168 mL) was added, followed by p-toluenesulfonic acid (0.98 g, 5.18 mmol, 0.0021 equiv.). Ethyl orthoformate (383.68 g, 2588.9 mmol, 1.05 equiv.) was added over 2 h. An exotherm (2 °C) was observed, and the mixture turned brown. Thirty minutes after the addition was complete, sodium ethoxide (21% in methanol, 7.4 g, 28.77 mmol, 0.012 equiv.) was added and the mixture was concentrated by distillation (Tmax = 145 °C, p = 1000-20 mbar) (Tpot = 120-145 °C; Tvap = 61-75 °C). The lights were discarded.

[0103] The product was purified by flash distillation (Tpot=135° C.; Tvap=118° C.) to give 522.3 g of a mixture containing 98% pure 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene and 1-(diethoxymethyl)-2-isopropyl-4-methylbenzene.

[0104] NMR data for the major isomer 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene: 1 H NMR(400 MHz,DMSO):7.34-7.36(m,1H),7.02-7.03(m,2H),5.49(s,1H),3.43-3.49( m,4H),2.79-2.85(m,1H),2.29(s,3H),1.18(d,J=5.6Hz,6H),1.12(t,J=5.7 Hz,6H). 13 C NMR (125 MHz, DMSO): 15.1(q), 18.6(q), 23.8(q), 33.1(d), 60.9(d), 99.7(d), 122.9(d), 126.0(d), 128.3(d), 134.4(s), 135.6(s), 148.0(s).

[0105] b) Step 2: Preparation of a mixture containing 4-isopropyl-2-methyl-1-(1,3,3-triethoxypropyl)benzene and 2-isopropyl-4-methyl-1-(1,3,3-triethoxypropyl)benzene A mixture containing 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene and 1-(diethoxymethyl)-2-isopropyl-4-methylbenzene (80.0 g, 338.5 mmol, 0.2 equiv.) from Step 1 was charged to a 1.0 L Schmizo reactor under nitrogen. The mixture was cooled to 15 °C (set point pot). Boron trifluoroacetate (0.32 g, 1.7 mmol, 0.001 equiv.) was charged. The mixture turned red. A mixture of ethyl vinyl ether (124.5 g, 1726.3 mmol, 1.02 equiv.) and 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene and 1-(diethoxymethyl)-2-isopropyl-4-methylbenzene (320.0 g, 1353.9 mmol, 0.8 equiv.) was added over 5 h. An exotherm (4 °C) was observed, and the mixture became lighter in color. 15 min after the addition was complete, sodium ethoxide (21% in ethanol, 4.1 g, 15.9 mmol, 0.01 equiv.) was added. The mixture was stirred at 15 °C for 1 h and then concentrated under reduced pressure (Tmax = 125 °C, p = 200-10 mbar, Tvap = 33 °C). After adding Primol 352, the crude product (514.0 g, 90% GC, brown liquid) was distilled through a 20 cm Widmer column (Tpot = 150-160 °C; Tvap = 72-117 °C; pressure 0.8-0.42 mbar) to obtain 360.3 g of a mixture containing 98% pure 4-isopropyl-2-methyl-1-(1,3,3-triethoxypropyl)benzene and 2-isopropyl-4-methyl-1-(1,3,3-triethoxypropyl)benzene.

[0106] NMR data for the major isomer 1-(diethoxymethyl)-4-isopropyl-2-methylbenzene 1H NMR(500 MHz,DMSO):7.12-7.23(m,1H),7.05-7.06(m,1H),6.99-7.00(m,1H),4.56(dt,J=30 Hz,4 Hz,2H),3.37-3.65(m,4H),3.16-3.27(m,2H),2.79-2.83(m,1H),2.26(s,3H),1.68-1.84(m,2H),1.18(d,J=6.9 Hz,6H),1.14(t,J=7.1 Hz,3H),1.09(t,J=6.9 Hz,3H),1.07(t,J=6.9 Hz,3H). 13 C NMR(125 MHz,DMSO):15.2(q),15.2(q),15.3(q),18.5(q),23.8(q),33.0(d),41.3(t),60.3(t),61.1(t ), 63.1(t), 74.2(d), 99.8(d), 123.9(d), 125.5(d), 128.2(d), 134.5(s), 137.7(s), 146.8(s).

[0107] c) Step 3: Preparation of a mixture containing (E)-3-(4-isopropyl-2-methylphenyl)acrylaldehyde and (E)-3-(2-isopropyl-4-methylphenyl)acrylaldehyde A mixture containing 4-isopropyl-2-methyl-1-(1,3,3-triethoxypropyl)benzene and 2-isopropyl-4-methyl-1-(1,3,3-triethoxypropyl)benzene (300.0 g, 972.57 mmol, 1.0 equiv.) from Step 2 and acetic acid (321.2 g, 5349.2 mmol, 5.5 equiv.) was charged to a 1.0 L Schmizo reactor under nitrogen. Sodium hydroxide (30% aqueous solution, 129.7 g, 972.57 mmol, 1.0 equiv.) was added with stirring. An exotherm occurred at 30°C. The mixture was heated to reflux for 6.5 hours (Tpot = 103-91°C, Tvap = 91-78°C). The mixture turned yellow, then brown, and became homogeneous. The mixture was cooled to 40°C, and the pressure was reduced to 170 mbar. The mixture was concentrated by distillation (Tmax=60°C, ΔT=20°C p=170-1 mbar). The distilled solvent was discarded. Water (675.0 g) and toluene (306 g) containing vitamin E (0.78 g) were added slowly while maintaining the temperature above 50°C. The mixture was cooled to 25°C and allowed to settle. The aqueous phase was decanted and discarded. The organic phase was washed with 10% aqueous sodium carbonate solution (153 g) and demineralized water (54.0 g). The pressure was reduced to 150 mbar and the mixture was heated to reflux (Tpot=70°C) and water was removed azeotropically until no more water separated. The orange solution (175.2 g) was purified by flash distillation (Tpot=105-110°C; Tvap=83-94°C; pressure 0.16 mbar) to give 134.4 g of a mixture containing 90% pure (E)-3-(4-isopropyl-2-methylphenyl)acrylaldehyde and (E)-3-(2-isopropyl-4-methylphenyl)acrylaldehyde.

[0108] NMR data for the major isomer (E)-3-(4-isopropyl-2-methylphenyl)acrylaldehyde 1H NMR(500 MHz,CDCl3):9.70(d,J=7.7 Hz,1H),7.75(d,J=15.8 Hz,1H),7.54(d,J=8 Hz,1H),7.10-7.13(m,2H),6.64(dd,J=15.8 Hz,7.7 Hz,1H),2.87-2.92(m,1H),2.47(s,3H),2.26(s,3H),1.68-1.84(m,2H),1.18(d,J=6.9 Hz,6H),1.25(d,J=6.9 Hz,6H). 13 C NMR(125 MHz, CDCl3):19.9(q),23.7(q),34.1(d),124.8(d),127.0(d),128.7(d),129.3(d),130.4(s),138.1(s),150.4(d),152.5(s),194.0(s).

[0109] d) Step 4: Preparation of a composition of matter of the present invention containing 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal An autoclave was charged with a mixture containing (£)-3-(4-isopropyl-2-methylphenyl)acrylaldehyde and (£)-3-(2-isopropyl-4-methylphenyl)acrylaldehyde (15.0 g, 79.67 mmol, 1.0 equiv.) obtained in Step 3, Pd / C (5%, 50% w / w water, 0.05 g, 0.0003 equiv.), AcOK (0.024 g, 0.239 mmol, 0.003 equiv.), and iPrOH (30 g). After purging the autoclave and pressurizing it with 5 bar of hydrogen, the mixture was heated at 70° C. for 30 h. The crude mixture was filtered and concentrated. The crude product was purified by flash distillation (Tpot=110°C; pressure 1.0 mbar) to obtain 11.0 g of a composition of matter of the present invention containing 3-(4-isopropyl-2-methylphenyl)propanal and 3-(2-isopropyl-4-methylphenyl)propanal (ratio 95:5, purity 93%).

[0110] NMR data for the major isomer 3-(4-isopropyl-2-methylphenyl)propanal 1H NMR(500MHz,CDCl3):9.83(t,J=1.5 Hz,1H),7.0-7.1(m,3H),2.89-2.92(m,2H),2.83-2.85(m,1H),2.71-2.74(m,2H),2.29(s,3H),1.23(d,J=7.0 Hz,6H). 13 C NMR(125 MHz, CDCl3):19.4(q),24.0(q),25.1(t),33.6(d),44.1(t),124.1(d),128.4(d),128.6(d),135.6(s),135.7(s),147.1(s),201.9(d).

[0111] Example 2 Performance of the compounds of the present invention as arthropod repellents a) Warm Body Assay: A small-scale test used to screen repellent efficacy against mosquitoes at different concentrations. Aedes aegypti is a highly aggressive human parasitic mosquito species that generally exhibits low susceptibility to arthropod control compounds, making it a model organism for control testing and one of the model organisms recommended by the World Health Organization (WHO). Anopheles gambiae is also a model organism because it is a human parasite and transmits malaria.

[0112] The control efficacy of the present invention was evaluated using an adapted warm body assay as defined in Kroeber T, Kessler S, Frei J, Bourquin M, Guerin PM. 2010. J Am Mosq Control Assoc. 26:381-386. In this in vitro assay, the number of mosquitoes landing on a warm body mimicking an attractive host treated with the test stimulus was measured to assess repellency.

[0113] The published protocol was adapted by switching from Anopheles gambiae to Aedes aegypti, resulting in a reduction in the number of mosquitoes placed in the test cages due to size differences (i.e., 30 mosquitoes instead of 50), and an increase in illumination (i.e., 150 lux instead of 4 lux) because Aedes aegypti is a diurnal mosquito.

[0114] Sandblasted glass petri dish (28.3cm) covering the worm body 2 100 µL of the compound diluted in ethanol at 5 to 8 concentrations was applied to the worm body. The number of mosquitoes that landed on the worm body was counted for each stimulus and for pure ethanol (solvent) as a control.

[0115] The stimuli tested were Stimuli A (3-(4-isopropyl-2-methylphenyl)propanal, 96%) and Stimuli B (a composition of matter containing 88%, 5%, and 2% of 3-(4-isopropyl-2-methylphenyl)propanal, 3-(2-isopropyl-4-methylphenyl)propanal, and 3-(2-methyl-5-propan-2-ylphenyl)propanal, respectively, diluted in ethanol. Five to eight concentrations were evaluated for each stimulus, and missing data points are noted as nd. The mean number of mosquito landings in the solvent alone (0 mg / mL) was equal to 64.5 ± 10.1 in 2 min.

[0116] The two stimuli showed a relevant reduction in the number of mosquito landings with concentration, as shown in Table 1. This indeed demonstrates the biological repellent effect of the stimuli on mosquito behavior, as as soon as 0.04% of any stimulus was applied to the warm body, there was a reduction in landings of more than 50% (Table 1). [Table 1]

[0117] b) Warm Plate Assay: A small-scale test used to screen the repellent efficacy of different concentrations against mites. The repellent efficacy of different compounds against the sheep tick, Ixodes ricinus L., which is capable of transmitting both bacterial and viral pathogens, was evaluated. The sheep tick (I. ricinus) is one of the recommended model organisms mentioned in the Guidance on the European Biological Products Regulation [Vol II, Efficacy-Assessment & Evaluation (Parts B+C), v6.0, Aut 2023]. Repellent efficacy observations were performed on terminal nymph stages.

[0118] Repellent efficacy was assessed using the in vitro warm plate assay protocol defined in Kroeber T, Bourquin M, Guerin PM. 2013. Pestic. Biochem. Phys. 107(2):160-168.

[0119] Ticks had the choice to cross the area where 3-(4-isopropyl-2-methylphenyl)propanal (96%) was applied or to remain in a safe area where no compound was applied. To encourage tick movement, the warm plate was heated to 33°C (to mimic vertebrate skin temperature) and maintained in a favorable environment (23°C, 85% RH).

[0120] The irritant tested was irritant A (3-(4-isopropyl-2-methylphenyl)propanal, 96%) diluted in ethanol. Twelve different mites were tested for each of the four concentrations.

[0121] As shown in Table 2, 3-(4-isopropyl-2-methylphenyl)propanal was able to repel the tick, Ixodes ricinus, in a dose-response manner. As soon as 0.02% 3-(4-isopropyl-2-methylphenyl)propanal (96%) was applied onto the worm plate, all ticks were repelled (Table 2). [Table 2]

Claims

1. A method for imparting, enhancing, improving, or modifying the fragrance properties of a fragranced composition or a fragranced article, comprising adding to the composition or article a composition of 3-(4-isopropyl-2-methylphenyl)propanal and an effective amount of a substance comprising 3-(2-isopropyl-4-methylphenyl)propanal.

2. The method according to claim 1, wherein the composition of the substance comprises at least 75% w / w of 3-(4-isopropyl-2-methylphenyl)propanal, the percentage being relative to the total weight of the composition of the substance.

3. The method according to claim 1, wherein the composition of the substance comprises 75% to 99.5% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 0.5% to 25% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being relative to the total weight of the composition of the substance.

4. The method according to claim 1, wherein the composition of the substance comprises 80% to 99% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 1% to 20% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, preferably 85% to 95% w / w of 3-(4-isopropyl-2-methylphenyl)propanal and 3% to 15% w / w of 3-(2-isopropyl-4-methylphenyl)propanal, the percentages being relative to the total weight of the composition of the substance.

5. The method according to claim 1, wherein the composition of the substance further comprises up to 5% w / w of 3-(5-isopropyl-2-methylphenyl)propanal, the percentage being relative to the total weight of the composition of the substance.

6. Use of a composition of the substance defined in claim 1 as a fragrance component.

7. A composition of a substance comprising 3-(4-isopropyl-2-methylphenyl)propanal as defined in claim 1 and 3-(2-isopropyl-4-methylphenyl)propanal.

8. 3-(2-isopropyl-4-methylphenyl)propanal as a compound.

9. Use as a fragrance component for 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal.

10. A method for imparting, enhancing, improving, or modifying the fragrance properties of a fragranced composition or a fragranced article, comprising adding an effective amount of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal to the composition or the article.

11. i) A composition of 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one substance as described in claim 7, ii) At least one component selected from the group consisting of cosmetic carriers and cosmetic bases, iii) Optionally, at least one cosmetic adjuvant and A fragrance composition containing the above.

12. A scented consumer product comprising 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal, or a composition of at least one substance as described in claim 7, or a fragrance composition as defined in claim 11.

13. A scented consumer product according to claim 12, which is a fragrance, a fabric care product, a body care product, a cosmetic preparation, a skin care product, an air care product, or a home care product.

14. Fragrance particles, splashes or eau de parfums, colognes, shaving lotions or aftershave lotions, optionally liquid or solid detergents in the form of pods or tablets, fabric softeners, liquid or solid fragrance boosters, fabric softener sheets, fabric refreshers, ironing water, paper, bleach, carpet cleaners, curtain care products, shampoos, leave-on or rinse-off hair conditioners, coloring preparations, color care products, hair styling products, dental care products, disinfectants, intimates A scented consumer product according to claim 13, which is a care product, hairspray, skin cream or lotion, vanishing cream, deodorant or antiperspirant, hair removal product, tanning product, sunscreen or after-sun product, nail product, skin cleanser, makeup, scented soap, shower or bath mousse, oil or gel, or foot / hand care product, hygiene product, deodorant, "ready-to-use" powder deodorant, mold remover, furniture care product, wipe, dish soap or hard surface cleaner, leather care product, or car care product.

15. Use of a composition of 3-(4-isopropyl-2-methylphenyl)propanal or 3-(2-isopropyl-4-methylphenyl)propanal or 3-(5-isopropyl-2-methylphenyl)propanal or at least one of the substances described in claim 7 for controlling arthropods, preferably insects.