Carvyl acetate

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  • Identifiers

    CAS number
    97-42-7

    Molecular formula
    C12H18O2

    SMILES
    CC1=CCC(CC1OC(=O)C)C(=C)C

  • Odor profile

    Fruity 92.56%
    Mint 77.4%
    Sweet 76.46%
    Herbal 76.19%
    Green 61.6%
    Spicy 55.7%
    Cooling 40.55%
    Fresh 37.73%
    Camphoreous 36.92%
    Woody 36.8%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    194.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 171 to 174 °F at 0.1 mmHg (NTP, 1992)

    Flash point est.
    106.21 ˚C

    Flash point expt.

    • 207 °F (NTP, 1992)

    Solubility expt.

    • slightly soluble in water; soluble in alcohol and most fixed oils

  • Synonyms

    • CARVYL ACETATE
    • 97-42-7
    • Carveol acetate
    • (-)-Carvyl acetate
    • p-Mentha-6,8-dien-2-ol, acetate
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate
    • p-Mentha-1(6),8-dien-2-yl acetate
    • 1-p-Mentha-6(8,9)-dien-2-yl acetate
    • 2-METHYL-5-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL ACETATE
    • EINECS 202-580-2
    • (2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate
    • BRN 2330666
    • DTXSID3024738
    • 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-yl acetate
    • DTXCID904738
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, 1-acetate
    • 1-06-00-00061 (Beilstein Handbook Reference)
    • 1205-42-1
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1R,5R)-rel-
    • 5-isopropenyl-2-methylcyclohex-2-en-1-yl acetate
    • trans-Carveyl acetate
    • CAS-97-42-7
    • (1R,5R)-carvyl acetate
    • (1S,5R)-carvyl acetate
    • Carvyl acetate E;
    • CARVEYL ACETATE
    • 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate #
    • SCHEMBL347350
    • 6-Acetoxy-p-menta-1,8-diene
    • 6-Acetoxy-p-mentha-1,8-diene
    • CHEMBL1351619
    • FEMA 2250
    • CHEBI:230156
    • Tox21_201728
    • Tox21_303105
    • MFCD00001559
    • AKOS015912485
    • NCGC00091401-01
    • NCGC00091401-02
    • NCGC00256971-01
    • NCGC00259277-01
    • NS00012782
    • (-)-Carvyl acetate, mixture of cis and trans
    • G75079
    • 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate
    • SR-01000481252
    • Q4686651
    • SR-01000481252-1
    • 2-METHYL-5-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL, ACETATE

  • Applications

    (−)-Carvyl acetate, CAS 97-42-7, is a mint-citrus scented acetate ester widely employed in the flavour and fragrance industry to impart a fresh, cooling nuance to perfumes, soaps, shampoos, shower gels and other personal-care formulations, while in food and beverage manufacturing it serves as a stable flavouring agent in chewing gum, lozenges, beverages and baked goods and acts as a bitterness-masking note for high-intensity sweeteners; in agrochemistry the molecule is being investigated both as an insect pheromone lure for environmentally friendly trapping systems and as a natural repellent that can lower pesticide usage; synthetically, (−)-Carvyl acetate functions as a convenient chiral building block for the preparation of optically pure pharmaceuticals, and its biobased origin and ready biodegradability also make it attractive as a green solvent or processing aid in sustainable chemical processes.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 985.85
    methanol 1022.28
    isopropanol 1043.8
    water 1.64
    ethyl acetate 489.57
    n-propanol 839.66
    acetone 529.58
    n-butanol 795.48
    acetonitrile 443.69
    DMF 890.72
    toluene 442.65
    isobutanol 624.27
    1,4-dioxane 1315.72
    methyl acetate 493.7
    THF 1103.51
    2-butanone 574.67
    n-pentanol 511.09
    sec-butanol 840.56
    n-hexane 56.16
    ethylene glycol 147.07
    NMP 515.52
    cyclohexane 81.42
    DMSO 578.67
    n-butyl acetate 308.89
    n-octanol 187.53
    chloroform 1856.06
    n-propyl acetate 237.43
    acetic acid 388.66
    dichloromethane 1120.76
    cyclohexanone 585.94
    propylene glycol 330.13
    isopropyl acetate 306.84
    DMAc 816.37
    2-ethoxyethanol 510.15
    isopentanol 663.81
    n-heptane 17.75
    ethyl formate 256.54
    1,2-dichloroethane 600.04
    n-hexanol 504.04
    2-methoxyethanol 826.61
    isobutyl acetate 175.86
    tetrachloromethane 192.74
    n-pentyl acetate 177.42
    transcutol 1446.42
    n-heptanol 186.73
    ethylbenzene 209.88
    MIBK 285.21
    2-propoxyethanol 645.88
    tert-butanol 1093.15
    MTBE 717.74
    2-butoxyethanol 315.94
    propionic acid 369.51
    o-xylene 233.25
    formic acid 159.94
    diethyl ether 542.43
    m-xylene 269.12
    p-xylene 257.47
    chlorobenzene 386.5
    dimethyl carbonate 147.93
    n-octane 8.92
    formamide 231.07
    cyclopentanone 546.5
    2-pentanone 395.13
    anisole 399.81
    cyclopentyl methyl ether 426.06
    gamma-butyrolactone 538.67
    1-methoxy-2-propanol 742.88
    pyridine 730.1
    3-pentanone 285.11
    furfural 538.41
    n-dodecane 8.59
    diethylene glycol 442.76
    diisopropyl ether 134.89
    tert-amyl alcohol 793.74
    acetylacetone 361.07
    n-hexadecane 10.14
    acetophenone 290.15
    methyl propionate 325.42
    isopentyl acetate 306.71
    trichloroethylene 1155.35
    n-nonanol 160.74
    cyclohexanol 563.25
    benzyl alcohol 362.79
    2-ethylhexanol 222.12
    isooctanol 152.13
    dipropyl ether 159.53
    1,2-dichlorobenzene 323.21
    ethyl lactate 135.55
    propylene carbonate 331.88
    n-methylformamide 348.73
    2-pentanol 512.36
    n-pentane 53.6
    1-propoxy-2-propanol 403.98
    1-methoxy-2-propyl acetate 330.34
    2-(2-methoxypropoxy) propanol 325.23
    mesitylene 147.79
    ε-caprolactone 509.73
    p-cymene 91.59
    epichlorohydrin 789.15
    1,1,1-trichloroethane 668.71
    2-aminoethanol 378.02
    morpholine-4-carbaldehyde 727.03
    sulfolane 460.54
    2,2,4-trimethylpentane 34.06
    2-methyltetrahydrofuran 860.56
    n-hexyl acetate 292.85
    isooctane 25.62
    2-(2-butoxyethoxy)ethanol 476.39
    sec-butyl acetate 197.53
    tert-butyl acetate 310.85
    decalin 45.82
    glycerin 333.9
    diglyme 705.3
    acrylic acid 272.0
    isopropyl myristate 104.26
    n-butyric acid 502.14
    acetyl acetate 261.24
    di(2-ethylhexyl) phthalate 129.2
    ethyl propionate 208.85
    nitromethane 461.83
    1,2-diethoxyethane 421.54
    benzonitrile 375.46
    trioctyl phosphate 81.26
    1-bromopropane 464.6
    gamma-valerolactone 759.82
    n-decanol 114.02
    triethyl phosphate 103.14
    4-methyl-2-pentanol 282.76
    propionitrile 428.06
    vinylene carbonate 320.1
    1,1,2-trichlorotrifluoroethane 522.84
    DMS 228.22
    cumene 139.46
    2-octanol 130.68
    2-hexanone 273.75
    octyl acetate 139.32
    limonene 131.54
    1,2-dimethoxyethane 715.37
    ethyl orthosilicate 104.67
    tributyl phosphate 102.38
    diacetone alcohol 397.52
    N,N-dimethylaniline 257.43
    acrylonitrile 420.37
    aniline 520.44
    1,3-propanediol 556.37
    bromobenzene 399.92
    dibromomethane 786.3
    1,1,2,2-tetrachloroethane 1056.94
    2-methyl-cyclohexyl acetate 179.2
    tetrabutyl urea 126.68
    diisobutyl methanol 116.98
    2-phenylethanol 333.24
    styrene 257.68
    dioctyl adipate 149.31
    dimethyl sulfate 205.54
    ethyl butyrate 182.5
    methyl lactate 199.71
    butyl lactate 170.69
    diethyl carbonate 140.77
    propanediol butyl ether 363.83
    triethyl orthoformate 143.27
    p-tert-butyltoluene 93.52
    methyl 4-tert-butylbenzoate 228.87
    morpholine 1462.95
    tert-butylamine 674.5
    n-dodecanol 80.43
    dimethoxymethane 456.59
    ethylene carbonate 279.72
    cyrene 263.66
    2-ethoxyethyl acetate 278.74
    2-ethylhexyl acetate 225.92
    1,2,4-trichlorobenzene 407.31
    4-methylpyridine 830.18
    dibutyl ether 169.81
    2,6-dimethyl-4-heptanol 116.98
    DEF 426.68
    dimethyl isosorbide 423.25
    tetrachloroethylene 599.58
    eugenol 256.75
    triacetin 254.76
    span 80 277.27
    1,4-butanediol 215.09
    1,1-dichloroethane 840.33
    2-methyl-1-pentanol 448.73
    methyl formate 218.28
    2-methyl-1-butanol 594.56
    n-decane 15.46
    butyronitrile 486.01
    3,7-dimethyl-1-octanol 202.5
    1-chlorooctane 91.06
    1-chlorotetradecane 34.74
    n-nonane 13.77
    undecane 11.2
    tert-butylcyclohexane 45.13
    cyclooctane 22.12
    cyclopentanol 497.24
    tetrahydropyran 1010.1
    tert-amyl methyl ether 429.09
    2,5,8-trioxanonane 481.62
    1-hexene 224.95
    2-isopropoxyethanol 373.64
    2,2,2-trifluoroethanol 137.53
    methyl butyrate 271.66

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.042 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.48 %
Category 2
Products applied to the axillae
 0.013 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.48 %
Category 3
Products applied to the face/body using fingertips
 0.25 % Category 8
Products with significant anogenital exposure
 0.025 %
Category 4
Products related to fine fragrance
 0.24 % Category 9
Products with body and hand exposure, primarily rinse off
 0.46 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.06 % Category 10A
Household care products with mostly hand contact
 1.7 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.06 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 1.7 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.06 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.92 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.06 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.92 %
Category 6
Products with oral and lip exposure
 0.14 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Spike lavender (Spain) 3 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.01%
Mentha x villosa (Belgium) Mentha x villosa H. nm. alopecuroides (M. x alopecuroides; M. x velutina) 0.35%
Lippia carviodora (Kenya) Lippia carviodora Meikle, fam. Verbenaceae 9.65%
Spike lavender (Spain) 4 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.1%
Celery leaf/stem (Libya) 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.8%
Grapefruit (Italy) 2 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.01%
Artemisia kawakamii (China) Artemisia kawakamii Hayata, fam. Asteraceae (Compositae) 1.82%
Spearmint, scotch (USA) 2 Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.03%
Narcissus tazetta headspace (China) 1 8023-75-4 Narcissus tazetta L. var. chinensis Roem., fam. Amaryllidaceae 2.48%
Nepeta cataria 3 (China) 84929-35-1 Nepeta cataria L., fam. Lamiaceae (Labiatae) 0.13%
Eucalyptus globulus (Algeria) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.02%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.01%
Angelica root (France) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.21%
Spearmint (China) 8008-79-5 Mentha spicata L., fam. Lamiaceae (Labiatae) 0.14%
Marjoram, sweet 2 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 0.4%
Santolina chamaecyparisus ssp. squarrosa Santolina chamaecyparisus L. ssp. squarrosa, fam. Asteraceae (Compositae) 0.15%
Helichrysum stoechas (France) 8023-85-8 Helichrysum stoechas L., fam. Asteraceae (Compositae) 0.01%
Artemisia verlotiorum (France) Artemisia verlotiorum Lamotte, fam. Asteraceae (Compositae) 0.01%
Tansy (France) 8016-87-3 Tanacetum vulgare L., fam. Asteraceae (compositae) 18.3%
Grapefruit (Italy) 6 8016-20-4 Citrus paradisi MacFayden, fam. Rutaceae 0.01%
Gingergrass (India) 2 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 1.9%
Gingergrass (India) 4 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 1.2%
Turmeric (India) 5b leaf 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 1.1%
Yarrow (India) 84082-83-7 Achillea millefolium L., fam. Asteraceae (Compositae) 0.05%
Mango (Cameroon) headspace of ripe fruit 90063-86-0 Mangifera indica L., fam. Anacardiaceae 0.01%