Carvyl acetate, (1S,5R)-

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  • Identifiers

    CAS number
    1134-95-8

    Molecular formula
    C12H18O2

    SMILES
    CC1=CC[C@H](C[C@@H]1OC(=O)C)C(=C)C

    Retention indicies (RI)

    • DB5: 1342.5
    • Carbowax: 1758.0

  • 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 est.
    239°C

    Flash point est.
    106.21 ˚C

  • Synonyms

    • 7053-79-4
    • Carvyl acetate, (1S,5R)-
    • (1s,5r)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl acetate
    • GKA8535XZR
    • trans-carvyl acetate
    • EINECS 230-332-3
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, 1-acetate, (1S,5R)-
    • (-)-TRANS-CARVYL ACETATE
    • [(1S,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl] acetate
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1S,5R)-
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1S-trans)-
    • (-)-Carvyl acetate
    • 1134-95-8
    • P-MENTHA-6,8-DIEN-2-OL, ACETATE, (2S,4R)-(-)-
    • (1S,5R)-carvyl acetate
    • UNII-GKA8535XZR
    • 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate #
    • TRANS-L-CARVYL ACETATE
    • SCHEMBL24766474
    • trans-5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate
    • DTXSID40990734
    • (1S-trans)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate
    • NS00081004
    • Q27279142

  • Applications

    (1S,5R)-Carvyl acetate (CAS 1134-95-8) is a monoterpene ester with a fresh herbal–spearmint odor and woody, spicy, citrus-peel facets; it is widely used in perfumery to boost freshness, diffusion and smoothness in spearmint, caraway/dill, citrus, fougère and cologne accords for fine fragrances, soaps, shampoos, cleaners, fabric softeners, candles and air-care, and it can be microencapsulated for slow release in detergents; in flavors and oral care it rounds mint profiles, softens menthol harshness and adds green-herbal nuances in confectionery, chewing gum, beverages, syrups, baked goods and toothpaste/mouthwash at trace-to-ppm levels; in formulation it blends well with citrus and terpenoid materials (limonene, carvone, linalyl acetate, eucalyptol, α-terpineol) but requires stability checks because esters may hydrolyze under alkaline or high-heat conditions; for synthesis and research, the defined (1S,5R) configuration makes it useful as a chiral building block for related terpenoids and as a reference for chiral analysis, sensory work and delivery-system development, typically obtained by esterifying carveol from essential oils or via total synthesis, with use subject to applicable safety and regulatory guidance.

  • 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
Angelica root (Finland) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.03%
Mentha aquatica x viridis (Italy) Mentha aquatica x viridis F. Schultz, fam. Lamiaceae (Labiatae) 0.99%
Mentha longifolia var. crispa (Italy) 90063-99-3 Mentha longifolia (L.) var. crispa Ten., fam. Lamiaceae (Labiatae) 0.76%
Myrtle leaf (Morocco) 1 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.05%
Myrtle leaf, cultivated (Spain) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.11%
Myrtle leaf, wildgrowing (Spain) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.03%
Spearmint (Italy) 8008-79-5 Mentha spicata L., fam. Lamiaceae (Labiatae) 5.9%
Spearmint, scotch (Italy) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 5.9%
Lime (Persian) 3 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 0.02%
Myrtle leaf (Spain) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.03%
Myrtle flower (Spain) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.03%
Myrtle leaf (Morocco) 3 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.02%
Myrtle leaf (Albania) 1 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.04%
Hyptis mutabilis Hyptis mutabilis (Rich.) Briq., fam. Lamiaceae (Labiatae) 0.84%
Alpinia conchigera (Malaysia) Alpinia conchigera Griff, fam. Zingiberaceae 0.34%
Boldo leaf (Italy) Boldea fragrans Juss. (Peumus boldus Mol.) 0.08%
Boldo leaf (Chile) Boldea fragrans Juss. (Peumus boldus Mol.) 0.04%
Alpinia laosensis (Vietnam) Alpinia laosensis Gagnep., fam. Zingiberaceae 0.01%
Lippia alba (Peru) leaf Lippia alba (Mill.) N.E. Brown, fam. Verbenaceae 0.4%
Balsamite/Costmary (Lithuania) 1a Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.28%
Balsamite/Costmary (Lithuania) 1b Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.24%
Styrax (Levant) 8024-01-9 Liquidamber orientalis Mill. var. orinetalis, fam. Hamamelidaceae 2.9%
Balsamite/Costmary (Iran) Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.6%
Spearmint (Mexico) 8008-79-5 Mentha spicata L., fam. Lamiaceae (Labiatae) 4.0%
Cachrys sicula (Spain) Cachrys sicula L., fam. Apiaceae (Umbelliferae) 0.2%
Satureja parvifolia (Argentina) Satureja parvifolia (Phil.) Epl., fam. Lamiaceae (Labiatae) 0.01%
Mango (Cameroon) headspace of ripe fruit 90063-86-0 Mangifera indica L., fam. Anacardiaceae 0.1%