Pinocarvone, trans-(-)-

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  • Identifiers

    CAS number
    19890-00-7

    Molecular formula
    C10H14O

    SMILES
    CC1([C@H]2C[C@@H]1C(=C)C(=O)C2)C

    Safety labels

  • Odor profile

    Fragrance
    Mint 78.54%
    Herbal 77.49%
    Camphoreous 73.62%
    Green 62.31%
    Woody 58.6%
    Cooling 54.75%
    Spicy 47.19%
    Sweet 47.03%
    Fresh 46.72%
    Pine 45.8%

     

    Flavor
    Minty 44.1%
    Bitter 39.04%
    Camphor 29.41%
    Herbal 23.72%
    Spicy 23.02%
    Balsam 22.36%
    Basil 22.0%
    Woody 21.59%
    Cedarleaf 20.6%
    Ripe apricot 20.56%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.07 (weak base)

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    220°C

    Flash point

    • 67.48 ˚C est.

  • Synonyms

    • (-)-Pinocarvone
    • L-Pinocarvone
    • (1S)-(-)-Pinocarvone
    • Pinocarvone, trans-(-)-
    • WFD943577N
    • 2(10)-Pinen-3-one, (1S,5S)-(-)-
    • (1S,5S)-6,6-Dimethyl-2-methylidenebicyclo(3.1.1)heptan-3-one
    • (1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-one
    • RefChem:45955
    • 19890-00-7
    • Bicyclo[3.1.1]heptan-3-one, 6,6-dimethyl-2-methylene-, (1S,5S)-
    • (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-one
    • Bicyclo(3.1.1)heptan-3-one, 6,6-dimethyl-2-methylene-, (1S,5S)-
    • UNII-WFD943577N
    • DTXSID00487438
    • (1S*,5S*)-6,6-Dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-one
    • 19890-00-7

  • Applications

    Pinocarvone, trans-(-) is primarily used as a fragrance ingredient in perfumery and cosmetics, contributing a piney, resinous odor and sometimes functioning as an odorant or minor fixative in complex formulations. It is commonly evaluated as an intermediate in the synthesis of other monoterpene-derived aroma compounds for flavor and fragrance applications. In household products, it may be incorporated to impart distinctive pine-like notes to cleaners and air fresheners. In industrial manufacturing, it can serve as a chiral building block or precursor in the synthesis of terpenoid compounds, enabling stereoselective routes. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 285.37
    methanol 309.4
    isopropanol 250.12
    water 6.14
    ethyl acetate 386.94
    n-propanol 238.07
    acetone 338.24
    n-butanol 203.33
    acetonitrile 331.51
    DMF 356.33
    toluene 201.7
    isobutanol 158.71
    1,4-dioxane 663.2
    methyl acetate 378.23
    THF 596.03
    2-butanone 286.98
    n-pentanol 97.48
    sec-butanol 139.97
    n-hexane 10.75
    ethylene glycol 92.41
    NMP 150.97
    cyclohexane 19.84
    DMSO 194.17
    n-butyl acetate 222.14
    n-octanol 83.56
    chloroform 713.99
    n-propyl acetate 150.57
    acetic acid 183.5
    dichloromethane 496.04
    cyclohexanone 254.48
    propylene glycol 89.15
    isopropyl acetate 234.86
    DMAc 231.95
    2-ethoxyethanol 214.54
    isopentanol 167.45
    n-heptane 12.47
    ethyl formate 209.42
    1,2-dichloroethane 324.93
    n-hexanol 195.67
    2-methoxyethanol 437.35
    isobutyl acetate 101.15
    tetrachloromethane 121.45
    n-pentyl acetate 119.5
    transcutol 829.81
    n-heptanol 96.55
    ethylbenzene 105.47
    MIBK 164.62
    2-propoxyethanol 419.05
    tert-butanol 252.92
    MTBE 218.22
    2-butoxyethanol 214.02
    propionic acid 179.35
    o-xylene 120.26
    formic acid 121.54
    diethyl ether 258.49
    m-xylene 162.01
    p-xylene 147.73
    chlorobenzene 240.9
    dimethyl carbonate 151.31
    n-octane 6.91
    formamide 206.93
    cyclopentanone 312.09
    2-pentanone 227.44
    anisole 225.37
    cyclopentyl methyl ether 207.01
    gamma-butyrolactone 388.71
    1-methoxy-2-propanol 349.41
    pyridine 379.23
    3-pentanone 173.24
    furfural 377.96
    n-dodecane 5.91
    diethylene glycol 339.2
    diisopropyl ether 89.58
    tert-amyl alcohol 143.57
    acetylacetone 298.53
    n-hexadecane 6.87
    acetophenone 165.7
    methyl propionate 272.2
    isopentyl acetate 193.33
    trichloroethylene 607.43
    n-nonanol 76.25
    cyclohexanol 127.04
    benzyl alcohol 153.33
    2-ethylhexanol 92.97
    isooctanol 79.8
    dipropyl ether 113.89
    1,2-dichlorobenzene 204.23
    ethyl lactate 91.72
    propylene carbonate 218.13
    n-methylformamide 281.41
    2-pentanol 130.49
    n-pentane 15.19
    1-propoxy-2-propanol 272.79
    1-methoxy-2-propyl acetate 306.17
    2-(2-methoxypropoxy) propanol 183.46
    mesitylene 99.12
    ε-caprolactone 235.84
    p-cymene 63.01
    epichlorohydrin 516.69
    1,1,1-trichloroethane 352.94
    2-aminoethanol 163.63
    morpholine-4-carbaldehyde 349.02
    sulfolane 232.47
    2,2,4-trimethylpentane 9.97
    2-methyltetrahydrofuran 287.99
    n-hexyl acetate 164.0
    isooctane 13.13
    2-(2-butoxyethoxy)ethanol 260.93
    sec-butyl acetate 118.2
    tert-butyl acetate 220.35
    decalin 15.14
    glycerin 128.17
    diglyme 438.91
    acrylic acid 156.62
    isopropyl myristate 67.78
    n-butyric acid 240.4
    acetyl acetate 238.5
    di(2-ethylhexyl) phthalate 65.57
    ethyl propionate 156.2
    nitromethane 422.37
    1,2-diethoxyethane 279.71
    benzonitrile 208.69
    trioctyl phosphate 47.56
    1-bromopropane 164.87
    gamma-valerolactone 484.43
    n-decanol 54.96
    triethyl phosphate 68.1
    4-methyl-2-pentanol 104.19
    propionitrile 248.2
    vinylene carbonate 248.15
    1,1,2-trichlorotrifluoroethane 257.68
    DMS 194.49
    cumene 74.19
    2-octanol 59.17
    2-hexanone 128.58
    octyl acetate 79.88
    limonene 64.52
    1,2-dimethoxyethane 336.02
    ethyl orthosilicate 68.09
    tributyl phosphate 59.4
    diacetone alcohol 223.52
    N,N-dimethylaniline 123.78
    acrylonitrile 315.64
    aniline 229.09
    1,3-propanediol 247.93
    bromobenzene 232.24
    dibromomethane 319.2
    1,1,2,2-tetrachloroethane 414.0
    2-methyl-cyclohexyl acetate 104.09
    tetrabutyl urea 65.24
    diisobutyl methanol 70.36
    2-phenylethanol 216.69
    styrene 114.82
    dioctyl adipate 79.09
    dimethyl sulfate 155.44
    ethyl butyrate 142.23
    methyl lactate 145.11
    butyl lactate 112.66
    diethyl carbonate 104.58
    propanediol butyl ether 156.94
    triethyl orthoformate 101.77
    p-tert-butyltoluene 64.62
    methyl 4-tert-butylbenzoate 144.78
    morpholine 542.5
    tert-butylamine 151.75
    n-dodecanol 40.61
    dimethoxymethane 348.91
    ethylene carbonate 210.28
    cyrene 123.64
    2-ethoxyethyl acetate 231.37
    2-ethylhexyl acetate 136.31
    1,2,4-trichlorobenzene 218.54
    4-methylpyridine 344.61
    dibutyl ether 85.79
    2,6-dimethyl-4-heptanol 70.36
    DEF 181.42
    dimethyl isosorbide 274.53
    tetrachloroethylene 287.94
    eugenol 152.48
    triacetin 150.7
    span 80 128.94
    1,4-butanediol 77.55
    1,1-dichloroethane 365.74
    2-methyl-1-pentanol 89.23
    methyl formate 232.45
    2-methyl-1-butanol 127.47
    n-decane 9.83
    butyronitrile 222.62
    3,7-dimethyl-1-octanol 97.8
    1-chlorooctane 48.13
    1-chlorotetradecane 20.19
    n-nonane 8.58
    undecane 7.44
    tert-butylcyclohexane 17.04
    cyclooctane 9.09
    cyclopentanol 133.59
    tetrahydropyran 351.63
    tert-amyl methyl ether 127.18
    2,5,8-trioxanonane 274.79
    1-hexene 44.74
    2-isopropoxyethanol 158.78
    2,2,2-trifluoroethanol 131.57
    methyl butyrate 160.6

    Scent© AI

1 4

IFRA standard 51

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