(-)-Pinan-3-ol

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  • Identifiers

    CAS number
    25465-65-0

    Molecular formula
    C10H18O

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

    Safety labels

  • Odor profile

    Fragrance
    Herbal 76.84%
    Camphoreous 74.88%
    Mint 74.6%
    Sweet 68.54%
    Woody 67.19%
    Pine 66.52%
    Cooling 63.33%
    Balsamic 53.72%
    Earthy 52.87%
    Fresh 48.5%

     

    Flavor
    Woody 59.86%
    Herbal 59.27%
    Sweet 54.48%
    Pine 50.86%
    Camphor 50.68%
    Balsam 46.42%
    Minty 41.43%
    Earthy 38.86%
    Spicy 36.96%
    Herb 35.26%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.86 (weak base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    234°C

    Flash point

    • 77.8 ˚C est.

  • Synonyms

    • (-)-Pinan-3-ol
    • (1s,2s,3r,5r)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
    • (-)-Neoisopinocampheol
    • 25465-65-0
    • 35998-01-7
    • (1R,2R,3R,5S)-(-)-Isopinocampheol
    • EINECS 247-011-9
    • EINECS 252-828-9
    • Neoisopinocampheol, (-)-
    • rel-(1R,2R,3S,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol
    • SCHEMBL2896983
    • WM6WR6B462
    • REPVLJRCJUVQFA-UYXSQOIJSA-N
    • DTXSID401377773
    • (1S-(1alpha,2beta,3beta,5alpha))-2,6,6-Trimethylbicyclo(3.1.1)heptan-3-ol
    • CS-0205428
    • NS00084111
    • Bicyclo[3.1.1]heptan-3-ol, 2,6,6-trimethyl-, (1S,2S,3R,5R)-
    • 25465-65-0

  • Applications

    (-)-Pinan-3-ol is primarily used as a chiral building block and intermediate in asymmetric synthesis for fragrance and flavor compounds, enabling access to terpene-derived aroma molecules. It is widely employed in perfumery and cosmetics as a starting point for constructing complex terpene-based fragrance components. In industrial manufacturing, it serves as a versatile scaffold for small-molecule synthesis and as a chiral pool material for enantiomerically enriched compounds. It may be used as an intermediate in pharmaceutical synthesis to access chiral terpenoid frameworks, subject to process-specific regulations. In research and development, it supports the exploration of novel scent and flavor molecules derived from terpene chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 766.03
    methanol 784.63
    isopropanol 669.76
    water 17.52
    ethyl acetate 501.97
    n-propanol 587.78
    acetone 520.4
    n-butanol 488.83
    acetonitrile 592.57
    DMF 362.54
    toluene 175.83
    isobutanol 368.92
    1,4-dioxane 1021.63
    methyl acetate 480.32
    THF 1354.13
    2-butanone 385.35
    n-pentanol 224.45
    sec-butanol 318.6
    n-hexane 35.12
    ethylene glycol 222.64
    NMP 171.63
    cyclohexane 53.74
    DMSO 362.08
    n-butyl acetate 378.97
    n-octanol 183.44
    chloroform 798.79
    n-propyl acetate 207.28
    acetic acid 337.71
    dichloromethane 580.56
    cyclohexanone 333.81
    propylene glycol 231.24
    isopropyl acetate 319.79
    DMAc 212.21
    2-ethoxyethanol 390.55
    isopentanol 365.66
    n-heptane 46.35
    ethyl formate 324.01
    1,2-dichloroethane 388.32
    n-hexanol 510.3
    2-methoxyethanol 738.52
    isobutyl acetate 146.9
    tetrachloromethane 204.9
    n-pentyl acetate 187.59
    transcutol 825.08
    n-heptanol 225.81
    ethylbenzene 90.78
    MIBK 249.61
    2-propoxyethanol 847.96
    tert-butanol 610.21
    MTBE 481.7
    2-butoxyethanol 391.95
    propionic acid 301.12
    o-xylene 108.66
    formic acid 225.77
    diethyl ether 525.57
    m-xylene 162.61
    p-xylene 123.09
    chlorobenzene 211.92
    dimethyl carbonate 157.6
    n-octane 24.44
    formamide 319.63
    cyclopentanone 510.82
    2-pentanone 348.52
    anisole 203.58
    cyclopentyl methyl ether 382.4
    gamma-butyrolactone 616.02
    1-methoxy-2-propanol 607.08
    pyridine 393.7
    3-pentanone 224.74
    furfural 403.83
    n-dodecane 17.31
    diethylene glycol 604.61
    diisopropyl ether 179.35
    tert-amyl alcohol 306.2
    acetylacetone 384.29
    n-hexadecane 19.29
    acetophenone 142.59
    methyl propionate 328.43
    isopentyl acetate 305.85
    trichloroethylene 561.67
    n-nonanol 153.07
    cyclohexanol 219.4
    benzyl alcohol 149.91
    2-ethylhexanol 208.58
    isooctanol 166.73
    dipropyl ether 275.38
    1,2-dichlorobenzene 178.45
    ethyl lactate 119.1
    propylene carbonate 274.04
    n-methylformamide 424.59
    2-pentanol 295.49
    n-pentane 55.72
    1-propoxy-2-propanol 525.71
    1-methoxy-2-propyl acetate 392.98
    2-(2-methoxypropoxy) propanol 220.32
    mesitylene 115.96
    ε-caprolactone 299.58
    p-cymene 88.36
    epichlorohydrin 666.36
    1,1,1-trichloroethane 411.2
    2-aminoethanol 393.4
    morpholine-4-carbaldehyde 377.89
    sulfolane 362.02
    2,2,4-trimethylpentane 28.2
    2-methyltetrahydrofuran 564.63
    n-hexyl acetate 241.25
    isooctane 39.35
    2-(2-butoxyethoxy)ethanol 361.71
    sec-butyl acetate 151.66
    tert-butyl acetate 317.26
    decalin 26.83
    glycerin 292.22
    diglyme 590.67
    acrylic acid 226.77
    isopropyl myristate 95.8
    n-butyric acid 428.96
    acetyl acetate 274.53
    di(2-ethylhexyl) phthalate 81.02
    ethyl propionate 190.88
    nitromethane 616.06
    1,2-diethoxyethane 369.1
    benzonitrile 210.97
    trioctyl phosphate 72.84
    1-bromopropane 261.83
    gamma-valerolactone 622.36
    n-decanol 113.51
    triethyl phosphate 85.72
    4-methyl-2-pentanol 225.92
    propionitrile 483.15
    vinylene carbonate 280.34
    1,1,2-trichlorotrifluoroethane 342.25
    DMS 170.82
    cumene 78.09
    2-octanol 132.9
    2-hexanone 180.35
    octyl acetate 112.74
    limonene 102.05
    1,2-dimethoxyethane 494.72
    ethyl orthosilicate 90.89
    tributyl phosphate 77.47
    diacetone alcohol 326.99
    N,N-dimethylaniline 119.27
    acrylonitrile 486.22
    aniline 240.93
    1,3-propanediol 529.57
    bromobenzene 200.01
    dibromomethane 416.32
    1,1,2,2-tetrachloroethane 400.63
    2-methyl-cyclohexyl acetate 135.74
    tetrabutyl urea 82.44
    diisobutyl methanol 147.59
    2-phenylethanol 267.65
    styrene 95.64
    dioctyl adipate 95.12
    dimethyl sulfate 157.83
    ethyl butyrate 217.57
    methyl lactate 190.02
    butyl lactate 144.78
    diethyl carbonate 132.29
    propanediol butyl ether 239.23
    triethyl orthoformate 149.71
    p-tert-butyltoluene 96.09
    methyl 4-tert-butylbenzoate 172.03
    morpholine 835.99
    tert-butylamine 423.15
    n-dodecanol 84.24
    dimethoxymethane 477.76
    ethylene carbonate 266.6
    cyrene 136.44
    2-ethoxyethyl acetate 277.61
    2-ethylhexyl acetate 201.25
    1,2,4-trichlorobenzene 182.92
    4-methylpyridine 318.8
    dibutyl ether 158.63
    2,6-dimethyl-4-heptanol 147.59
    DEF 216.04
    dimethyl isosorbide 314.24
    tetrachloroethylene 318.2
    eugenol 176.58
    triacetin 165.69
    span 80 182.11
    1,4-butanediol 164.9
    1,1-dichloroethane 455.61
    2-methyl-1-pentanol 165.02
    methyl formate 340.72
    2-methyl-1-butanol 257.13
    n-decane 31.08
    butyronitrile 457.94
    3,7-dimethyl-1-octanol 164.37
    1-chlorooctane 100.89
    1-chlorotetradecane 38.73
    n-nonane 30.23
    undecane 22.29
    tert-butylcyclohexane 32.71
    cyclooctane 25.83
    cyclopentanol 294.18
    tetrahydropyran 652.3
    tert-amyl methyl ether 227.48
    2,5,8-trioxanonane 346.65
    1-hexene 100.78
    2-isopropoxyethanol 285.85
    2,2,2-trifluoroethanol 207.81
    methyl butyrate 205.55

    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