Pinanediol, (+)-

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  • Identifiers

    CAS number
    18680-27-8

    Molecular formula
    C10H18O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Camphoreous 59.21%
    Sweet 57.39%
    Mint 56.97%
    Woody 55.32%
    Cooling 51.06%
    Herbal 49.05%
    Pine 46.48%
    Balsamic 42.38%
    Spicy 34.38%
    Earthy 33.08%

     

    Flavor
    Sweet 57.33%
    Herbal 49.47%
    Pine 43.16%
    Minty 43.02%
    Woody 40.96%
    Camphor 40.03%
    Balsam 37.93%
    Fresh 27.33%
    Earthy 26.4%
    Bitter 26.28%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    8.71 (weak base)

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    294°C

    Flash point

    • 104.8 ˚C est.

  • Synonyms

    • 18680-27-8
    • (+)-Pinanediol
    • (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
    • Pinanediol, (+)-
    • Y6ZCV4AVRA
    • 2alpha,3alpha-Pinanediol
    • (1S,2S,3R,5S)-(+)-pinane-2,3-diol
    • 2,3-Pinanediol, (1S,2S,3R,5S)-(+)-
    • DTXSID00171941
    • (1S,2S,3R,5S)-(+)-2,6,6-trimethylbicyclo(3.1.1)heptane-2,3-diol
    • Bicyclo(3.1.1)heptane-2,3-diol, 2,6,6-trimethyl-, (1S,2S,3R,5S)-
    • Bicyclo[3.1.1]heptane-2,3-diol, 2,6,6-trimethyl-, (1S,2S,3R,5S)-
    • 2.ALPHA.,3.ALPHA.-PINANEDIOL
    • Bicyclo(3.1.1)heptane-2,3-diol, 2,6,6-trimethyl-, (1S-(1alpha,2alpha,3alpha,5alpha))-
    • (1s,2s,3r,5s)-(+)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
    • BICYCLO(3.1.1)HEPTANE-2,3-DIOL, 2,6,6-TRIMETHYL-, (1S-(1.ALPHA.,2.ALPHA.,3.ALPHA.,5.ALPHA.))-
    • (1S,2S,3R,5S)-2,6,6-trimethylbicyclo(3.1.1)heptane-2,3-diol
    • RefChem:863309
    • DTXCID1094432
    • 606-096-6
    • (1S,2S,3R,5S)-(+)-2,3-pinanediol
    • MFCD00077851
    • (1S,2S,3R,5S)-(+)-Pinanediol
    • (+)-2-Hydroxyisopinocampheol
    • (1S,2S,3R,5S)-2,6,6-trimethylnorpinane-2,3-diol
    • (1S,2S,3R,5S)-2,3-Pinanediol
    • 2,3-cis/exo-pinanediol
    • UNII-Y6ZCV4AVRA
    • (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol;
    • Bortezomib Impurity 21
    • SCHEMBL621468
    • orb1705904
    • CHEMBL4303429
    • GLXC-06698
    • CS-D1770
    • CX1160
    • EBC-50117
    • AKOS005256255
    • FP15403
    • AS-13984
    • BP-30024
    • HY-20074
    • PD132360
    • SY009745
    • NS00026108
    • P1934
    • (1S,2S,3R,5S)-(+)-Pinanediol, 99%
    • EN300-303828
    • 680P278
    • F077825
    • Q27294324
    • Z1255402889
    • (1 S,2S,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
    • (1S,2S,3R,55)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
    • 18680-27-8

  • Applications

    Pinanediol, (+)- (CAS 18680-27-8) is a chiral diol used primarily as a starting material and a chiral auxiliary in asymmetric synthesis. It serves as a precursor for pinanediol-derived protecting groups, such as acetonides, and for various derivatives, while providing a scaffold to develop chiral ligands and catalysts for enantioselective transformations. It is commonly evaluated as an intermediate in pharmaceutical and fine-chemical syntheses, supporting the production of chiral building blocks for commercial and specialty chemicals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 272.92
    methanol 440.95
    isopropanol 198.67
    water 29.51
    ethyl acetate 119.65
    n-propanol 179.84
    acetone 164.97
    n-butanol 141.69
    acetonitrile 161.8
    DMF 156.54
    toluene 39.43
    isobutanol 106.18
    1,4-dioxane 361.56
    methyl acetate 123.14
    THF 581.52
    2-butanone 104.8
    n-pentanol 76.01
    sec-butanol 95.4
    n-hexane 6.93
    ethylene glycol 150.08
    NMP 95.7
    cyclohexane 8.49
    DMSO 239.12
    n-butyl acetate 87.12
    n-octanol 73.03
    chloroform 190.56
    n-propyl acetate 58.75
    acetic acid 175.82
    dichloromethane 138.75
    cyclohexanone 114.72
    propylene glycol 108.95
    isopropyl acetate 94.46
    DMAc 92.66
    2-ethoxyethanol 191.15
    isopentanol 105.2
    n-heptane 10.37
    ethyl formate 96.27
    1,2-dichloroethane 92.06
    n-hexanol 159.46
    2-methoxyethanol 351.42
    isobutyl acetate 47.35
    tetrachloromethane 54.52
    n-pentyl acetate 60.49
    transcutol 277.71
    n-heptanol 93.65
    ethylbenzene 26.03
    MIBK 97.24
    2-propoxyethanol 314.63
    tert-butanol 205.51
    MTBE 110.05
    2-butoxyethanol 172.24
    propionic acid 106.23
    o-xylene 32.15
    formic acid 218.05
    diethyl ether 128.14
    m-xylene 48.28
    p-xylene 35.67
    chlorobenzene 54.38
    dimethyl carbonate 59.47
    n-octane 6.63
    formamide 234.94
    cyclopentanone 207.09
    2-pentanone 109.26
    anisole 68.67
    cyclopentyl methyl ether 143.75
    gamma-butyrolactone 243.89
    1-methoxy-2-propanol 267.12
    pyridine 99.9
    3-pentanone 66.24
    furfural 180.56
    n-dodecane 5.24
    diethylene glycol 299.39
    diisopropyl ether 51.18
    tert-amyl alcohol 103.33
    acetylacetone 140.54
    n-hexadecane 5.8
    acetophenone 58.91
    methyl propionate 92.34
    isopentyl acetate 80.96
    trichloroethylene 155.94
    n-nonanol 64.67
    cyclohexanol 72.24
    benzyl alcohol 59.51
    2-ethylhexanol 67.02
    isooctanol 68.82
    dipropyl ether 70.17
    1,2-dichlorobenzene 52.81
    ethyl lactate 54.13
    propylene carbonate 110.54
    n-methylformamide 186.34
    2-pentanol 91.24
    n-pentane 9.74
    1-propoxy-2-propanol 180.42
    1-methoxy-2-propyl acetate 132.35
    2-(2-methoxypropoxy) propanol 103.78
    mesitylene 36.13
    ε-caprolactone 108.17
    p-cymene 29.57
    epichlorohydrin 242.92
    1,1,1-trichloroethane 96.93
    2-aminoethanol 195.73
    morpholine-4-carbaldehyde 180.59
    sulfolane 190.28
    2,2,4-trimethylpentane 7.39
    2-methyltetrahydrofuran 194.86
    n-hexyl acetate 80.13
    isooctane 10.59
    2-(2-butoxyethoxy)ethanol 151.68
    sec-butyl acetate 47.81
    tert-butyl acetate 110.32
    decalin 7.32
    glycerin 186.63
    diglyme 248.6
    acrylic acid 98.36
    isopropyl myristate 35.8
    n-butyric acid 128.66
    acetyl acetate 86.92
    di(2-ethylhexyl) phthalate 37.02
    ethyl propionate 57.74
    nitromethane 259.3
    1,2-diethoxyethane 97.88
    benzonitrile 64.67
    trioctyl phosphate 34.15
    1-bromopropane 50.22
    gamma-valerolactone 255.93
    n-decanol 47.26
    triethyl phosphate 33.48
    4-methyl-2-pentanol 78.04
    propionitrile 103.08
    vinylene carbonate 105.58
    1,1,2-trichlorotrifluoroethane 167.15
    DMS 61.7
    cumene 25.96
    2-octanol 55.98
    2-hexanone 59.92
    octyl acetate 45.64
    limonene 34.04
    1,2-dimethoxyethane 215.07
    ethyl orthosilicate 34.53
    tributyl phosphate 32.14
    diacetone alcohol 137.85
    N,N-dimethylaniline 47.61
    acrylonitrile 121.42
    aniline 68.17
    1,3-propanediol 221.88
    bromobenzene 46.06
    dibromomethane 90.07
    1,1,2,2-tetrachloroethane 119.32
    2-methyl-cyclohexyl acetate 52.98
    tetrabutyl urea 37.2
    diisobutyl methanol 51.91
    2-phenylethanol 102.22
    styrene 24.25
    dioctyl adipate 40.63
    dimethyl sulfate 84.0
    ethyl butyrate 60.21
    methyl lactate 84.23
    butyl lactate 60.03
    diethyl carbonate 38.57
    propanediol butyl ether 109.96
    triethyl orthoformate 49.28
    p-tert-butyltoluene 33.41
    methyl 4-tert-butylbenzoate 82.9
    morpholine 287.81
    tert-butylamine 117.01
    n-dodecanol 34.44
    dimethoxymethane 224.77
    ethylene carbonate 93.18
    cyrene 80.23
    2-ethoxyethyl acetate 89.51
    2-ethylhexyl acetate 55.1
    1,2,4-trichlorobenzene 58.17
    4-methylpyridine 82.37
    dibutyl ether 44.65
    2,6-dimethyl-4-heptanol 51.91
    DEF 73.71
    dimethyl isosorbide 148.6
    tetrachloroethylene 103.22
    eugenol 88.37
    triacetin 72.22
    span 80 87.6
    1,4-butanediol 82.73
    1,1-dichloroethane 98.51
    2-methyl-1-pentanol 57.67
    methyl formate 159.79
    2-methyl-1-butanol 79.09
    n-decane 9.3
    butyronitrile 102.31
    3,7-dimethyl-1-octanol 63.1
    1-chlorooctane 32.5
    1-chlorotetradecane 12.4
    n-nonane 8.38
    undecane 6.74
    tert-butylcyclohexane 9.37
    cyclooctane 5.63
    cyclopentanol 114.32
    tetrahydropyran 180.1
    tert-amyl methyl ether 65.58
    2,5,8-trioxanonane 161.79
    1-hexene 21.3
    2-isopropoxyethanol 122.43
    2,2,2-trifluoroethanol 117.31
    methyl butyrate 64.64

    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