2-Pinanol

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  • Identifiers

    CAS number
    473-54-1

    Molecular formula
    C10H18O

    SMILES
    CC1(C2CCC(C1C2)(C)O)C

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Woody 74.08%
    Camphoreous 73.74%
    Pine 67.8%
    Herbal 62.92%
    Sweet 62.32%
    Mint 58.79%
    Earthy 53.3%
    Balsamic 50.6%
    Cooling 48.44%
    Fresh 44.27%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    210°C

    Flash point est.
    72.18 ˚C

  • Synonyms

    • 2-PINANOL
    • 473-54-1
    • Pinanol
    • PINANOL 85
    • 2,6,6-Trimethylbicyclo[3.1.1]heptan-2-ol
    • HSDB 5663
    • EINECS 207-466-6
    • 2-Pinanol, trans-
    • Bicyclo[3.1.1]heptan-2-ol, 2,6,6-trimethyl-
    • UNII-5DZK63N3UU
    • 5DZK63N3UU
    • DTXSID5029180
    • Pinan-2beta-ol
    • Bicyclo(3.1.1)heptan-2-ol, 2,6,6-trimethyl-
    • NSC 2326
    • 2,6,6-trimethylbicyclo[3.1.1]heptane-3-ol
    • 2,6,6-Trimethylbicyclo(3.1.1)heptane-3-ol
    • (E)-Pinene hydrate
    • (E)-Pinan-2-ol
    • 2,6,6-TRIMETHYLBICYCLO(3.1.1)HEPTAN-2-OL
    • 2,6,6-Trimethylbicyclo(3.1.1)heptan-2-ol, (1alpha,2beta,5alpha)-
    • Bicyclo(3.1.1)heptan-2-ol, 2,6,6-trimethyl-, (1R,2R,5S)-rel-
    • Bicyclo[3.1.1]heptan-2-ol, 2,6,6-trimethyl-, (1R,2R,5S)-rel-
    • (E)-2-pinanol
    • .beta.-Pinene hydroxide
    • UNII-Q3IVK90KUD
    • 2-PINANOL [HSDB]
    • SCHEMBL221185
    • 2,6,6-Trimethylbicyclo[3.1.1]heptan-2-ol-, (1R,2R,5S)-rel-
    • DTXCID509180
    • 2,6,6-Trimethylbicyclo(3.1.1)heptan-2-ol, (1.alpha.,2.beta.,5.alpha.)-
    • STK055118
    • AKOS005385976
    • 2,6,6Trimethylbicyclo(3.1.1)heptane2ol
    • Bicyclo(3.1.1)heptan2ol, 2,6,6trimethyl
    • NS00013153
    • Bicyclo(3.1.1)heptan-2-ol, 2,6,6-trimethyl-, (1alpha,2beta,5alpha)-

  • Applications

    2-Pinanol (CAS 473-54-1) is a pinane-skeleton monoterpene alcohol available from pine-derived terpene streams; it is applied as a fragrance modifier imparting pine, woody and resinous facets in perfumes, deodorants, personal care and cleaning products; as a trace flavor ingredient to add freshness and roundness in foods, beverages and confectionery; as a medium-volatility solvent/co-solvent and renewable carbon source in coatings, inks, adhesives and sealants; as a synthetic intermediate to pinane derivatives (esters, ethers, oxides and ketones) for fragrance, surfactant and plasticizer uses, and as a building block for pharmaceutical and agrochemical intermediates; as an asymmetric building block in organic synthesis thanks to its rigid chiral bicyclic scaffold, enabling pinane-based ligands/auxiliaries, boronate precursors and selective transformations; and as an analytical reference, odor benchmark and a target for toxicity/bioprofiling when formulating terpene-based “green” products.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 749.23
    methanol 930.39
    isopropanol 573.9
    water 12.3
    ethyl acetate 490.22
    n-propanol 569.73
    acetone 559.5
    n-butanol 498.94
    acetonitrile 644.16
    DMF 435.02
    toluene 248.32
    isobutanol 375.59
    1,4-dioxane 1032.38
    methyl acetate 467.21
    THF 1542.57
    2-butanone 424.9
    n-pentanol 250.12
    sec-butanol 358.41
    n-hexane 92.65
    ethylene glycol 182.37
    NMP 319.76
    cyclohexane 129.99
    DMSO 338.73
    n-butyl acetate 393.02
    n-octanol 235.18
    chloroform 935.34
    n-propyl acetate 228.41
    acetic acid 443.69
    dichloromethane 691.3
    cyclohexanone 461.11
    propylene glycol 228.47
    isopropyl acetate 330.45
    DMAc 268.78
    2-ethoxyethanol 337.38
    isopentanol 383.36
    n-heptane 93.5
    ethyl formate 301.41
    1,2-dichloroethane 400.78
    n-hexanol 572.3
    2-methoxyethanol 681.08
    isobutyl acetate 179.0
    tetrachloromethane 228.41
    n-pentyl acetate 213.26
    transcutol 961.42
    n-heptanol 261.67
    ethylbenzene 116.05
    MIBK 285.61
    2-propoxyethanol 751.72
    tert-butanol 569.08
    MTBE 484.33
    2-butoxyethanol 376.19
    propionic acid 374.3
    o-xylene 143.71
    formic acid 268.99
    diethyl ether 586.38
    m-xylene 205.06
    p-xylene 153.23
    chlorobenzene 270.83
    dimethyl carbonate 176.76
    n-octane 36.75
    formamide 323.54
    cyclopentanone 619.3
    2-pentanone 387.87
    anisole 223.17
    cyclopentyl methyl ether 542.71
    gamma-butyrolactone 741.84
    1-methoxy-2-propanol 552.12
    pyridine 435.86
    3-pentanone 271.35
    furfural 457.64
    n-dodecane 26.0
    diethylene glycol 516.01
    diisopropyl ether 228.33
    tert-amyl alcohol 338.88
    acetylacetone 360.01
    n-hexadecane 28.67
    acetophenone 167.23
    methyl propionate 342.38
    isopentyl acetate 326.5
    trichloroethylene 620.57
    n-nonanol 193.38
    cyclohexanol 322.15
    benzyl alcohol 160.31
    2-ethylhexanol 261.65
    isooctanol 189.11
    dipropyl ether 343.65
    1,2-dichlorobenzene 223.37
    ethyl lactate 126.03
    propylene carbonate 368.91
    n-methylformamide 433.72
    2-pentanol 342.02
    n-pentane 118.97
    1-propoxy-2-propanol 506.49
    1-methoxy-2-propyl acetate 399.37
    2-(2-methoxypropoxy) propanol 253.65
    mesitylene 141.09
    ε-caprolactone 422.67
    p-cymene 107.12
    epichlorohydrin 677.65
    1,1,1-trichloroethane 455.14
    2-aminoethanol 360.64
    morpholine-4-carbaldehyde 461.91
    sulfolane 451.43
    2,2,4-trimethylpentane 52.69
    2-methyltetrahydrofuran 751.43
    n-hexyl acetate 319.12
    isooctane 58.82
    2-(2-butoxyethoxy)ethanol 394.85
    sec-butyl acetate 175.57
    tert-butyl acetate 342.78
    decalin 52.61
    glycerin 280.85
    diglyme 634.0
    acrylic acid 289.3
    isopropyl myristate 127.58
    n-butyric acid 439.38
    acetyl acetate 306.9
    di(2-ethylhexyl) phthalate 107.66
    ethyl propionate 213.94
    nitromethane 652.66
    1,2-diethoxyethane 417.21
    benzonitrile 235.8
    trioctyl phosphate 93.16
    1-bromopropane 339.49
    gamma-valerolactone 712.26
    n-decanol 137.99
    triethyl phosphate 108.1
    4-methyl-2-pentanol 240.26
    propionitrile 494.13
    vinylene carbonate 344.67
    1,1,2-trichlorotrifluoroethane 358.54
    DMS 221.32
    cumene 99.46
    2-octanol 153.87
    2-hexanone 227.72
    octyl acetate 151.18
    limonene 146.33
    1,2-dimethoxyethane 499.63
    ethyl orthosilicate 114.84
    tributyl phosphate 110.2
    diacetone alcohol 319.11
    N,N-dimethylaniline 147.61
    acrylonitrile 456.96
    aniline 291.24
    1,3-propanediol 426.57
    bromobenzene 261.94
    dibromomethane 502.89
    1,1,2,2-tetrachloroethane 466.9
    2-methyl-cyclohexyl acetate 182.95
    tetrabutyl urea 112.17
    diisobutyl methanol 166.35
    2-phenylethanol 269.36
    styrene 127.33
    dioctyl adipate 135.87
    dimethyl sulfate 181.15
    ethyl butyrate 241.29
    methyl lactate 191.5
    butyl lactate 166.09
    diethyl carbonate 165.92
    propanediol butyl ether 285.48
    triethyl orthoformate 186.01
    p-tert-butyltoluene 116.16
    methyl 4-tert-butylbenzoate 203.75
    morpholine 929.82
    tert-butylamine 443.82
    n-dodecanol 104.04
    dimethoxymethane 519.91
    ethylene carbonate 325.05
    cyrene 171.3
    2-ethoxyethyl acetate 303.57
    2-ethylhexyl acetate 249.16
    1,2,4-trichlorobenzene 243.35
    4-methylpyridine 378.47
    dibutyl ether 240.48
    2,6-dimethyl-4-heptanol 166.35
    DEF 283.52
    dimethyl isosorbide 375.62
    tetrachloroethylene 347.44
    eugenol 188.98
    triacetin 222.03
    span 80 225.17
    1,4-butanediol 142.41
    1,1-dichloroethane 495.68
    2-methyl-1-pentanol 192.82
    methyl formate 339.35
    2-methyl-1-butanol 315.77
    n-decane 47.27
    butyronitrile 480.82
    3,7-dimethyl-1-octanol 211.89
    1-chlorooctane 139.91
    1-chlorotetradecane 54.39
    n-nonane 48.87
    undecane 34.08
    tert-butylcyclohexane 56.72
    cyclooctane 56.73
    cyclopentanol 391.03
    tetrahydropyran 818.2
    tert-amyl methyl ether 280.72
    2,5,8-trioxanonane 383.96
    1-hexene 196.37
    2-isopropoxyethanol 254.13
    2,2,2-trifluoroethanol 213.1
    methyl butyrate 221.2

    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

Botanical

Name CAS Botanical Proportion
Sphaeranthus suaveolens (Egypt) Sphaeranthus suaveolens DC., fam. Asteraceae (Compositae) 0.3%
Pistacia khinjuk (Egypt) leaf Pistacia khinjuk Stocks, fam. Anacardiaceae 0.2%
Lepechinia urbanii Lepechinia urbanii (Briq.) Epling, fam. Lamiaceae (Labiatae) 0.25%
Santolina insularis (Italy) 1a CO2-extract Santolina insularis L., fam. Asteraceae (Compositae) 2.4%
Santolina insularis (Italy) 1b hydrodistilled Santolina insularis L., fam. Asteraceae (Compositae) 1.3%
Cachrys sicula (Spain) Cachrys sicula L., fam. Apiaceae (Umbelliferae) 0.05%