Nopol

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  • Identifiers

    CAS number
    128-50-7

    Molecular formula
    C11H18O

    SMILES
    CC1(C2CC=C(C1C2)CCO)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Woody 83.56%
    Sweet 77.08%
    Herbal 64.37%
    Balsamic 61.16%
    Pine 58.45%
    Camphoreous 50.25%
    Sandalwood 43.83%
    Mint 41.33%
    Spicy 40.74%
    Amber 38.32%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    9.39 (weak base)

    Molecular weight
    166.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 230.00 to 240.00 °C. @ 760.00 mm Hg

    Flash point est.
    101.27 ˚C

  • Synonyms

    • Nopol
    • 128-50-7
    • Nopol (terpene)
    • Homomyretenol
    • Homomyrtenol
    • Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-
    • NSC 1284
    • EINECS 204-890-3
    • 6,6-Dimethyl-2-norpinene-2-ethanol
    • 6,6-Dimethyl-2-(2-hydroxyethyl)-2-norpinene
    • 2-NORPINENE-2-ETHANOL, 6,6-DIMETHYL-
    • AI3-14379
    • 6,6-Dimethylbicyclo-(3.1.1)-2-heptene-2-ethanol
    • Bicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-
    • 2-{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}ethan-1-ol
    • DTXSID10861780
    • 2-(6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl)ethanol
    • 2-Norpinene-2-ethanol,6-dimethyl-
    • XK8HU7WJQC
    • NOPOL [MI]
    • Bicyclo[3.1.1]hept-2-ene-2-ethanol,6-dimethyl-
    • UNII-XK8HU7WJQC
    • 2-(6,6-dimethyl-2-bicyclo(3.1.1)hept-2-enyl)ethanol
    • 2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
    • 2-(6,6-Dimethylbicyclo(3.1.1)hept-2-en-2-yl)ethan-1-ol
    • 2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethan-1-ol
    • MFCD00075187
    • 10Hydroxymethylene2pinene
    • 6,6Dimethyl2norpinene2ethanol
    • SCHEMBL114153
    • CHEMBL257332
    • 2Norpinene2ethanol, 6,6dimethyl
    • DTXCID00810661
    • NSC1284
    • 6,6Dimethylbicyclohept2ene2ethanol
    • MFCD00066419
    • NSC404962
    • AKOS000119428
    • 2Hydroxyethyl6,6dimethylbicyclohept2ene
    • 6,6Dimethyl2(2hydroxyethyl)2norpinene
    • SB45274
    • SY104400
    • DB-069267
    • 6,6Dimethylbicyclo(3.1.1)2heptene2ethanol
    • NS00079537
    • EN300-20426
    • Bicyclo(3.1.1)hept2ene2ethanol, 6,6dimethyl
    • 6,6-dimethylbicyclo-[3.1.1]hept-2-ene-2-ethanol
    • Bicyclo3.1.1hept-2-ene-2-ethanol, 6,6-dimethyl-
    • Q27293876
    • (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol
    • 2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol #

  • Applications

    Nopol (CAS 128-50-7) is a bicyclic monoterpenic alcohol (C10H18O) with a fresh woody-citrus odour reminiscent of pine and lily-of-the-valley, widely employed in fine fragrances, deodorants, scented candles and household cleaners; it also serves as a versatile precursor for nopyl acetate, nopyl propionate, Ambrox, Alsofin and similar high-value ingredients via oxidation, esterification and allylic rearrangement of its secondary hydroxyl group, thus finding uses in food flavourings, food-contact packaging and biodegradable polymer research; its moderate volatility, thermal stability, ready biodegradability and low toxicity justify its popularity in cosmetics, detergents and its use as a reference standard in analytical studies of volatile organic compounds.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 548.46
    methanol 321.57
    isopropanol 562.34
    water 3.66
    ethyl acetate 500.83
    n-propanol 533.34
    acetone 781.79
    n-butanol 468.09
    acetonitrile 750.79
    DMF 629.1
    toluene 233.88
    isobutanol 366.39
    1,4-dioxane 1054.69
    methyl acetate 486.78
    THF 1417.92
    2-butanone 538.46
    n-pentanol 147.04
    sec-butanol 284.79
    n-hexane 12.74
    ethylene glycol 141.56
    NMP 294.1
    cyclohexane 51.31
    DMSO 478.84
    n-butyl acetate 296.52
    n-octanol 116.09
    chloroform 1024.45
    n-propyl acetate 176.28
    acetic acid 276.08
    dichloromethane 919.99
    cyclohexanone 553.53
    propylene glycol 201.1
    isopropyl acetate 274.14
    DMAc 262.53
    2-ethoxyethanol 240.98
    isopentanol 324.02
    n-heptane 28.63
    ethyl formate 378.52
    1,2-dichloroethane 540.12
    n-hexanol 319.96
    2-methoxyethanol 696.05
    isobutyl acetate 118.6
    tetrachloromethane 162.09
    n-pentyl acetate 136.99
    transcutol 759.61
    n-heptanol 132.67
    ethylbenzene 83.14
    MIBK 233.19
    2-propoxyethanol 519.85
    tert-butanol 499.28
    MTBE 360.62
    2-butoxyethanol 236.34
    propionic acid 284.71
    o-xylene 130.36
    formic acid 115.05
    diethyl ether 398.82
    m-xylene 180.97
    p-xylene 111.65
    chlorobenzene 262.38
    dimethyl carbonate 191.47
    n-octane 12.26
    formamide 225.63
    cyclopentanone 829.79
    2-pentanone 434.54
    anisole 187.64
    cyclopentyl methyl ether 394.27
    gamma-butyrolactone 855.01
    1-methoxy-2-propanol 528.15
    pyridine 500.86
    3-pentanone 271.47
    furfural 495.77
    n-dodecane 10.56
    diethylene glycol 376.31
    diisopropyl ether 109.67
    tert-amyl alcohol 238.68
    acetylacetone 435.75
    n-hexadecane 11.97
    acetophenone 146.62
    methyl propionate 375.67
    isopentyl acetate 237.38
    trichloroethylene 864.54
    n-nonanol 99.54
    cyclohexanol 274.68
    benzyl alcohol 148.42
    2-ethylhexanol 141.31
    isooctanol 96.03
    dipropyl ether 199.64
    1,2-dichlorobenzene 216.13
    ethyl lactate 102.93
    propylene carbonate 366.34
    n-methylformamide 459.63
    2-pentanol 247.23
    n-pentane 30.33
    1-propoxy-2-propanol 348.73
    1-methoxy-2-propyl acetate 328.05
    2-(2-methoxypropoxy) propanol 178.83
    mesitylene 106.33
    ε-caprolactone 405.23
    p-cymene 84.49
    epichlorohydrin 898.56
    1,1,1-trichloroethane 491.3
    2-aminoethanol 265.58
    morpholine-4-carbaldehyde 472.57
    sulfolane 510.64
    2,2,4-trimethylpentane 17.12
    2-methyltetrahydrofuran 677.68
    n-hexyl acetate 192.06
    isooctane 20.12
    2-(2-butoxyethoxy)ethanol 276.72
    sec-butyl acetate 120.76
    tert-butyl acetate 258.48
    decalin 19.71
    glycerin 241.22
    diglyme 491.59
    acrylic acid 224.46
    isopropyl myristate 80.12
    n-butyric acid 443.39
    acetyl acetate 266.9
    di(2-ethylhexyl) phthalate 79.13
    ethyl propionate 170.62
    nitromethane 667.52
    1,2-diethoxyethane 263.52
    benzonitrile 246.0
    trioctyl phosphate 67.15
    1-bromopropane 322.5
    gamma-valerolactone 843.73
    n-decanol 76.36
    triethyl phosphate 77.71
    4-methyl-2-pentanol 141.21
    propionitrile 547.03
    vinylene carbonate 382.65
    1,1,2-trichlorotrifluoroethane 352.56
    DMS 179.94
    cumene 61.11
    2-octanol 76.94
    2-hexanone 160.93
    octyl acetate 97.36
    limonene 111.76
    1,2-dimethoxyethane 373.04
    ethyl orthosilicate 76.85
    tributyl phosphate 77.14
    diacetone alcohol 285.09
    N,N-dimethylaniline 99.71
    acrylonitrile 565.99
    aniline 273.95
    1,3-propanediol 432.42
    bromobenzene 265.02
    dibromomethane 573.86
    1,1,2,2-tetrachloroethane 511.52
    2-methyl-cyclohexyl acetate 127.47
    tetrabutyl urea 86.45
    diisobutyl methanol 99.59
    2-phenylethanol 199.3
    styrene 97.67
    dioctyl adipate 97.81
    dimethyl sulfate 199.99
    ethyl butyrate 187.92
    methyl lactate 181.39
    butyl lactate 126.79
    diethyl carbonate 125.29
    propanediol butyl ether 204.91
    triethyl orthoformate 126.52
    p-tert-butyltoluene 89.92
    methyl 4-tert-butylbenzoate 159.65
    morpholine 960.79
    tert-butylamine 313.93
    n-dodecanol 58.88
    dimethoxymethane 537.8
    ethylene carbonate 340.18
    cyrene 155.39
    2-ethoxyethyl acetate 227.66
    2-ethylhexyl acetate 169.75
    1,2,4-trichlorobenzene 237.45
    4-methylpyridine 420.23
    dibutyl ether 107.7
    2,6-dimethyl-4-heptanol 99.59
    DEF 273.1
    dimethyl isosorbide 305.78
    tetrachloroethylene 319.65
    eugenol 152.26
    triacetin 172.05
    span 80 167.81
    1,4-butanediol 105.13
    1,1-dichloroethane 631.31
    2-methyl-1-pentanol 111.01
    methyl formate 397.26
    2-methyl-1-butanol 253.25
    n-decane 17.14
    butyronitrile 528.86
    3,7-dimethyl-1-octanol 112.32
    1-chlorooctane 72.8
    1-chlorotetradecane 29.63
    n-nonane 16.1
    undecane 13.16
    tert-butylcyclohexane 20.0
    cyclooctane 19.26
    cyclopentanol 340.72
    tetrahydropyran 823.78
    tert-amyl methyl ether 173.08
    2,5,8-trioxanonane 299.13
    1-hexene 55.31
    2-isopropoxyethanol 176.05
    2,2,2-trifluoroethanol 145.73
    methyl butyrate 197.12

    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