Octahydro-4,8a-dimethyl-4a(2H)-naphthol

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  • Identifiers

    CAS number
    23333-91-7

    Molecular formula
    C12H22O

    SMILES
    CC1CCCC2(C1(CCCC2)O)C

  • Odor profile

    Fragrance
    Green 68.72%
    Earthy 68.54%
    Herbal 67.25%
    Camphoreous 56.04%
    Mint 53.76%
    Woody 51.83%
    Fresh 51.21%
    Musty 48.91%
    Cooling 46.41%
    Pine 38.82%

     

    Flavor
    Earthy 59.79%
    Musty 45.61%
    Earth 44.27%
    Fresh 37.6%
    Camphor 34.8%
    Spicy 32.27%
    Soil 28.92%
    Beet 28.41%
    Woody 27.25%
    Minty 25.52%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.86 (weak base)

    Molecular weight
    182.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 270.00 to 271.00 °C. @ 760.00 mm Hg

    Flash point

    • 104.64 ˚C est.

  • Synonyms

    • Octahydro-4,8a-dimethyl-4a(2H)-naphthol
    • 23333-91-7
    • 4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
    • 4a(2H)-Naphthol, octahydro-4,8a-dimethyl-
    • 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-
    • (+/-)-Geosmin
    • EINECS 245-590-2
    • 16452-32-7
    • 5173-69-3
    • DTXSID8051887
    • (4alpha,4aalpha,8aalpha)-Octahydro-4,8a-dimethyl-4a(2H)-naphthol
    • CCRIS 6592
    • 4,8a-Dimethyloctahydro-4a(2H)-naphthalenol
    • 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, (4S,4aS,8aR)-
    • 104873-46-3
    • 11,12,13-Trinor-5-eudesmanol
    • 4,8a-Dimethyloctahydro-4a(2H)-naphthalenol #
    • 4,8a-Dimethyl-decahydronaphthalen-4a-ol
    • 4,8alpha-dimethyl-octahydro-naphthalen-4alpha-ol
    • 2beta,6alpha-Dimethylbicyclo[4.4.0]decan-1beta-ol
    • Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol, 9CI
    • SCHEMBL979844
    • DTXCID6030447
    • EEA87346
    • MFCD00055578
    • AKOS015966824
    • (+/-)-Geosmin, >=97% (GC)
    • 4,8a-dimethyl-decahydronaphthalene-4a-ol
    • FR162423
    • NS00013061
    • (4S,4?S,8?R)-4,8?-Dimethyl-1,2,3,4,5,6,7,-octahydronaphthalen-4?-ol
    • 245-590-2

  • Applications

    Octahydro-4,8a-dimethyl-4a(2H)-naphthol (CAS 23333-91-7) is used primarily as a synthetic intermediate and building block in fragrance chemistry and related organic synthesis. It is commonly evaluated for applications in perfumery and cosmetics/personal care as a precursor to fragrance ingredients, and may be employed in household products as a specialty additive. It can serve as a starting material for polymer and coating formulations, acting as a precursor in polymer synthesis or as a component in specialty coatings and inks. In industrial manufacturing, it provides utility as a scalable intermediate for chemical production, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1206.07
    methanol 1487.78
    isopropanol 993.26
    water 1.92
    ethyl acetate 1099.17
    n-propanol 1073.73
    acetone 1245.4
    n-butanol 867.42
    acetonitrile 1255.56
    DMF 1517.12
    toluene 759.98
    isobutanol 721.71
    1,4-dioxane 2766.76
    methyl acetate 987.53
    THF 3796.09
    2-butanone 1065.19
    n-pentanol 387.74
    sec-butanol 563.95
    n-hexane 133.73
    ethylene glycol 103.32
    NMP 733.07
    cyclohexane 260.23
    DMSO 882.36
    n-butyl acetate 1242.33
    n-octanol 336.46
    chloroform 2189.12
    n-propyl acetate 723.5
    acetic acid 392.4
    dichloromethane 1748.8
    cyclohexanone 1525.7
    propylene glycol 129.83
    isopropyl acetate 791.21
    DMAc 606.54
    2-ethoxyethanol 575.71
    isopentanol 676.98
    n-heptane 148.6
    ethyl formate 779.28
    1,2-dichloroethane 1272.86
    n-hexanol 796.03
    2-methoxyethanol 1067.12
    isobutyl acetate 492.77
    tetrachloromethane 592.86
    n-pentyl acetate 648.1
    transcutol 2025.51
    n-heptanol 390.55
    ethylbenzene 304.18
    MIBK 625.67
    2-propoxyethanol 1178.39
    tert-butanol 952.61
    MTBE 1175.04
    2-butoxyethanol 665.88
    propionic acid 503.87
    o-xylene 381.0
    formic acid 159.01
    diethyl ether 1576.83
    m-xylene 501.88
    p-xylene 393.98
    chlorobenzene 791.53
    dimethyl carbonate 335.83
    n-octane 63.84
    formamide 328.74
    cyclopentanone 1823.84
    2-pentanone 965.22
    anisole 616.97
    cyclopentyl methyl ether 1205.31
    gamma-butyrolactone 1810.2
    1-methoxy-2-propanol 828.32
    pyridine 1443.23
    3-pentanone 675.96
    furfural 1188.17
    n-dodecane 41.39
    diethylene glycol 522.25
    diisopropyl ether 484.17
    tert-amyl alcohol 524.14
    acetylacetone 872.56
    n-hexadecane 49.72
    acetophenone 442.96
    methyl propionate 727.44
    isopentyl acetate 948.17
    trichloroethylene 1830.4
    n-nonanol 289.98
    cyclohexanol 604.9
    benzyl alcohol 343.97
    2-ethylhexanol 426.94
    isooctanol 331.61
    dipropyl ether 870.98
    1,2-dichlorobenzene 675.4
    ethyl lactate 220.85
    propylene carbonate 857.3
    n-methylformamide 984.67
    2-pentanol 510.99
    n-pentane 177.07
    1-propoxy-2-propanol 875.87
    1-methoxy-2-propyl acetate 820.45
    2-(2-methoxypropoxy) propanol 423.44
    mesitylene 352.79
    ε-caprolactone 1142.96
    p-cymene 253.85
    epichlorohydrin 1934.35
    1,1,1-trichloroethane 1247.59
    2-aminoethanol 280.61
    morpholine-4-carbaldehyde 1212.55
    sulfolane 1327.07
    2,2,4-trimethylpentane 81.38
    2-methyltetrahydrofuran 1718.54
    n-hexyl acetate 725.37
    isooctane 102.07
    2-(2-butoxyethoxy)ethanol 653.33
    sec-butyl acetate 439.09
    tert-butyl acetate 843.07
    decalin 104.86
    glycerin 188.02
    diglyme 1353.45
    acrylic acid 347.45
    isopropyl myristate 277.37
    n-butyric acid 831.84
    acetyl acetate 561.42
    di(2-ethylhexyl) phthalate 195.75
    ethyl propionate 569.48
    nitromethane 1111.42
    1,2-diethoxyethane 1210.55
    benzonitrile 745.03
    trioctyl phosphate 171.31
    1-bromopropane 932.1
    gamma-valerolactone 2148.22
    n-decanol 205.19
    triethyl phosphate 245.09
    4-methyl-2-pentanol 339.63
    propionitrile 1343.95
    vinylene carbonate 856.93
    1,1,2-trichlorotrifluoroethane 648.65
    DMS 494.85
    cumene 224.58
    2-octanol 265.86
    2-hexanone 611.45
    octyl acetate 309.24
    limonene 343.81
    1,2-dimethoxyethane 1504.5
    ethyl orthosilicate 256.34
    tributyl phosphate 215.99
    diacetone alcohol 580.39
    N,N-dimethylaniline 359.26
    acrylonitrile 1328.03
    aniline 673.39
    1,3-propanediol 532.2
    bromobenzene 889.11
    dibromomethane 1293.0
    1,1,2,2-tetrachloroethane 1293.0
    2-methyl-cyclohexyl acetate 404.87
    tetrabutyl urea 239.88
    diisobutyl methanol 319.81
    2-phenylethanol 513.16
    styrene 384.37
    dioctyl adipate 288.38
    dimethyl sulfate 385.53
    ethyl butyrate 692.45
    methyl lactate 249.16
    butyl lactate 364.03
    diethyl carbonate 416.27
    propanediol butyl ether 408.86
    triethyl orthoformate 466.06
    p-tert-butyltoluene 265.08
    methyl 4-tert-butylbenzoate 466.03
    morpholine 2373.79
    tert-butylamine 754.29
    n-dodecanol 151.39
    dimethoxymethane 1388.9
    ethylene carbonate 833.72
    cyrene 299.33
    2-ethoxyethyl acetate 759.29
    2-ethylhexyl acetate 721.18
    1,2,4-trichlorobenzene 669.6
    4-methylpyridine 1324.87
    dibutyl ether 603.71
    2,6-dimethyl-4-heptanol 319.81
    DEF 772.73
    dimethyl isosorbide 785.22
    tetrachloroethylene 1001.81
    eugenol 388.04
    triacetin 438.99
    span 80 359.32
    1,4-butanediol 142.77
    1,1-dichloroethane 1328.49
    2-methyl-1-pentanol 305.08
    methyl formate 710.51
    2-methyl-1-butanol 536.89
    n-decane 82.64
    butyronitrile 1419.16
    3,7-dimethyl-1-octanol 321.36
    1-chlorooctane 279.92
    1-chlorotetradecane 103.36
    n-nonane 82.29
    undecane 56.15
    tert-butylcyclohexane 110.29
    cyclooctane 105.42
    cyclopentanol 708.47
    tetrahydropyran 2314.43
    tert-amyl methyl ether 573.94
    2,5,8-trioxanonane 726.98
    1-hexene 394.93
    2-isopropoxyethanol 422.77
    2,2,2-trifluoroethanol 189.22
    methyl butyrate 693.91

    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