1,2,3,4,5,6,7,8,9,10-Decahydro-5,9-methanobenzocycloocten-11-one

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  • Identifiers

    CAS number
    22690-27-3

    Molecular formula
    C14H20O

    SMILES
    CC1C2CCCC(C2=O)C3=C1CCCC3

    Safety labels

  • Odor profile

    Fragrance
    Woody 74.98%
    Fruity 55.92%
    Fresh 43.36%
    Herbal 39.6%
    Spicy 39.44%
    Cedar 37.49%
    Amber 29.43%
    Balsamic 29.28%
    Earthy 29.1%
    Dry 28.84%

     

    Flavor
    Bitter 42.62%
    Animal 27.66%
    Herbal 22.71%
    Alkaline 22.0%
    Shrimp 21.46%
    Cedarleaf 21.39%
    Lovage 21.33%
    Soil 20.77%
    Basil 20.69%
    Beet 20.54%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.7 (weak base)

    Molecular weight
    204.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    333°C

    Flash point

    • 130.23 ˚C est.

  • Synonyms

    • 5,9-Methanobenzocycloocten-11-one, 1,2,3,4,5,6,7,8,9,10-decahydro-10-methyl-
    • 22690-27-3
    • EINECS 245-158-3
    • 1,2,3,4,5,6,7,8,9,10-Decahydro-5,9-methanobenzocycloocten-11-one
    • DTXSID4051877
    • RefChem:410440
    • DTXCID2030437
    • 245-158-3
    • 8-methyltricyclo[7.3.1.02,7]tridec-2(7)-en-13-one
    • 10-methyl-1,2,3,4,5,6,7,8,9,10-decahydro-5,9-methanobenzo[8]annulen-11-one
    • SCHEMBL20608631
    • WJPULIHSNITDMU-UHFFFAOYSA-N
    • NS00012182
    • 22690-27-3

  • Applications

    1,2,3,4,5,6,7,8,9,10-Decahydro-5,9-methanobenzocycloocten-11-one (CAS 22690-27-3) is primarily used as a synthetic building block and intermediate in fragrance chemistry, enabling the synthesis of aroma compound derivatives and serving in cosmetics/personal care formulations; it is also explored as a rigid bicyclic scaffold in polymer and materials research for specialty monomer design or crosslinking applications; in pharmaceutical and agrochemical R&D it functions as a chiral or stereochemically defined intermediate to support further functionalization; in coatings and inks it acts as a specialty reagent for the preparation of advanced additives and performance modifiers; and in general process development it is considered a versatile starting material, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 64.05
    methanol 69.32
    isopropanol 57.07
    water 0.51
    ethyl acetate 153.5
    n-propanol 68.21
    acetone 186.14
    n-butanol 68.87
    acetonitrile 134.21
    DMF 267.37
    toluene 306.59
    isobutanol 54.19
    1,4-dioxane 338.63
    methyl acetate 163.56
    THF 373.48
    2-butanone 173.08
    n-pentanol 40.44
    sec-butanol 40.35
    n-hexane 6.95
    ethylene glycol 18.84
    NMP 282.06
    cyclohexane 32.21
    DMSO 142.62
    n-butyl acetate 172.44
    n-octanol 58.0
    chloroform 1023.74
    n-propyl acetate 112.72
    acetic acid 102.1
    dichloromethane 875.38
    cyclohexanone 418.14
    propylene glycol 17.56
    isopropyl acetate 119.02
    DMAc 169.49
    2-ethoxyethanol 70.11
    isopentanol 65.15
    n-heptane 11.71
    ethyl formate 162.16
    1,2-dichloroethane 460.25
    n-hexanol 78.11
    2-methoxyethanol 129.45
    isobutyl acetate 89.57
    tetrachloromethane 156.43
    n-pentyl acetate 144.47
    transcutol 302.83
    n-heptanol 62.03
    ethylbenzene 106.33
    MIBK 113.33
    2-propoxyethanol 150.86
    tert-butanol 60.13
    MTBE 53.67
    2-butoxyethanol 112.25
    propionic acid 100.51
    o-xylene 162.75
    formic acid 26.97
    diethyl ether 84.65
    m-xylene 183.57
    p-xylene 136.74
    chlorobenzene 426.98
    dimethyl carbonate 90.5
    n-octane 8.51
    formamide 52.67
    cyclopentanone 444.88
    2-pentanone 141.03
    anisole 159.01
    cyclopentyl methyl ether 150.95
    gamma-butyrolactone 499.22
    1-methoxy-2-propanol 99.5
    pyridine 550.83
    3-pentanone 123.54
    furfural 487.33
    n-dodecane 8.46
    diethylene glycol 111.26
    diisopropyl ether 36.19
    tert-amyl alcohol 38.15
    acetylacetone 222.66
    n-hexadecane 10.26
    acetophenone 188.18
    methyl propionate 130.75
    isopentyl acetate 162.56
    trichloroethylene 1035.27
    n-nonanol 54.62
    cyclohexanol 96.48
    benzyl alcohol 138.66
    2-ethylhexanol 61.76
    isooctanol 56.72
    dipropyl ether 65.19
    1,2-dichlorobenzene 384.27
    ethyl lactate 62.09
    propylene carbonate 307.08
    n-methylformamide 146.75
    2-pentanol 37.88
    n-pentane 9.29
    1-propoxy-2-propanol 102.64
    1-methoxy-2-propyl acetate 169.26
    2-(2-methoxypropoxy) propanol 109.97
    mesitylene 124.11
    ε-caprolactone 340.66
    p-cymene 86.49
    epichlorohydrin 473.42
    1,1,1-trichloroethane 419.78
    2-aminoethanol 34.05
    morpholine-4-carbaldehyde 326.26
    sulfolane 393.64
    2,2,4-trimethylpentane 6.64
    2-methyltetrahydrofuran 198.91
    n-hexyl acetate 172.24
    isooctane 7.82
    2-(2-butoxyethoxy)ethanol 135.49
    sec-butyl acetate 81.58
    tert-butyl acetate 118.91
    decalin 18.7
    glycerin 36.29
    diglyme 291.55
    acrylic acid 110.62
    isopropyl myristate 73.86
    n-butyric acid 158.13
    acetyl acetate 149.97
    di(2-ethylhexyl) phthalate 85.28
    ethyl propionate 99.37
    nitromethane 236.54
    1,2-diethoxyethane 135.08
    benzonitrile 329.53
    trioctyl phosphate 58.23
    1-bromopropane 165.17
    gamma-valerolactone 525.38
    n-decanol 40.73
    triethyl phosphate 75.44
    4-methyl-2-pentanol 36.05
    propionitrile 154.98
    vinylene carbonate 345.81
    1,1,2-trichlorotrifluoroethane 234.75
    DMS 179.55
    cumene 77.31
    2-octanol 44.94
    2-hexanone 96.37
    octyl acetate 87.57
    limonene 93.04
    1,2-dimethoxyethane 161.43
    ethyl orthosilicate 67.54
    tributyl phosphate 66.69
    diacetone alcohol 109.42
    N,N-dimethylaniline 106.13
    acrylonitrile 243.89
    aniline 223.76
    1,3-propanediol 65.47
    bromobenzene 477.49
    dibromomethane 516.5
    1,1,2,2-tetrachloroethane 570.94
    2-methyl-cyclohexyl acetate 117.96
    tetrabutyl urea 88.94
    diisobutyl methanol 46.78
    2-phenylethanol 164.81
    styrene 134.12
    dioctyl adipate 103.62
    dimethyl sulfate 122.02
    ethyl butyrate 121.46
    methyl lactate 69.02
    butyl lactate 98.75
    diethyl carbonate 98.04
    propanediol butyl ether 80.03
    triethyl orthoformate 87.62
    p-tert-butyltoluene 76.04
    methyl 4-tert-butylbenzoate 166.6
    morpholine 258.18
    tert-butylamine 40.98
    n-dodecanol 32.98
    dimethoxymethane 181.17
    ethylene carbonate 282.42
    cyrene 115.83
    2-ethoxyethyl acetate 183.53
    2-ethylhexyl acetate 134.23
    1,2,4-trichlorobenzene 410.61
    4-methylpyridine 453.2
    dibutyl ether 72.36
    2,6-dimethyl-4-heptanol 46.78
    DEF 156.04
    dimethyl isosorbide 214.35
    tetrachloroethylene 466.84
    eugenol 153.61
    triacetin 169.36
    span 80 99.52
    1,4-butanediol 26.88
    1,1-dichloroethane 357.55
    2-methyl-1-pentanol 45.12
    methyl formate 152.2
    2-methyl-1-butanol 54.01
    n-decane 13.08
    butyronitrile 150.77
    3,7-dimethyl-1-octanol 61.01
    1-chlorooctane 58.94
    1-chlorotetradecane 26.86
    n-nonane 11.89
    undecane 10.08
    tert-butylcyclohexane 15.14
    cyclooctane 12.93
    cyclopentanol 100.34
    tetrahydropyran 232.93
    tert-amyl methyl ether 40.79
    2,5,8-trioxanonane 183.15
    1-hexene 28.27
    2-isopropoxyethanol 59.07
    2,2,2-trifluoroethanol 60.49
    methyl butyrate 128.99

    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