5,8-Methano-1,7-dioxacyclopent[cd]azulen-6(2H)-one, 9-ethenyloctahydro-4a,8a-dihydroxy-8b-methyl-, (2aS,4aR,5S,8R,8aS,8bS,9S)-

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  • Identifiers

    CAS number
    182191-87-3

    Molecular formula
    C14H18O5

    SMILES
    C[C@]12[C@@H]3CC[C@]1([C@@H]4[C@@H]([C@H]([C@]2(OC3)O)OC4=O)C=C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 53.44%
    Spicy 34.93%
    Woody 27.37%
    Sweet 23.94%
    Cooling 18.77%
    Mint 17.86%
    Nutty 17.78%
    Burnt 15.54%
    Herbal 15.01%
    Bitter 14.54%

     

    Flavor
    Bitter 87.59%
    Fatty 25.02%
    Cedarleaf 22.09%
    Sweet-like 21.58%
    Ripe apricot 19.54%
    Lovage 19.47%
    Alkaline 19.19%
    Red fruit 19.02%
    Fenugreek 18.97%
    Shrimp 18.95%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    6.34 (neutral)

    Molecular weight
    266.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    556°C

    Flash point

    • 179.08 ˚C est.

  • Synonyms

    • DTXSID601103360
    • 182191-87-3
    • 5,8-Methano-1,7-dioxacyclopent[cd]azulen-6(2H)-one, 9-ethenyloctahydro-4a,8a-dihydroxy-8b-methyl-, (2aS,4aR,5S,8R,8aS,8bS,9S)-
    • 182191-87-3

  • Applications

    For the compound 5,8-Methano-1,7-dioxacyclopent[cd]azulen-6(2H)-one, 9-ethenyloctahydro-4a,8a-dihydroxy-8b-methyl-, (2aS,4aR,5S,8R,8aS,8bS,9S)- (CAS 182191-87-3), the bridged polycyclic lactone framework with multiple hydroxyl groups makes it a candidate intermediate in organic synthesis, commonly evaluated as a chiral building block for pharmaceutical and agrochemical development; it can also serve as a specialty precursor or scaffold for functional monomers in polymers and coatings, may be explored as an intermediate in cosmetics/personal care formulations subject to regulatory limits, and may appear in research contexts as a starting point for advanced materials or fragrance-related chemistries depending on formulation requirements and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.16
    methanol 49.11
    isopropanol 17.51
    water 2.46
    ethyl acetate 17.47
    n-propanol 13.24
    acetone 51.67
    n-butanol 16.9
    acetonitrile 16.88
    DMF 190.24
    toluene 9.77
    isobutanol 9.85
    1,4-dioxane 50.17
    methyl acetate 17.98
    THF 79.7
    2-butanone 27.42
    n-pentanol 10.23
    sec-butanol 7.12
    n-hexane 0.22
    ethylene glycol 19.76
    NMP 72.47
    cyclohexane 0.8
    DMSO 173.14
    n-butyl acetate 13.74
    n-octanol 8.78
    chloroform 41.31
    n-propyl acetate 12.5
    acetic acid 18.45
    dichloromethane 32.47
    cyclohexanone 64.64
    propylene glycol 9.76
    isopropyl acetate 15.96
    DMAc 85.69
    2-ethoxyethanol 36.72
    isopentanol 15.66
    n-heptane 0.34
    ethyl formate 24.37
    1,2-dichloroethane 23.47
    n-hexanol 13.53
    2-methoxyethanol 91.07
    isobutyl acetate 10.41
    tetrachloromethane 7.31
    n-pentyl acetate 14.23
    transcutol 31.35
    n-heptanol 10.46
    ethylbenzene 4.98
    MIBK 22.53
    2-propoxyethanol 56.78
    tert-butanol 16.89
    MTBE 3.98
    2-butoxyethanol 30.11
    propionic acid 11.94
    o-xylene 7.48
    formic acid 35.89
    diethyl ether 6.67
    m-xylene 9.73
    p-xylene 8.91
    chlorobenzene 14.46
    dimethyl carbonate 25.17
    n-octane 0.32
    formamide 63.0
    cyclopentanone 83.09
    2-pentanone 29.32
    anisole 12.42
    cyclopentyl methyl ether 16.83
    gamma-butyrolactone 67.29
    1-methoxy-2-propanol 64.01
    pyridine 31.16
    3-pentanone 18.13
    furfural 68.83
    n-dodecane 0.48
    diethylene glycol 75.83
    diisopropyl ether 2.76
    tert-amyl alcohol 6.37
    acetylacetone 51.91
    n-hexadecane 0.59
    acetophenone 21.54
    methyl propionate 20.45
    isopentyl acetate 13.56
    trichloroethylene 48.22
    n-nonanol 9.32
    cyclohexanol 14.45
    benzyl alcohol 20.24
    2-ethylhexanol 7.18
    isooctanol 8.91
    dipropyl ether 4.53
    1,2-dichlorobenzene 16.86
    ethyl lactate 16.72
    propylene carbonate 31.58
    n-methylformamide 71.56
    2-pentanol 7.6
    n-pentane 0.29
    1-propoxy-2-propanol 27.83
    1-methoxy-2-propyl acetate 27.2
    2-(2-methoxypropoxy) propanol 22.12
    mesitylene 6.73
    ε-caprolactone 36.98
    p-cymene 5.46
    epichlorohydrin 63.92
    1,1,1-trichloroethane 17.75
    2-aminoethanol 20.5
    morpholine-4-carbaldehyde 96.37
    sulfolane 100.52
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 19.39
    n-hexyl acetate 16.15
    isooctane 0.32
    2-(2-butoxyethoxy)ethanol 26.99
    sec-butyl acetate 8.84
    tert-butyl acetate 16.08
    decalin 0.63
    glycerin 36.15
    diglyme 52.7
    acrylic acid 15.95
    isopropyl myristate 8.36
    n-butyric acid 22.8
    acetyl acetate 19.25
    di(2-ethylhexyl) phthalate 12.42
    ethyl propionate 12.82
    nitromethane 65.56
    1,2-diethoxyethane 11.75
    benzonitrile 26.11
    trioctyl phosphate 10.41
    1-bromopropane 6.48
    gamma-valerolactone 107.61
    n-decanol 6.8
    triethyl phosphate 9.2
    4-methyl-2-pentanol 7.55
    propionitrile 14.41
    vinylene carbonate 38.61
    1,1,2-trichlorotrifluoroethane 55.66
    DMS 17.9
    cumene 4.5
    2-octanol 6.73
    2-hexanone 18.9
    octyl acetate 10.39
    limonene 5.89
    1,2-dimethoxyethane 61.73
    ethyl orthosilicate 8.0
    tributyl phosphate 9.97
    diacetone alcohol 32.48
    N,N-dimethylaniline 11.34
    acrylonitrile 28.3
    aniline 15.49
    1,3-propanediol 41.5
    bromobenzene 13.03
    dibromomethane 15.78
    1,1,2,2-tetrachloroethane 39.02
    2-methyl-cyclohexyl acetate 13.05
    tetrabutyl urea 18.07
    diisobutyl methanol 5.88
    2-phenylethanol 23.41
    styrene 5.02
    dioctyl adipate 12.36
    dimethyl sulfate 48.94
    ethyl butyrate 11.16
    methyl lactate 31.19
    butyl lactate 15.85
    diethyl carbonate 8.67
    propanediol butyl ether 20.87
    triethyl orthoformate 9.72
    p-tert-butyltoluene 4.89
    methyl 4-tert-butylbenzoate 22.79
    morpholine 42.04
    tert-butylamine 5.36
    n-dodecanol 5.05
    dimethoxymethane 98.55
    ethylene carbonate 32.79
    cyrene 37.54
    2-ethoxyethyl acetate 18.85
    2-ethylhexyl acetate 10.6
    1,2,4-trichlorobenzene 17.97
    4-methylpyridine 32.32
    dibutyl ether 4.74
    2,6-dimethyl-4-heptanol 5.88
    DEF 32.35
    dimethyl isosorbide 37.49
    tetrachloroethylene 29.3
    eugenol 27.63
    triacetin 17.5
    span 80 17.38
    1,4-butanediol 17.17
    1,1-dichloroethane 17.15
    2-methyl-1-pentanol 9.03
    methyl formate 62.39
    2-methyl-1-butanol 9.66
    n-decane 0.7
    butyronitrile 15.62
    3,7-dimethyl-1-octanol 8.26
    1-chlorooctane 3.58
    1-chlorotetradecane 1.86
    n-nonane 0.5
    undecane 0.57
    tert-butylcyclohexane 0.48
    cyclooctane 0.38
    cyclopentanol 18.4
    tetrahydropyran 18.43
    tert-amyl methyl ether 3.64
    2,5,8-trioxanonane 40.3
    1-hexene 1.14
    2-isopropoxyethanol 22.51
    2,2,2-trifluoroethanol 22.08
    methyl butyrate 19.16

    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