(3aS,7R,10R,11S,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-7-hydroperoxy-11-hydroxy-10-methyl-3-methylene-6,10-methanocyclodeca[b]furan-2(3H)-one

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  • Identifiers

    CAS number
    83217-86-1

    Molecular formula
    C15H20O5

    SMILES
    CC12CCC(/C(=C/CC3C(C1O)OC(=O)C3=C)/C2)OO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 41.97%
    Sweet 36.04%
    Caramellic 31.82%
    Spicy 27.5%
    Burnt 26.65%
    Woody 25.81%
    Mint 21.31%
    Nutty 21.09%
    Roasted 19.32%
    Vanilla 16.99%

     

    Flavor
    Bitter 87.82%
    Sweet-like 21.14%
    Cedarleaf 20.47%
    Lovage 19.51%
    Leaves 19.35%
    Fenugreek 19.34%
    Seedy 19.09%
    Alkaline 19.01%
    Ripe apricot 19.01%
    Shrimp 18.91%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.45 (weak base)

    Molecular weight
    280.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    735°C

    Flash point

    • 205.24 ˚C est.

  • Synonyms

    • (3aS,7R,10R,11S,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-7-hydroperoxy-11-hydroxy-10-methyl-3-methylene-6,10-methanocyclodeca[b]furan-2(3H)-one
    • 83217-86-1
    • DTXSID701101286
    • 83217-86-1

  • Applications

    CAS 83217-86-1 is a highly functionalized bicyclic lactone possessing a hydroperoxy group, primarily encountered as an advanced intermediate and a chiral building block in chemical synthesis. In practice, it is often evaluated as an intermediate in pharmaceutical and agrochemical research, as a scaffold for stereoselective transformations, and as a precursor in the preparation of more complex, natural product-like compounds. It may also serve as a reference material in asymmetric synthesis studies and, where permitted, as a specialty reagent in both academic and industrial laboratories. Due to its sensitive peroxide functionality, handling and use are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 47.96
    methanol 152.98
    isopropanol 41.05
    water 0.83
    ethyl acetate 56.81
    n-propanol 32.92
    acetone 106.6
    n-butanol 37.33
    acetonitrile 24.5
    DMF 179.55
    toluene 24.36
    isobutanol 21.19
    1,4-dioxane 146.8
    methyl acetate 39.5
    THF 230.18
    2-butanone 52.11
    n-pentanol 19.06
    sec-butanol 13.29
    n-hexane 0.18
    ethylene glycol 29.74
    NMP 75.9
    cyclohexane 0.73
    DMSO 217.18
    n-butyl acetate 29.34
    n-octanol 15.51
    chloroform 65.83
    n-propyl acetate 30.34
    acetic acid 90.91
    dichloromethane 60.88
    cyclohexanone 93.47
    propylene glycol 17.68
    isopropyl acetate 45.47
    DMAc 127.55
    2-ethoxyethanol 110.94
    isopentanol 39.35
    n-heptane 0.39
    ethyl formate 39.29
    1,2-dichloroethane 36.64
    n-hexanol 23.8
    2-methoxyethanol 255.91
    isobutyl acetate 21.47
    tetrachloromethane 5.58
    n-pentyl acetate 27.88
    transcutol 300.33
    n-heptanol 19.92
    ethylbenzene 9.9
    MIBK 51.58
    2-propoxyethanol 119.77
    tert-butanol 45.86
    MTBE 12.16
    2-butoxyethanol 67.08
    propionic acid 30.95
    o-xylene 16.04
    formic acid 106.58
    diethyl ether 16.42
    m-xylene 22.34
    p-xylene 14.28
    chlorobenzene 22.98
    dimethyl carbonate 45.93
    n-octane 0.44
    formamide 159.96
    cyclopentanone 127.11
    2-pentanone 61.19
    anisole 32.58
    cyclopentyl methyl ether 41.86
    gamma-butyrolactone 132.14
    1-methoxy-2-propanol 159.55
    pyridine 73.44
    3-pentanone 30.83
    furfural 129.96
    n-dodecane 0.57
    diethylene glycol 146.96
    diisopropyl ether 6.32
    tert-amyl alcohol 18.28
    acetylacetone 117.61
    n-hexadecane 0.68
    acetophenone 47.28
    methyl propionate 45.75
    isopentyl acetate 32.62
    trichloroethylene 98.56
    n-nonanol 16.67
    cyclohexanol 25.43
    benzyl alcohol 49.87
    2-ethylhexanol 12.59
    isooctanol 18.39
    dipropyl ether 8.6
    1,2-dichlorobenzene 23.51
    ethyl lactate 31.83
    propylene carbonate 60.92
    n-methylformamide 97.18
    2-pentanol 16.91
    n-pentane 0.26
    1-propoxy-2-propanol 61.73
    1-methoxy-2-propyl acetate 63.13
    2-(2-methoxypropoxy) propanol 62.2
    mesitylene 12.41
    ε-caprolactone 71.83
    p-cymene 8.57
    epichlorohydrin 149.19
    1,1,1-trichloroethane 20.88
    2-aminoethanol 41.87
    morpholine-4-carbaldehyde 163.48
    sulfolane 136.8
    2,2,4-trimethylpentane 0.36
    2-methyltetrahydrofuran 46.63
    n-hexyl acetate 32.72
    isooctane 0.51
    2-(2-butoxyethoxy)ethanol 96.04
    sec-butyl acetate 22.67
    tert-butyl acetate 49.38
    decalin 0.83
    glycerin 64.66
    diglyme 167.07
    acrylic acid 39.55
    isopropyl myristate 14.83
    n-butyric acid 61.87
    acetyl acetate 49.69
    di(2-ethylhexyl) phthalate 23.93
    ethyl propionate 26.91
    nitromethane 147.34
    1,2-diethoxyethane 51.49
    benzonitrile 42.51
    trioctyl phosphate 17.14
    1-bromopropane 8.35
    gamma-valerolactone 194.95
    n-decanol 12.12
    triethyl phosphate 16.64
    4-methyl-2-pentanol 19.01
    propionitrile 20.29
    vinylene carbonate 67.43
    1,1,2-trichlorotrifluoroethane 110.35
    DMS 41.52
    cumene 7.52
    2-octanol 11.76
    2-hexanone 28.26
    octyl acetate 19.21
    limonene 8.75
    1,2-dimethoxyethane 132.64
    ethyl orthosilicate 15.18
    tributyl phosphate 17.18
    diacetone alcohol 84.97
    N,N-dimethylaniline 23.09
    acrylonitrile 39.51
    aniline 41.4
    1,3-propanediol 102.65
    bromobenzene 19.65
    dibromomethane 25.77
    1,1,2,2-tetrachloroethane 62.3
    2-methyl-cyclohexyl acetate 26.02
    tetrabutyl urea 27.0
    diisobutyl methanol 11.11
    2-phenylethanol 45.74
    styrene 10.46
    dioctyl adipate 24.86
    dimethyl sulfate 72.89
    ethyl butyrate 22.66
    methyl lactate 50.94
    butyl lactate 34.25
    diethyl carbonate 17.66
    propanediol butyl ether 57.89
    triethyl orthoformate 19.36
    p-tert-butyltoluene 8.41
    methyl 4-tert-butylbenzoate 47.97
    morpholine 124.12
    tert-butylamine 11.33
    n-dodecanol 8.74
    dimethoxymethane 174.4
    ethylene carbonate 55.95
    cyrene 75.22
    2-ethoxyethyl acetate 55.97
    2-ethylhexyl acetate 21.05
    1,2,4-trichlorobenzene 29.99
    4-methylpyridine 62.27
    dibutyl ether 10.52
    2,6-dimethyl-4-heptanol 11.11
    DEF 55.8
    dimethyl isosorbide 102.62
    tetrachloroethylene 43.45
    eugenol 54.34
    triacetin 50.43
    span 80 45.35
    1,4-butanediol 31.03
    1,1-dichloroethane 22.97
    2-methyl-1-pentanol 20.45
    methyl formate 92.05
    2-methyl-1-butanol 20.12
    n-decane 0.9
    butyronitrile 23.17
    3,7-dimethyl-1-octanol 17.24
    1-chlorooctane 5.14
    1-chlorotetradecane 2.4
    n-nonane 0.66
    undecane 0.7
    tert-butylcyclohexane 0.64
    cyclooctane 0.48
    cyclopentanol 27.0
    tetrahydropyran 45.92
    tert-amyl methyl ether 10.49
    2,5,8-trioxanonane 115.97
    1-hexene 1.32
    2-isopropoxyethanol 67.25
    2,2,2-trifluoroethanol 46.68
    methyl butyrate 34.98

    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