Spiro[6H-3a,7-methanoazulene-6,2'-oxirane], octahydro-3,8,8-trimethyl-, (2'R,3R,3aS,7R,8aS)-

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  • Identifiers

    CAS number
    22037-88-3

    Molecular formula
    C15H24O

    SMILES
    C[C@@H]1CC[C@@H]2[C@]13CC[C@]4(CO4)[C@H](C3)C2(C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 86.1%
    Amber 62.73%
    Dry 56.78%
    Musk 49.27%
    Cedar 48.85%
    Sandalwood 44.69%
    Vetiver 39.33%
    Spicy 37.44%
    Sweet 36.38%
    Animal 35.11%

     

    Flavor
    Sweet 50.3%
    Earthy 44.38%
    Woody 43.91%
    Dry 35.55%
    Camphor 35.2%
    Spicy 32.89%
    Pine 32.6%
    Earth 32.32%
    Fresh 30.99%
    Fir needle 27.89%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    7.46 (neutral)

    Molecular weight
    220.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    295°C

    Flash point

    • 110.9 ˚C est.

  • Synonyms

    • Spiro[6H-3a,7-methanoazulene-6,2'-oxirane], octahydro-3,8,8-trimethyl-, (2'R,3R,3aS,7R,8aS)-
    • DTXSID80885190
    • Spiro(6H-3a,7-methanoazulene-6,2'-oxirane), octahydro-3,8,8-trimethyl-, (2'R,3R,3aS,7R,8aS)-
    • RefChem:888816
    • DTXCID401024584
    • 8,15-Epoxycedrane
    • Cedrane, 8,15-epoxy-
    • 22037-88-3
    • EINECS 244-745-1
    • G4HFM2Q6LL
    • 8alpha-8,15-Epoxycedrane
    • BWDPPCMUUFETAC-MIBAYGRRSA-N
    • (2'R,3R,3aS,7R,8aS)-Octahydro-3,8,8-trimethylspiro[6H-3a,7-methanoazulene-6,2'-oxirane]
    • (3R-(3alpha,3Abeta,6beta,7beta,8aalpha))-octahydro-3,8,8-trimethylspiro(6H-3a,7-methanoazulene-6,2'-oxirane)
    • Spiro[6H-3a,7-methanoazulene-6,2'-oxirane], octahydro-3,8,8-trimethyl-, [3R-(3alpha,3abeta,6beta,7beta,8aalpha)]-
    • 22037-88-3

  • Applications

    Applications of Spiro[6H-3a,7-methanoazulene-6,2'-oxirane], octahydro-3,8,8-trimethyl-, (2'R,3R,3aS,7R,8aS)- (CAS 22037-88-3) include serving as a synthesis intermediate and a chiral building block in organic synthesis; may be used as a fragrance ingredient or odorant in perfumery and cosmetics; could function as a reactive precursor for specialty polymers and coatings via its epoxide functionality; and are of interest as a scaffold for medicinal chemistry and agrochemical research, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 125.43
    methanol 120.64
    isopropanol 111.22
    water 2.05
    ethyl acetate 209.71
    n-propanol 121.44
    acetone 251.51
    n-butanol 120.11
    acetonitrile 268.61
    DMF 217.0
    toluene 294.06
    isobutanol 86.02
    1,4-dioxane 412.14
    methyl acetate 184.6
    THF 775.61
    2-butanone 178.64
    n-pentanol 54.01
    sec-butanol 61.72
    n-hexane 10.04
    ethylene glycol 32.93
    NMP 181.1
    cyclohexane 45.75
    DMSO 115.24
    n-butyl acetate 140.63
    n-octanol 43.8
    chloroform 649.04
    n-propyl acetate 99.07
    acetic acid 107.19
    dichloromethane 558.88
    cyclohexanone 320.47
    propylene glycol 35.17
    isopropyl acetate 170.97
    DMAc 135.41
    2-ethoxyethanol 94.72
    isopentanol 92.57
    n-heptane 18.07
    ethyl formate 130.9
    1,2-dichloroethane 284.56
    n-hexanol 100.55
    2-methoxyethanol 193.77
    isobutyl acetate 87.91
    tetrachloromethane 125.45
    n-pentyl acetate 91.51
    transcutol 252.87
    n-heptanol 57.06
    ethylbenzene 86.88
    MIBK 145.52
    2-propoxyethanol 200.11
    tert-butanol 98.17
    MTBE 118.07
    2-butoxyethanol 111.39
    propionic acid 96.23
    o-xylene 134.37
    formic acid 47.57
    diethyl ether 172.46
    m-xylene 179.82
    p-xylene 112.87
    chlorobenzene 271.94
    dimethyl carbonate 111.86
    n-octane 7.22
    formamide 85.45
    cyclopentanone 426.86
    2-pentanone 188.05
    anisole 153.17
    cyclopentyl methyl ether 255.44
    gamma-butyrolactone 406.87
    1-methoxy-2-propanol 159.0
    pyridine 412.38
    3-pentanone 140.8
    furfural 323.59
    n-dodecane 6.69
    diethylene glycol 138.15
    diisopropyl ether 68.62
    tert-amyl alcohol 57.23
    acetylacetone 252.99
    n-hexadecane 8.04
    acetophenone 133.49
    methyl propionate 160.79
    isopentyl acetate 146.16
    trichloroethylene 490.85
    n-nonanol 45.62
    cyclohexanol 113.37
    benzyl alcohol 104.55
    2-ethylhexanol 64.38
    isooctanol 49.27
    dipropyl ether 98.7
    1,2-dichlorobenzene 227.58
    ethyl lactate 58.07
    propylene carbonate 211.96
    n-methylformamide 146.08
    2-pentanol 68.86
    n-pentane 18.63
    1-propoxy-2-propanol 131.83
    1-methoxy-2-propyl acetate 195.06
    2-(2-methoxypropoxy) propanol 93.3
    mesitylene 112.65
    ε-caprolactone 248.17
    p-cymene 73.54
    epichlorohydrin 444.07
    1,1,1-trichloroethane 293.88
    2-aminoethanol 64.19
    morpholine-4-carbaldehyde 246.17
    sulfolane 250.89
    2,2,4-trimethylpentane 11.27
    2-methyltetrahydrofuran 316.15
    n-hexyl acetate 108.46
    isooctane 13.62
    2-(2-butoxyethoxy)ethanol 119.11
    sec-butyl acetate 85.67
    tert-butyl acetate 166.39
    decalin 20.76
    glycerin 55.34
    diglyme 237.89
    acrylic acid 93.47
    isopropyl myristate 56.79
    n-butyric acid 155.41
    acetyl acetate 183.33
    di(2-ethylhexyl) phthalate 56.84
    ethyl propionate 106.43
    nitromethane 239.13
    1,2-diethoxyethane 125.72
    benzonitrile 202.06
    trioctyl phosphate 43.21
    1-bromopropane 173.53
    gamma-valerolactone 447.2
    n-decanol 34.99
    triethyl phosphate 63.61
    4-methyl-2-pentanol 58.66
    propionitrile 218.33
    vinylene carbonate 236.34
    1,1,2-trichlorotrifluoroethane 176.41
    DMS 126.02
    cumene 59.87
    2-octanol 34.83
    2-hexanone 90.2
    octyl acetate 61.8
    limonene 82.1
    1,2-dimethoxyethane 189.67
    ethyl orthosilicate 62.29
    tributyl phosphate 48.65
    diacetone alcohol 132.79
    N,N-dimethylaniline 88.28
    acrylonitrile 243.74
    aniline 192.66
    1,3-propanediol 114.73
    bromobenzene 320.96
    dibromomethane 347.24
    1,1,2,2-tetrachloroethane 321.93
    2-methyl-cyclohexyl acetate 104.14
    tetrabutyl urea 55.02
    diisobutyl methanol 55.31
    2-phenylethanol 145.87
    styrene 103.77
    dioctyl adipate 69.35
    dimethyl sulfate 113.95
    ethyl butyrate 117.99
    methyl lactate 79.65
    butyl lactate 74.29
    diethyl carbonate 87.41
    propanediol butyl ether 70.36
    triethyl orthoformate 92.08
    p-tert-butyltoluene 73.77
    methyl 4-tert-butylbenzoate 120.09
    morpholine 362.68
    tert-butylamine 72.05
    n-dodecanol 28.02
    dimethoxymethane 255.68
    ethylene carbonate 207.9
    cyrene 97.74
    2-ethoxyethyl acetate 144.22
    2-ethylhexyl acetate 117.03
    1,2,4-trichlorobenzene 232.07
    4-methylpyridine 335.73
    dibutyl ether 57.36
    2,6-dimethyl-4-heptanol 55.31
    DEF 138.42
    dimethyl isosorbide 187.4
    tetrachloroethylene 234.61
    eugenol 103.14
    triacetin 120.49
    span 80 84.52
    1,4-butanediol 36.41
    1,1-dichloroethane 283.83
    2-methyl-1-pentanol 46.75
    methyl formate 124.76
    2-methyl-1-butanol 71.72
    n-decane 11.0
    butyronitrile 196.86
    3,7-dimethyl-1-octanol 53.45
    1-chlorooctane 41.4
    1-chlorotetradecane 19.95
    n-nonane 9.37
    undecane 8.31
    tert-butylcyclohexane 17.13
    cyclooctane 19.57
    cyclopentanol 132.69
    tetrahydropyran 373.54
    tert-amyl methyl ether 74.33
    2,5,8-trioxanonane 148.92
    1-hexene 33.94
    2-isopropoxyethanol 71.84
    2,2,2-trifluoroethanol 75.3
    methyl butyrate 113.88

    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