(1S-(1alpha,2alpha,3Abeta,4alpha,8abeta,9R*))-decahydro-1,5,5,8a-tetramethyl-1,2,4-methenoazulene

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  • Identifiers

    CAS number
    1137-12-8

    Molecular formula
    C15H24

    SMILES
    C[C@]12CCCC(C3C1CC4C3[C@@]24C)(C)C

    Safety labels

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1373.0

  • Odor profile

    Woody 89.5%
    Amber 53.55%
    Dry 50.33%
    Cedar 43.87%
    Sandalwood 41.74%
    Vetiver 40.37%
    Spicy 36.1%
    Balsamic 33.8%
    Musk 32.44%
    Sweet 30.75%

    Scent© AI

  • Properties

    XLogP3-AA
    5.0

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    262°C

    Flash point est.
    31.73 ˚C

  • Synonyms

    • (+)-Longicyclene
    • 1137-12-8
    • (2S,9S)-2,6,6,9-tetramethyltetracyclo[5.4.0.02,9.08,10]undecane
    • (1S-(1alpha,2alpha,3Abeta,4alpha,8abeta,9R*))-decahydro-1,5,5,8a-tetramethyl-1,2,4-methenoazulene

  • Applications

    A methenoazulene-framework sesquiterpene hydrocarbon, (1S-(1alpha,2alpha,3Abeta,4alpha,8abeta,9R*))-decahydro-1,5,5,8a-tetramethyl-1,2,4-methenoazulene (CAS 1137-12-8) is used primarily in perfumery to deliver a dry warm woody character and improve tenacity in fine fragrances, soaps, and alkaline detergents, and as an odor modifier in woody/amber/chypre accords; in research and manufacturing it serves as a convenient intermediate that can be oxidized/epoxidized–functionalized into high-value odorant alcohols and ketones and into bio-based epoxy/acrylate precursors for coatings, adhesives, and performance resins; in analytics it is employed as a GC–MS retention-index marker and as a fingerprint compound for wood-derived essential oils (e.g., cedarwood); in flavor, it is occasionally evaluated at trace levels to add woody nuances, always in compliance with applicable safety regulations; additionally, owing to its hydrophobicity and oxidative robustness, this scaffold is useful in phase-partition studies and as a starting point for screening bioactive derivatives (such as experimental insect-repellent or antimicrobial leads), with any concrete biological use contingent on toxicity and regulatory assessment.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 182.46
    methanol 185.64
    isopropanol 191.1
    water 2.43
    ethyl acetate 347.18
    n-propanol 194.34
    acetone 433.06
    n-butanol 188.32
    acetonitrile 290.84
    DMF 483.49
    toluene 374.01
    isobutanol 154.13
    1,4-dioxane 694.97
    methyl acetate 328.19
    THF 1229.88
    2-butanone 345.07
    n-pentanol 108.76
    sec-butanol 134.98
    n-hexane 58.77
    ethylene glycol 60.45
    NMP 315.37
    cyclohexane 116.46
    DMSO 236.58
    n-butyl acetate 294.74
    n-octanol 114.96
    chloroform 661.12
    n-propyl acetate 203.59
    acetic acid 117.41
    dichloromethane 517.48
    cyclohexanone 477.59
    propylene glycol 69.41
    isopropyl acetate 322.3
    DMAc 318.4
    2-ethoxyethanol 184.41
    isopentanol 167.25
    n-heptane 71.12
    ethyl formate 191.98
    1,2-dichloroethane 381.09
    n-hexanol 226.98
    2-methoxyethanol 332.65
    isobutyl acetate 194.28
    tetrachloromethane 190.93
    n-pentyl acetate 200.47
    transcutol 388.48
    n-heptanol 138.96
    ethylbenzene 177.15
    MIBK 283.86
    2-propoxyethanol 404.54
    tert-butanol 210.02
    MTBE 329.06
    2-butoxyethanol 248.55
    propionic acid 140.95
    o-xylene 209.56
    formic acid 46.11
    diethyl ether 383.14
    m-xylene 286.96
    p-xylene 227.02
    chlorobenzene 318.67
    dimethyl carbonate 233.13
    n-octane 35.64
    formamide 95.83
    cyclopentanone 690.06
    2-pentanone 345.04
    anisole 304.66
    cyclopentyl methyl ether 506.61
    gamma-butyrolactone 619.03
    1-methoxy-2-propanol 303.72
    pyridine 465.03
    3-pentanone 287.28
    furfural 408.48
    n-dodecane 24.77
    diethylene glycol 248.63
    diisopropyl ether 194.05
    tert-amyl alcohol 149.55
    acetylacetone 447.07
    n-hexadecane 29.27
    acetophenone 227.66
    methyl propionate 297.59
    isopentyl acetate 313.88
    trichloroethylene 561.84
    n-nonanol 111.05
    cyclohexanol 190.45
    benzyl alcohol 162.06
    2-ethylhexanol 150.16
    isooctanol 120.37
    dipropyl ether 286.98
    1,2-dichlorobenzene 285.44
    ethyl lactate 116.98
    propylene carbonate 319.4
    n-methylformamide 226.55
    2-pentanol 140.26
    n-pentane 68.04
    1-propoxy-2-propanol 298.58
    1-methoxy-2-propyl acetate 391.23
    2-(2-methoxypropoxy) propanol 186.3
    mesitylene 208.69
    ε-caprolactone 373.8
    p-cymene 141.29
    epichlorohydrin 617.08
    1,1,1-trichloroethane 413.83
    2-aminoethanol 105.84
    morpholine-4-carbaldehyde 432.13
    sulfolane 467.85
    2,2,4-trimethylpentane 38.46
    2-methyltetrahydrofuran 562.71
    n-hexyl acetate 236.03
    isooctane 46.19
    2-(2-butoxyethoxy)ethanol 228.15
    sec-butyl acetate 179.0
    tert-butyl acetate 362.62
    decalin 60.96
    glycerin 101.64
    diglyme 464.81
    acrylic acid 123.15
    isopropyl myristate 129.68
    n-butyric acid 212.18
    acetyl acetate 280.34
    di(2-ethylhexyl) phthalate 103.04
    ethyl propionate 232.07
    nitromethane 307.81
    1,2-diethoxyethane 274.97
    benzonitrile 239.76
    trioctyl phosphate 89.29
    1-bromopropane 270.8
    gamma-valerolactone 675.79
    n-decanol 86.22
    triethyl phosphate 132.57
    4-methyl-2-pentanol 128.28
    propionitrile 296.7
    vinylene carbonate 309.44
    1,1,2-trichlorotrifluoroethane 277.65
    DMS 263.44
    cumene 130.04
    2-octanol 94.54
    2-hexanone 208.67
    octyl acetate 138.15
    limonene 164.76
    1,2-dimethoxyethane 415.92
    ethyl orthosilicate 134.23
    tributyl phosphate 99.22
    diacetone alcohol 260.45
    N,N-dimethylaniline 198.02
    acrylonitrile 305.54
    aniline 255.51
    1,3-propanediol 161.94
    bromobenzene 366.86
    dibromomethane 373.81
    1,1,2,2-tetrachloroethane 427.76
    2-methyl-cyclohexyl acetate 200.59
    tetrabutyl urea 116.73
    diisobutyl methanol 130.9
    2-phenylethanol 237.0
    styrene 196.4
    dioctyl adipate 139.86
    dimethyl sulfate 261.8
    ethyl butyrate 233.9
    methyl lactate 162.32
    butyl lactate 140.41
    diethyl carbonate 167.33
    propanediol butyl ether 148.71
    triethyl orthoformate 195.28
    p-tert-butyltoluene 155.97
    methyl 4-tert-butylbenzoate 238.52
    morpholine 574.46
    tert-butylamine 166.68
    n-dodecanol 68.13
    dimethoxymethane 534.84
    ethylene carbonate 292.08
    cyrene 174.14
    2-ethoxyethyl acetate 275.41
    2-ethylhexyl acetate 259.61
    1,2,4-trichlorobenzene 297.71
    4-methylpyridine 436.51
    dibutyl ether 175.97
    2,6-dimethyl-4-heptanol 130.9
    DEF 284.93
    dimethyl isosorbide 346.35
    tetrachloroethylene 324.64
    eugenol 198.13
    triacetin 225.18
    span 80 155.79
    1,4-butanediol 65.7
    1,1-dichloroethane 370.68
    2-methyl-1-pentanol 99.0
    methyl formate 204.07
    2-methyl-1-butanol 136.96
    n-decane 42.17
    butyronitrile 278.59
    3,7-dimethyl-1-octanol 123.31
    1-chlorooctane 116.52
    1-chlorotetradecane 53.37
    n-nonane 39.81
    undecane 31.61
    tert-butylcyclohexane 57.84
    cyclooctane 63.8
    cyclopentanol 223.08
    tetrahydropyran 612.94
    tert-amyl methyl ether 219.38
    2,5,8-trioxanonane 291.64
    1-hexene 121.44
    2-isopropoxyethanol 154.11
    2,2,2-trifluoroethanol 104.7
    methyl butyrate 241.51

    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

Botanical

Name CAS Botanical Proportion
Abies semenovii Abies semenovii L., fam. Pinaceae 0.01%
Hinoki leaf Chamaecyparis obtusa (Sieb. et Zucc.) Endl., fam. Cupressaceae 0.41%
Hinoki root Chamaecyparis obtusa (Sieb. et Zucc.) Endl., fam. Cupressaceae 0.65%
Hinoki wood Chamaecyparis obtusa (Sieb. et Zucc.) Endl., fam. Cupressaceae 0.05%
Pinus pinaster (France) 8000-26-8 Pinus pinaster Ait., fam. Pinaceae 0.01%
Phoebe 2 Phoebe porsa Mez. (syn. Oreodaphne prosa Nees & Mart.), fam. Lauraceae 0.42%
Angelica root (France) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.07%
Eucalyptus globulus (Yugoslavia) 1a leaves 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.02%
Angelica (sativa) fruit 8015-64-3 Angelica archangelica L. var. sativa, fam. Apiaceae (Umbelliferae) 0.3%