1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1alpha,3abeta,4alpha,8abeta)]-

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  • Identifiers

    CAS number
    475-20-7

    Molecular formula
    C15H24

    SMILES
    CC1(CCCC2(C3C1C(C2=C)CC3)C)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Woody 88.79%
    Sweet 53.49%
    Dry 47.77%
    Amber 44.78%
    Cedar 44.5%
    Spicy 39.42%
    Camphoreous 37.77%
    Sandalwood 35.66%
    Balsamic 35.43%
    Fresh 34.21%

     

    Flavor
    Woody 70.54%
    Sweet 61.0%
    Wood 42.96%
    Dry 41.97%
    Camphor 37.88%
    Pine 35.45%
    Balsam 34.54%
    Fir needle 34.34%
    Balsamic 32.02%
    Medical 30.24%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    5.1

    pKa est.
    10.0 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    269°C

    Flash point

    • 80.7 ˚C est.

  • Synonyms

    • LONGIFOLENE
    • (+)-Longifolene
    • 475-20-7
    • 4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene
    • 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]-
    • CHEBI:6530
    • 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-
    • 3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.02,9]undecane
    • DTXSID50859388
    • NSC150808
    • AKOS015901764
    • longifolene (stereochemistry undefined)
    • 1, decahydro-4,8,8-trimethyl-9-methylene-
    • NS00012801
    • C09699
    • Q61014525
    • 1, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-
    • 1, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]
    • 1, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]-

  • Applications

    1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1alpha,3abeta,4alpha,8abeta)]- (CAS 475-20-7) is a hydrogenated azulene-derived bicyclic hydrocarbon that is used as an intermediate in organic synthesis and as a scaffolding unit in advanced materials. In practice, it may be used as a building block for polycyclic frameworks and rigid moieties in polymer chemistry and materials science; it may be evaluated for use in coatings and specialty inks as a functional precursor; it has potential applications in fragrance chemistry as a scaffold for developing aroma compounds; and it could play a role in research on electronic/photonic materials as part of molecularly engineered systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 554.38
    methanol 543.41
    isopropanol 618.16
    water 2.11
    ethyl acetate 1120.9
    n-propanol 614.31
    acetone 1262.66
    n-butanol 631.05
    acetonitrile 942.92
    DMF 1333.27
    toluene 1435.68
    isobutanol 526.75
    1,4-dioxane 2237.42
    methyl acetate 900.0
    THF 4418.31
    2-butanone 994.56
    n-pentanol 290.8
    sec-butanol 414.88
    n-hexane 202.38
    ethylene glycol 94.76
    NMP 944.8
    cyclohexane 479.42
    DMSO 644.56
    n-butyl acetate 1124.71
    n-octanol 359.27
    chloroform 2275.2
    n-propyl acetate 546.29
    acetic acid 304.45
    dichloromethane 1908.11
    cyclohexanone 1738.26
    propylene glycol 124.85
    isopropyl acetate 1066.98
    DMAc 696.42
    2-ethoxyethanol 406.13
    isopentanol 614.29
    n-heptane 238.86
    ethyl formate 605.2
    1,2-dichloroethane 1365.73
    n-hexanol 745.11
    2-methoxyethanol 802.84
    isobutyl acetate 511.89
    tetrachloromethane 648.87
    n-pentyl acetate 638.69
    transcutol 1190.87
    n-heptanol 392.03
    ethylbenzene 483.98
    MIBK 902.66
    2-propoxyethanol 1101.03
    tert-butanol 713.75
    MTBE 1116.98
    2-butoxyethanol 596.33
    propionic acid 357.08
    o-xylene 634.27
    formic acid 92.96
    diethyl ether 1333.13
    m-xylene 953.27
    p-xylene 589.18
    chlorobenzene 1129.91
    dimethyl carbonate 559.64
    n-octane 106.04
    formamide 168.42
    cyclopentanone 2210.32
    2-pentanone 1083.6
    anisole 787.54
    cyclopentyl methyl ether 1831.9
    gamma-butyrolactone 1988.87
    1-methoxy-2-propanol 772.76
    pyridine 1521.84
    3-pentanone 814.56
    furfural 1212.16
    n-dodecane 66.51
    diethylene glycol 554.59
    diisopropyl ether 618.8
    tert-amyl alcohol 444.3
    acetylacetone 1297.78
    n-hexadecane 80.13
    acetophenone 544.81
    methyl propionate 835.34
    isopentyl acetate 1073.82
    trichloroethylene 1968.46
    n-nonanol 317.47
    cyclohexanol 673.74
    benzyl alcohol 412.33
    2-ethylhexanol 497.22
    isooctanol 340.79
    dipropyl ether 902.38
    1,2-dichlorobenzene 916.28
    ethyl lactate 248.83
    propylene carbonate 1035.7
    n-methylformamide 589.3
    2-pentanol 456.51
    n-pentane 269.93
    1-propoxy-2-propanol 817.0
    1-methoxy-2-propyl acetate 1117.96
    2-(2-methoxypropoxy) propanol 441.91
    mesitylene 677.55
    ε-caprolactone 1291.18
    p-cymene 402.65
    epichlorohydrin 2004.95
    1,1,1-trichloroethane 1489.36
    2-aminoethanol 193.48
    morpholine-4-carbaldehyde 1164.66
    sulfolane 1448.43
    2,2,4-trimethylpentane 121.33
    2-methyltetrahydrofuran 2097.87
    n-hexyl acetate 762.08
    isooctane 157.32
    2-(2-butoxyethoxy)ethanol 597.96
    sec-butyl acetate 459.74
    tert-butyl acetate 1078.67
    decalin 181.96
    glycerin 191.78
    diglyme 1275.41
    acrylic acid 284.19
    isopropyl myristate 344.42
    n-butyric acid 713.62
    acetyl acetate 799.4
    di(2-ethylhexyl) phthalate 259.06
    ethyl propionate 565.05
    nitromethane 749.89
    1,2-diethoxyethane 854.0
    benzonitrile 778.29
    trioctyl phosphate 226.02
    1-bromopropane 1006.14
    gamma-valerolactone 2075.83
    n-decanol 228.25
    triethyl phosphate 316.57
    4-methyl-2-pentanol 395.38
    propionitrile 1008.48
    vinylene carbonate 900.64
    1,1,2-trichlorotrifluoroethane 686.31
    DMS 663.65
    cumene 336.01
    2-octanol 283.92
    2-hexanone 541.88
    octyl acetate 372.52
    limonene 527.87
    1,2-dimethoxyethane 1099.52
    ethyl orthosilicate 330.77
    tributyl phosphate 266.89
    diacetone alcohol 709.41
    N,N-dimethylaniline 493.14
    acrylonitrile 986.39
    aniline 839.31
    1,3-propanediol 388.92
    bromobenzene 1329.42
    dibromomethane 1393.12
    1,1,2,2-tetrachloroethane 1433.92
    2-methyl-cyclohexyl acetate 508.12
    tetrabutyl urea 301.16
    diisobutyl methanol 367.46
    2-phenylethanol 678.75
    styrene 572.3
    dioctyl adipate 360.95
    dimethyl sulfate 600.88
    ethyl butyrate 683.0
    methyl lactate 350.68
    butyl lactate 364.54
    diethyl carbonate 440.22
    propanediol butyl ether 374.01
    triethyl orthoformate 522.82
    p-tert-butyltoluene 436.59
    methyl 4-tert-butylbenzoate 609.19
    morpholine 1885.19
    tert-butylamine 587.37
    n-dodecanol 176.04
    dimethoxymethane 1521.95
    ethylene carbonate 917.52
    cyrene 378.46
    2-ethoxyethyl acetate 763.98
    2-ethylhexyl acetate 819.0
    1,2,4-trichlorobenzene 909.32
    4-methylpyridine 1544.8
    dibutyl ether 583.79
    2,6-dimethyl-4-heptanol 367.46
    DEF 837.42
    dimethyl isosorbide 942.64
    tetrachloroethylene 1047.97
    eugenol 469.77
    triacetin 518.86
    span 80 389.46
    1,4-butanediol 126.23
    1,1-dichloroethane 1404.41
    2-methyl-1-pentanol 290.38
    methyl formate 590.12
    2-methyl-1-butanol 491.25
    n-decane 121.54
    butyronitrile 1053.65
    3,7-dimethyl-1-octanol 387.78
    1-chlorooctane 361.65
    1-chlorotetradecane 150.42
    n-nonane 125.54
    undecane 86.43
    tert-butylcyclohexane 169.13
    cyclooctane 230.23
    cyclopentanol 715.28
    tetrahydropyran 2297.79
    tert-amyl methyl ether 649.29
    2,5,8-trioxanonane 715.5
    1-hexene 418.42
    2-isopropoxyethanol 342.65
    2,2,2-trifluoroethanol 188.33
    methyl butyrate 621.66

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.27 % Category 7A
Rinse-off products applied to the hair with some hand contact
 3.1 %
Category 2
Products applied to the axillae
 0.08 % Category 7B
Leave-on products applied to the hair with some hand contact
 3.1 %
Category 3
Products applied to the face/body using fingertips
 1.6 % Category 8
Products with significant anogenital exposure
 0.16 %
Category 4
Products related to fine fragrance
 1.5 % Category 9
Products with body and hand exposure, primarily rinse off
 2.9 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.38 % Category 10A
Household care products with mostly hand contact
 11 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.38 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 11 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.38 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 5.8 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.38 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 5.8 %
Category 6
Products with oral and lip exposure
 0.88 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction