(-)-alpha-Chamigrene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    19912-83-5

    Molecular formula
    C15H24

    SMILES
    CC1=CC[C@@]2(CC1)C(=CCCC2(C)C)C

    Retention indicies (RI)

    • DB5: 1500.0

  • Odor profile

    Fragrance
    Woody 87.97%
    Sweet 67.36%
    Spicy 53.39%
    Dry 49.63%
    Green 46.79%
    Terpenic 39.7%
    Fresh 39.39%
    Amber 39.25%
    Citrus 39.09%
    Balsamic 38.68%

     

    Flavor
    Woody 53.45%
    Sweet 40.81%
    Wood 38.39%
    Dry 38.0%
    Camphor 33.97%
    Earthy 31.53%
    Pine 31.29%
    Fresh 28.04%
    Spicy 27.85%
    Spice 24.11%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    9.67 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    258°C

    Flash point

    • 110.8 ˚C est.

  • Synonyms

    • alpha-Chamigrene
    • 19912-83-5
    • C09635
    • (6R)-1,5,5,9-tetramethylspiro[5.5]undeca-1,9-diene
    • AC1L9CNK
    • (-)-alpha-Chamigrene
    • CHEBI:10220
    • (6R)-3,7,11,11-tetramethylspiro[5.5]undeca-3,7-diene
    • DTXSID40331805
    • SPIRO[5.5]UNDECA-1,8-DIENE,1,
    • Q27108602

  • Applications

    (-)-alpha-Chamigrene (CAS 19912-83-5) is a chiral sesquiterpene hydrocarbon occurring at low levels in certain essential oils and marine-derived extracts; in practice it is mainly used as a reference standard in GC/GC–MS for identification, quantitation, and fingerprinting of essential oils/extracts, as a stereodefined sesquiterpene scaffold for organic synthesis and for studying the biosynthesis of the chamigrene family, and to develop/validate chiral chromatographic separations; in aroma and bioactivity research it is examined as a resinous–woody odor contributor in natural matrices and for preliminary antimicrobial, anti-inflammatory, and insect-repellent potential (in vitro/preclinical); additionally, its presence and enantiomeric ratio are exploited in authenticity testing, chemotaxonomy, and chemical ecology.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.82
    methanol 26.79
    isopropanol 29.01
    water 0.04
    ethyl acetate 128.65
    n-propanol 45.25
    acetone 76.14
    n-butanol 61.81
    acetonitrile 51.67
    DMF 81.93
    toluene 298.72
    isobutanol 34.12
    1,4-dioxane 309.3
    methyl acetate 83.61
    THF 555.71
    2-butanone 116.78
    n-pentanol 35.55
    sec-butanol 34.03
    n-hexane 44.17
    ethylene glycol 2.5
    NMP 142.38
    cyclohexane 130.97
    DMSO 38.62
    n-butyl acetate 202.94
    n-octanol 54.74
    chloroform 256.95
    n-propyl acetate 75.39
    acetic acid 23.3
    dichloromethane 227.69
    cyclohexanone 240.34
    propylene glycol 5.57
    isopropyl acetate 105.45
    DMAc 100.68
    2-ethoxyethanol 35.7
    isopentanol 57.64
    n-heptane 82.05
    ethyl formate 48.62
    1,2-dichloroethane 136.87
    n-hexanol 116.64
    2-methoxyethanol 54.21
    isobutyl acetate 74.4
    tetrachloromethane 65.25
    n-pentyl acetate 103.13
    transcutol 289.46
    n-heptanol 59.96
    ethylbenzene 110.37
    MIBK 95.71
    2-propoxyethanol 110.01
    tert-butanol 47.16
    MTBE 111.02
    2-butoxyethanol 66.09
    propionic acid 24.73
    o-xylene 141.81
    formic acid 5.4
    diethyl ether 174.76
    m-xylene 174.42
    p-xylene 131.56
    chlorobenzene 185.04
    dimethyl carbonate 39.48
    n-octane 22.5
    formamide 11.26
    cyclopentanone 236.0
    2-pentanone 123.32
    anisole 158.71
    cyclopentyl methyl ether 260.11
    gamma-butyrolactone 181.76
    1-methoxy-2-propanol 54.38
    pyridine 272.5
    3-pentanone 121.15
    furfural 139.54
    n-dodecane 15.01
    diethylene glycol 34.09
    diisopropyl ether 77.57
    tert-amyl alcohol 45.45
    acetylacetone 117.33
    n-hexadecane 18.25
    acetophenone 119.77
    methyl propionate 93.09
    isopentyl acetate 185.27
    trichloroethylene 232.57
    n-nonanol 60.45
    cyclohexanol 79.71
    benzyl alcohol 61.17
    2-ethylhexanol 107.84
    isooctanol 54.15
    dipropyl ether 229.34
    1,2-dichlorobenzene 159.97
    ethyl lactate 24.49
    propylene carbonate 109.44
    n-methylformamide 28.3
    2-pentanol 41.9
    n-pentane 44.34
    1-propoxy-2-propanol 104.72
    1-methoxy-2-propyl acetate 178.34
    2-(2-methoxypropoxy) propanol 108.03
    mesitylene 116.48
    ε-caprolactone 185.99
    p-cymene 114.63
    epichlorohydrin 196.28
    1,1,1-trichloroethane 154.04
    2-aminoethanol 9.04
    morpholine-4-carbaldehyde 169.32
    sulfolane 138.05
    2,2,4-trimethylpentane 22.72
    2-methyltetrahydrofuran 321.12
    n-hexyl acetate 146.03
    isooctane 21.75
    2-(2-butoxyethoxy)ethanol 118.44
    sec-butyl acetate 77.95
    tert-butyl acetate 128.97
    decalin 50.11
    glycerin 8.1
    diglyme 218.58
    acrylic acid 17.95
    isopropyl myristate 82.72
    n-butyric acid 62.69
    acetyl acetate 86.69
    di(2-ethylhexyl) phthalate 68.97
    ethyl propionate 85.84
    nitromethane 42.53
    1,2-diethoxyethane 201.82
    benzonitrile 101.43
    trioctyl phosphate 46.6
    1-bromopropane 150.71
    gamma-valerolactone 232.52
    n-decanol 46.21
    triethyl phosphate 75.91
    4-methyl-2-pentanol 39.84
    propionitrile 72.29
    vinylene carbonate 101.07
    1,1,2-trichlorotrifluoroethane 59.12
    DMS 98.6
    cumene 79.49
    2-octanol 38.85
    2-hexanone 89.06
    octyl acetate 88.97
    limonene 151.2
    1,2-dimethoxyethane 132.45
    ethyl orthosilicate 83.82
    tributyl phosphate 56.37
    diacetone alcohol 77.39
    N,N-dimethylaniline 115.91
    acrylonitrile 59.51
    aniline 126.09
    1,3-propanediol 21.32
    bromobenzene 248.88
    dibromomethane 176.82
    1,1,2,2-tetrachloroethane 178.38
    2-methyl-cyclohexyl acetate 155.16
    tetrabutyl urea 74.74
    diisobutyl methanol 72.48
    2-phenylethanol 118.03
    styrene 128.1
    dioctyl adipate 101.3
    dimethyl sulfate 43.44
    ethyl butyrate 156.82
    methyl lactate 23.98
    butyl lactate 51.39
    diethyl carbonate 96.12
    propanediol butyl ether 39.45
    triethyl orthoformate 127.62
    p-tert-butyltoluene 120.78
    methyl 4-tert-butylbenzoate 128.0
    morpholine 290.01
    tert-butylamine 50.77
    n-dodecanol 37.16
    dimethoxymethane 127.96
    ethylene carbonate 87.6
    cyrene 77.38
    2-ethoxyethyl acetate 133.34
    2-ethylhexyl acetate 183.86
    1,2,4-trichlorobenzene 166.88
    4-methylpyridine 250.85
    dibutyl ether 118.89
    2,6-dimethyl-4-heptanol 72.48
    DEF 121.62
    dimethyl isosorbide 251.43
    tetrachloroethylene 115.74
    eugenol 91.82
    triacetin 110.2
    span 80 96.56
    1,4-butanediol 6.49
    1,1-dichloroethane 121.17
    2-methyl-1-pentanol 44.19
    methyl formate 23.3
    2-methyl-1-butanol 51.51
    n-decane 26.87
    butyronitrile 92.9
    3,7-dimethyl-1-octanol 69.01
    1-chlorooctane 74.01
    1-chlorotetradecane 33.73
    n-nonane 24.63
    undecane 19.33
    tert-butylcyclohexane 43.16
    cyclooctane 58.06
    cyclopentanol 63.81
    tetrahydropyran 405.33
    tert-amyl methyl ether 96.54
    2,5,8-trioxanonane 175.35
    1-hexene 90.74
    2-isopropoxyethanol 35.73
    2,2,2-trifluoroethanol 8.52
    methyl butyrate 86.75

    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
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.2%