beta-Chamigrene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    18431-82-8

    Molecular formula
    C15H24

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

    Retention indicies (RI)

    • DB5: 1477.0

  • Odor profile

    Woody 83.54%
    Sweet 63.76%
    Dry 47.72%
    Spicy 45.4%
    Green 43.79%
    Amber 38.48%
    Camphoreous 36.48%
    Terpenic 36.23%
    Cedar 35.8%
    Fresh 35.18%

    Scent© AI

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    9.45 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    268°C

    Flash point est.
    107.46 ˚C

  • Synonyms

    • beta-Chamigrene
    • (-)-beta-Chamigrene
    • 18431-82-8
    • Chamigren
    • (R)-beta-chamigrene
    • (-)-chamigrene
    • (6R)-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-2-ene
    • Chamigrene
    • CHEBI:10359
    • (6R)-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-ene
    • CHEBI:61744
    • (6R)-3,7,7-trimethyl-11-methylidenespiro(5.5)undec-2-ene
    • (R)-11-Methylene-3,7,7-trimethylspiro[5.5]undec-2-ene
    • DTXSID60939822
    • WLNGPDPILFYWKF-OAHLLOKOSA-N
    • C09637
    • Q27108622

  • Applications

    beta-Chamigrene (CAS 18431-82-8) is a chamigrene-type sesquiterpene hydrocarbon found in certain essential oils and marine red algae, and is therefore employed in phytochemical and biosynthetic studies to profile volatiles, serve as a chemotaxonomic marker, and probe sesquiterpene biosynthetic pathways; analytically, it is used as a GC–MS reference/standard for library building, method development, and QC/authentication of botanicals and essential oils, as well as for assessing stability, oxidation kinetics, and formulation behavior in fragrance matrices; in fragrance R&D, β‑chamigrene is investigated as a terpenic–resinous, woody tonal modifier and as a scaffold for preparing sesquiterpene derivatives; it is also utilized in chemical ecology and agro-biological research as a model volatile to study plant–insect signaling and natural defensive roles, alongside laboratory-scale safety/toxicology assays that inform risk assessment in product development.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 152.6
    methanol 100.41
    isopropanol 130.99
    water 0.06
    ethyl acetate 329.55
    n-propanol 163.26
    acetone 214.91
    n-butanol 203.78
    acetonitrile 150.47
    DMF 236.41
    toluene 577.74
    isobutanol 120.0
    1,4-dioxane 776.94
    methyl acetate 201.25
    THF 1405.68
    2-butanone 283.03
    n-pentanol 96.4
    sec-butanol 115.75
    n-hexane 68.78
    ethylene glycol 6.71
    NMP 253.38
    cyclohexane 232.23
    DMSO 98.12
    n-butyl acetate 481.28
    n-octanol 118.91
    chloroform 586.72
    n-propyl acetate 165.82
    acetic acid 62.92
    dichloromethane 506.41
    cyclohexanone 507.69
    propylene glycol 16.63
    isopropyl acetate 265.69
    DMAc 206.44
    2-ethoxyethanol 91.33
    isopentanol 179.83
    n-heptane 137.05
    ethyl formate 128.15
    1,2-dichloroethane 297.48
    n-hexanol 302.93
    2-methoxyethanol 177.45
    isobutyl acetate 150.57
    tetrachloromethane 134.93
    n-pentyl acetate 208.54
    transcutol 712.25
    n-heptanol 129.95
    ethylbenzene 180.49
    MIBK 226.94
    2-propoxyethanol 291.02
    tert-butanol 192.21
    MTBE 330.44
    2-butoxyethanol 148.97
    propionic acid 64.95
    o-xylene 231.59
    formic acid 13.89
    diethyl ether 464.26
    m-xylene 330.94
    p-xylene 215.39
    chlorobenzene 365.38
    dimethyl carbonate 91.74
    n-octane 34.77
    formamide 31.57
    cyclopentanone 509.73
    2-pentanone 316.93
    anisole 283.37
    cyclopentyl methyl ether 565.53
    gamma-butyrolactone 401.25
    1-methoxy-2-propanol 175.55
    pyridine 585.78
    3-pentanone 248.97
    furfural 291.36
    n-dodecane 21.99
    diethylene glycol 87.17
    diisopropyl ether 183.27
    tert-amyl alcohol 139.11
    acetylacetone 278.79
    n-hexadecane 26.86
    acetophenone 198.48
    methyl propionate 213.93
    isopentyl acetate 410.87
    trichloroethylene 511.7
    n-nonanol 118.28
    cyclohexanol 208.72
    benzyl alcohol 126.95
    2-ethylhexanol 224.79
    isooctanol 111.76
    dipropyl ether 505.79
    1,2-dichlorobenzene 282.92
    ethyl lactate 50.21
    propylene carbonate 244.55
    n-methylformamide 86.93
    2-pentanol 133.49
    n-pentane 86.71
    1-propoxy-2-propanol 278.59
    1-methoxy-2-propyl acetate 401.58
    2-(2-methoxypropoxy) propanol 203.44
    mesitylene 208.8
    ε-caprolactone 376.01
    p-cymene 188.98
    epichlorohydrin 432.95
    1,1,1-trichloroethane 320.2
    2-aminoethanol 27.1
    morpholine-4-carbaldehyde 349.2
    sulfolane 279.01
    2,2,4-trimethylpentane 41.31
    2-methyltetrahydrofuran 732.79
    n-hexyl acetate 277.91
    isooctane 45.73
    2-(2-butoxyethoxy)ethanol 249.14
    sec-butyl acetate 151.28
    tert-butyl acetate 309.65
    decalin 70.45
    glycerin 23.96
    diglyme 471.39
    acrylic acid 41.19
    isopropyl myristate 142.38
    n-butyric acid 181.11
    acetyl acetate 197.03
    di(2-ethylhexyl) phthalate 115.7
    ethyl propionate 170.71
    nitromethane 117.04
    1,2-diethoxyethane 489.73
    benzonitrile 226.12
    trioctyl phosphate 81.81
    1-bromopropane 318.35
    gamma-valerolactone 518.43
    n-decanol 85.96
    triethyl phosphate 125.58
    4-methyl-2-pentanol 114.35
    propionitrile 213.15
    vinylene carbonate 224.66
    1,1,2-trichlorotrifluoroethane 125.77
    DMS 184.29
    cumene 120.03
    2-octanol 82.67
    2-hexanone 183.04
    octyl acetate 155.34
    limonene 264.39
    1,2-dimethoxyethane 324.92
    ethyl orthosilicate 140.45
    tributyl phosphate 100.79
    diacetone alcohol 196.01
    N,N-dimethylaniline 187.26
    acrylonitrile 157.98
    aniline 288.75
    1,3-propanediol 72.82
    bromobenzene 463.65
    dibromomethane 390.34
    1,1,2,2-tetrachloroethane 363.63
    2-methyl-cyclohexyl acetate 257.44
    tetrabutyl urea 131.82
    diisobutyl methanol 152.1
    2-phenylethanol 238.38
    styrene 219.72
    dioctyl adipate 172.5
    dimethyl sulfate 85.94
    ethyl butyrate 319.01
    methyl lactate 58.02
    butyl lactate 109.06
    diethyl carbonate 183.0
    propanediol butyl ether 99.82
    triethyl orthoformate 235.27
    p-tert-butyltoluene 201.54
    methyl 4-tert-butylbenzoate 219.08
    morpholine 778.72
    tert-butylamine 180.62
    n-dodecanol 68.37
    dimethoxymethane 355.08
    ethylene carbonate 202.88
    cyrene 135.91
    2-ethoxyethyl acetate 270.87
    2-ethylhexyl acetate 360.53
    1,2,4-trichlorobenzene 293.27
    4-methylpyridine 560.94
    dibutyl ether 251.73
    2,6-dimethyl-4-heptanol 152.1
    DEF 279.2
    dimethyl isosorbide 463.21
    tetrachloroethylene 235.42
    eugenol 159.35
    triacetin 195.7
    span 80 184.4
    1,4-butanediol 17.0
    1,1-dichloroethane 304.02
    2-methyl-1-pentanol 103.13
    methyl formate 65.32
    2-methyl-1-butanol 146.25
    n-decane 41.56
    butyronitrile 288.51
    3,7-dimethyl-1-octanol 145.38
    1-chlorooctane 127.51
    1-chlorotetradecane 53.74
    n-nonane 38.7
    undecane 29.37
    tert-butylcyclohexane 65.06
    cyclooctane 88.44
    cyclopentanol 171.21
    tetrahydropyran 968.92
    tert-amyl methyl ether 226.43
    2,5,8-trioxanonane 345.59
    1-hexene 166.87
    2-isopropoxyethanol 85.51
    2,2,2-trifluoroethanol 20.03
    methyl butyrate 182.25

    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
Amomum villosum Amomum villosum Lour., fam. Zingiberaceae 0.01%
Cedarwood, Mulanje Widdringtonia whytei Rendle, fam. Cupressaceae 0.1%
Piper hancei (China) Piper hancei Maxim, fam. Piperaceae 2.9%
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.11%
Carrot seed 2 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 0.1%
Hyptis suaveolens (India) 1 Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 0.4%
Lavandin (Italy) 1 (Grosso) 8022-15-9 Lavandula x hybrida Rev. (L. x intermedia Emeric ex Loiseleur), Lamiaceae 0.3%
Zingiber zerumbet (Vietnam) 2a stem Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 3.6%
Zingiber zerumbet (Vietnam) 2b leaf Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 0.4%
Zingiber zerumbet (Vietnam) 2c flower Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 1.9%
Ocimum gratissimum (Cuba) 1a Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 1.61%
Ocimum gratissimum (Cuba) 1b Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 2.84%
Bay, West Indian 3 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 0.08%
Minthostachys spicata Minthostachys spicata (Benth.) Epl., fam Lamiaceae (Labiatae) 0.1%
Hyptis crenata (Brazil) Hyptis crenata Pohl ex Benth, fam. Lamiaceae (Labiatae) 0.6%
Lime (Mexican, West Indian, Key) (Cuba) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.1%
Lime (Persian) (Cuba) 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 0.05%
Salvia desoleana (Italy) 1a CO2-extract Salvia desoleana, fam. Lamiaceae (Labiatae) 0.5%
Salvia desoleana (Italy) 1b hydrodistilled Salvia desoleana, fam. Lamiaceae (Labiatae) 0.05%
Pteronia incana 3 Pteronia incana, fam. Asteraceae (Compositae) 6.9%
Eugenia platysema (Brazil) Eugenia platysema O. Berg, fam. Myrtaceae 5.4%
Micromeria graeca (Greece) Micromeria graeca (L.) Bentham et Reichenb., fam. Lamiaceae (Labiatae) 6.25%