cis-beta-Copaene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    18252-44-3

    Molecular formula
    C15H24

    SMILES
    CC(C)C1CC[C@]2([C@H]3C1C2CCC3=C)C

    Retention indicies (RI)

    • DB5: 1445.0
    • Carbowax: 1625.67

  • Odor profile

    Woody 83.27%
    Herbal 58.48%
    Spicy 54.31%
    Green 49.92%
    Fresh 40.71%
    Oily 38.21%
    Balsamic 37.76%
    Citrus 36.34%
    Dry 36.17%
    Pine 34.77%

    Scent© AI

  • Properties

    XLogP3-AA
    4.7

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    270°C

    Flash point est.
    67.48 ˚C

  • Synonyms

    • cis-beta-Copaene
    • 18252-44-3
    • (1R,2S,8S)-1-methyl-3-methylidene-8-propan-2-yltricyclo[4.4.0.02,7]decane
    • (1r,2s,8s)-1-methyl-3-methylidene-8-(propan-2-yl)tricyclo[4.4.0.02,7]decane

  • Applications

    cis-beta-Copaene (CAS 18252-44-3) is a natural sesquiterpene present in many essential oils; in practice it is used chiefly as an analytical reference and fragrance benchmark: a GC–MS/GC×GC standard to build retention-index libraries, qualify chromatographic (including chiral) columns, quantify/profile terpenoids, and authenticate essential oils/botanicals by detecting adulteration; in flavor and fragrance R&D it serves as a reference contributor to woody–resinous–spicy nuances and as a building block for designing new accords, although direct formulation use is limited by supply and stability; in ecology and agriculture it is studied as a component of semiochemical blends that influence tephritid fruit fly behavior and broader plant–insect interactions; in biosynthesis and synthesis it is a target/model for probing sesquiterpene cyclases, carbocation rearrangements, and optimizing chiral separations; in natural-products pharmacology and metabolomics, purified material acts as a control for in vitro screening of typical sesquiterpene activities and for annotating omics signals; it is also monitored as a VOC from plant emissions and from essential-oil products in indoor environments.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 306.17
    methanol 170.47
    isopropanol 422.0
    water 0.26
    ethyl acetate 624.95
    n-propanol 362.45
    acetone 633.76
    n-butanol 451.23
    acetonitrile 428.11
    DMF 442.25
    toluene 961.74
    isobutanol 301.49
    1,4-dioxane 1430.4
    methyl acetate 459.91
    THF 2736.85
    2-butanone 569.87
    n-pentanol 172.6
    sec-butanol 257.79
    n-hexane 91.49
    ethylene glycol 21.79
    NMP 343.33
    cyclohexane 341.48
    DMSO 235.16
    n-butyl acetate 944.22
    n-octanol 205.52
    chloroform 1226.8
    n-propyl acetate 324.23
    acetic acid 138.65
    dichloromethane 1070.51
    cyclohexanone 964.34
    propylene glycol 47.04
    isopropyl acetate 531.27
    DMAc 284.61
    2-ethoxyethanol 176.49
    isopentanol 391.47
    n-heptane 211.01
    ethyl formate 346.72
    1,2-dichloroethane 661.82
    n-hexanol 543.51
    2-methoxyethanol 366.05
    isobutyl acetate 299.85
    tetrachloromethane 274.59
    n-pentyl acetate 396.53
    transcutol 885.19
    n-heptanol 223.11
    ethylbenzene 284.66
    MIBK 469.31
    2-propoxyethanol 600.03
    tert-butanol 453.75
    MTBE 683.27
    2-butoxyethanol 289.07
    propionic acid 168.69
    o-xylene 379.24
    formic acid 23.06
    diethyl ether 784.59
    m-xylene 570.8
    p-xylene 353.9
    chlorobenzene 651.44
    dimethyl carbonate 196.42
    n-octane 61.05
    formamide 54.66
    cyclopentanone 1188.55
    2-pentanone 612.1
    anisole 410.25
    cyclopentyl methyl ether 927.23
    gamma-butyrolactone 949.77
    1-methoxy-2-propanol 392.25
    pyridine 1085.11
    3-pentanone 407.29
    furfural 566.44
    n-dodecane 42.83
    diethylene glycol 228.42
    diisopropyl ether 321.63
    tert-amyl alcohol 246.01
    acetylacetone 604.79
    n-hexadecane 51.92
    acetophenone 311.66
    methyl propionate 387.51
    isopentyl acetate 842.48
    trichloroethylene 1027.85
    n-nonanol 190.71
    cyclohexanol 437.71
    benzyl alcohol 236.37
    2-ethylhexanol 373.44
    isooctanol 185.03
    dipropyl ether 747.88
    1,2-dichlorobenzene 460.37
    ethyl lactate 107.14
    propylene carbonate 530.26
    n-methylformamide 211.17
    2-pentanol 287.68
    n-pentane 145.12
    1-propoxy-2-propanol 552.49
    1-methoxy-2-propyl acetate 681.6
    2-(2-methoxypropoxy) propanol 269.84
    mesitylene 357.67
    ε-caprolactone 678.23
    p-cymene 326.64
    epichlorohydrin 976.29
    1,1,1-trichloroethane 691.19
    2-aminoethanol 71.39
    morpholine-4-carbaldehyde 492.74
    sulfolane 501.57
    2,2,4-trimethylpentane 59.99
    2-methyltetrahydrofuran 1335.54
    n-hexyl acetate 485.32
    isooctane 84.46
    2-(2-butoxyethoxy)ethanol 379.41
    sec-butyl acetate 270.9
    tert-butyl acetate 553.58
    decalin 91.37
    glycerin 59.97
    diglyme 756.06
    acrylic acid 110.16
    isopropyl myristate 226.04
    n-butyric acid 430.08
    acetyl acetate 387.98
    di(2-ethylhexyl) phthalate 167.42
    ethyl propionate 309.59
    nitromethane 289.47
    1,2-diethoxyethane 687.25
    benzonitrile 474.96
    trioctyl phosphate 134.3
    1-bromopropane 633.91
    gamma-valerolactone 999.38
    n-decanol 143.24
    triethyl phosphate 180.74
    4-methyl-2-pentanol 232.42
    propionitrile 529.75
    vinylene carbonate 482.94
    1,1,2-trichlorotrifluoroethane 273.04
    DMS 307.09
    cumene 185.62
    2-octanol 149.63
    2-hexanone 318.58
    octyl acetate 245.0
    limonene 402.07
    1,2-dimethoxyethane 581.1
    ethyl orthosilicate 193.85
    tributyl phosphate 161.57
    diacetone alcohol 359.39
    N,N-dimethylaniline 240.44
    acrylonitrile 453.99
    aniline 534.47
    1,3-propanediol 195.96
    bromobenzene 791.69
    dibromomethane 825.42
    1,1,2,2-tetrachloroethane 673.76
    2-methyl-cyclohexyl acetate 356.02
    tetrabutyl urea 194.06
    diisobutyl methanol 289.46
    2-phenylethanol 426.75
    styrene 324.94
    dioctyl adipate 238.06
    dimethyl sulfate 165.47
    ethyl butyrate 550.87
    methyl lactate 122.51
    butyl lactate 216.17
    diethyl carbonate 308.07
    propanediol butyl ether 197.47
    triethyl orthoformate 381.19
    p-tert-butyltoluene 336.47
    methyl 4-tert-butylbenzoate 291.18
    morpholine 1229.39
    tert-butylamine 381.21
    n-dodecanol 113.65
    dimethoxymethane 626.77
    ethylene carbonate 464.75
    cyrene 196.13
    2-ethoxyethyl acetate 457.21
    2-ethylhexyl acetate 660.79
    1,2,4-trichlorobenzene 471.72
    4-methylpyridine 1008.25
    dibutyl ether 442.52
    2,6-dimethyl-4-heptanol 289.46
    DEF 416.79
    dimethyl isosorbide 557.66
    tetrachloroethylene 424.4
    eugenol 237.75
    triacetin 311.23
    span 80 256.54
    1,4-butanediol 48.83
    1,1-dichloroethane 722.88
    2-methyl-1-pentanol 167.88
    methyl formate 196.48
    2-methyl-1-butanol 279.08
    n-decane 77.42
    butyronitrile 656.11
    3,7-dimethyl-1-octanol 243.53
    1-chlorooctane 216.43
    1-chlorotetradecane 87.4
    n-nonane 75.14
    undecane 56.41
    tert-butylcyclohexane 83.97
    cyclooctane 132.9
    cyclopentanol 448.09
    tetrahydropyran 1730.22
    tert-amyl methyl ether 345.41
    2,5,8-trioxanonane 441.66
    1-hexene 232.53
    2-isopropoxyethanol 166.41
    2,2,2-trifluoroethanol 55.96
    methyl butyrate 354.41

    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
Ginger (Malaysia) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.42%
Roman chamomile (Italy) 1 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.25%
Grapefruit (Israel) 2 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.06%
Grapefruit (Israel) 1 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.06%
Homalomena aromatica rhizome (Vietnam) Homalomena aromatica Schott. (Calla aromatica), fam. Araceae 0.3%
Lemon balm 4 ssp. altimissia 8014-71-9 Melissa officinalis L. ssp.altissima (Sibthr. et Smith) Arcang., Lamiaceae 1.0%
Orange, sweet (USA-Florida) 1 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Midseason, fam. Rutaceae 0.01%
Orange, sweet (USA-Florida) 4 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.02%
Orange, sweet (Israel) 1 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.01%
Orange, sweet (Israel) 2 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Shamouti, fam. Rutaceae 0.01%
Orange, sweet (Italy) 2 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.01%
Orange, sweet (Spain) 1 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.01%
Orange, sweet (USA-California) 1 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.02%
Peppermint (Greece) 1 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.9%
Peppermint (Greece) 2 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 2.4%
Orange, sweet (USA-Florida) 5 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.02%
Orange, sweet (USA-Florida) 6 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.02%
Sage, dalmatian 3 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Grapefruit (Georgia-USSR) 1 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.02%
Grapefruit (Georgia-USSR) 2 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.01%
Geranium (India) 8 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.54%
Pelargonium citronellum Pelargonium citronellum J.J.A. v.d. Walt, fam. Geraniaceae 0.05%
Yuzu (Japan) 3 Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.01%
Juniper leaf (France) 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.01%
Ylang Ylang 3 8006-81-3 Cananga odorata (Lamk.) Hook. f. et Thomson forma genuina, fam. Annonaceae 0.05%
Terminalia bentzoe Terminalia bentzoe (L.) L.f.ssp.rodriguesensis Wickens, fam. Combretaceae 0.6%
Dracaena reflexa Dracaena reflexa Lam. var. angustifolia Baker, fam. Liliaceae 3.42%
Copaiba (Colombia) 8001-61-4 Copaifera officinalis L., fam. Legumiosae (Papilionaceae) 0.49%
Grapefruit leaf (Mauritius) 90045-43-5 Citrus paradisi Macfayden, fam. Rutaceae 0.62%
Bitter orange leaf (Petitgrain) (Mauritius) 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.23%
Chenopodium ambrosioides Chenopodium ambrosioides L., fam. Chenopodiaceae 0.04%
Coreopsis grandiflora leaf (Cameroon) Coreopsis grandiflora Hogg ex Sweet, fam. Asteraceae (Compositae) 1.1%
Bidens pilosa (Cameroon) Bidens pilosa L., fam. Asteraceae (Compositae) 3.5%
Angelica root (France) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.16%
Sudachi peel (Japan) Citrus sudachi Hort. ex Shirai, fam. Rutaceae 0.01%
Mochiyuzu peel (Japan) Citrus inflata Hort. ex Tanaka, fam. Rutaceae 0.01%
Angelica root (Brazil) 1a hydrodistilled 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.6%
Lemon balm (Italy) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.13%
Melissa romana Melissa romana Mill., fam. Lamiaceae (Labiatae) 1.7%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 5.3%
Mullilam seed (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.2%
Pinus sylvestris (Estonia) 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 0.1%
Tansy (Canada) 1 8016-87-3 Tanacetum vulgare L., fam. Asteraceae (Compositae) 0.1%
Grapefruit (Japan) 2 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.11%
Mikania cordata leaf Mikania cordata (Burm.f.) B.L. Robinson var. cordata, fam. Asteraceae 0.4%
Pepper, black (India) 6a distilled 8006-82-4 Piper nigrum L., fam. Piperaceae 1.5%
Pepper, black (India) 6b free volatiles 8006-82-4 Piper nigrum L., fam. Piperaceae 0.1%
Cassinia laevis flower Cassinia laevis R.Br., fam. Asteraceae (Compositae) 3.9%
Cassinia laevis leaf Cassinia laevis R.Br., fam. Asteraceae (Compositae) 3.0%
Pepper, black (India) 4 8006-82-4 Piper nigrum L., fam. Piperaceae 0.59%