Cuparene

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  • Identifiers

    CAS number
    16982-00-6

    Molecular formula
    C15H22

    SMILES
    CC1=CC=C(C=C1)[C@@]2(CCCC2(C)C)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Retention indicies (RI)

    • DB5: 1511.0
    • Carbowax: 1779.5

  • Odor profile

    Woody 69.19%
    Spicy 47.66%
    Sweet 43.43%
    Dry 40.98%
    Herbal 38.6%
    Green 33.98%
    Amber 33.33%
    Camphoreous 32.45%
    Earthy 29.93%
    Fresh 28.6%

    Scent© AI

  • Properties

    XLogP3-AA
    5.5

    pKa est.
    8.12 (weak base)

    Molecular weight
    202.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    271°C

    Flash point est.
    111.89 ˚C

  • Synonyms

    • Cuparene
    • (+)-Cuparene
    • 16982-00-6
    • (R)-Cuparene
    • (R)-1-Methyl-4-(1,2,2-trimethylcyclopentyl)benzene
    • 1-methyl-4-[(1R)-1,2,2-trimethylcyclopentyl]benzene
    • Cuparene, (+)-
    • UNII-24IR5X2B93
    • (R)-(+)-p-(1,2,2-Trimethylcyclopentyl)toluene
    • 24IR5X2B93
    • EINECS 241-061-5
    • Benzene, 1-methyl-4-(1,2,2-trimethylcyclopentyl)-, (R)-
    • DTXSID70168762
    • Benzene, 1-methyl-4-(1,2,2-trimethylcyclopentyl)-, (theta)-
    • BENZENE, 1-METHYL-4-(1,2,2-TRIMETHYLCYCLOPENTYL)-, (.THETA.)-
    • Toluene, p-(1,2,2-trimethylcyclopentyl)-, (R)-(+)-
    • 56324-31-3
    • 1-methyl-4-((1R)-1,2,2-trimethylcyclopentyl)benzene
    • (1R,6S)-3-((1S,3S)-3-bromo-1,2,2-trimethylcyclopentyl)-6-chloro-6-methylcyclohex-3-en-1-ol
    • (1R,6S)-3-[(1S,3S)-3-bromo-1,2,2-trimethylcyclopentyl]-6-chloro-6-methylcyclohex-3-en-1-ol
    • MFCD00043118
    • 1-Methyl-4-(1,2,2-trimethylcyclopentyl)benzene #
    • (R)-1-(p-Tolyl)-1,2,2-trimethylcyclopentane
    • DTXCID2091253
    • CHEBI:167407
    • HY-N9626
    • AKOS015914036
    • LMPR0103140001
    • SB46933
    • TS-10159
    • NS00021037
    • (+)-Cuparene, >=99.0% (sum of enantiomers, GC)
    • Q27253858

  • Applications

    Cuparene (CAS 16982-00-6) is a natural sesquiterpene hydrocarbon occurring in resinous woods and essential oils (e.g., copaiba, cypress/juniper, agarwood) and is used primarily as a woody-resinous, warm odorant and secondary fixative in perfumery, incense, and personal care; in research and quality control it serves as a GC-MS marker/standard for essential-oil fingerprinting, botanical source tracing, and adulteration detection, and as a chemo- and geochemical indicator for Cupressaceae/Copaifera-derived materials and fossil resins; at the laboratory scale it provides a convenient carbon framework for oxidation/functionalization to sesquiterpene derivatives, a teaching model in terpene chemistry, and a probe for in vitro bioactivity screening (e.g., antimicrobial, antioxidant) to guide discovery of functional fragrances, while available toxicological and fragrance-safety data support compliance assessments in consumer applications.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 365.33
    methanol 258.99
    isopropanol 332.74
    water 0.7
    ethyl acetate 1210.42
    n-propanol 407.71
    acetone 708.04
    n-butanol 472.36
    acetonitrile 583.02
    DMF 777.98
    toluene 1007.57
    isobutanol 302.99
    1,4-dioxane 1963.81
    methyl acetate 865.39
    THF 1984.95
    2-butanone 813.39
    n-pentanol 264.51
    sec-butanol 315.96
    n-hexane 385.55
    ethylene glycol 47.18
    NMP 437.21
    cyclohexane 513.39
    DMSO 265.89
    n-butyl acetate 1104.23
    n-octanol 216.51
    chloroform 1843.21
    n-propyl acetate 579.29
    acetic acid 193.48
    dichloromethane 1437.88
    cyclohexanone 1007.4
    propylene glycol 80.61
    isopropyl acetate 914.88
    DMAc 793.27
    2-ethoxyethanol 395.26
    isopentanol 448.38
    n-heptane 260.45
    ethyl formate 390.91
    1,2-dichloroethane 1119.86
    n-hexanol 614.98
    2-methoxyethanol 567.91
    isobutyl acetate 542.43
    tetrachloromethane 478.22
    n-pentyl acetate 432.34
    transcutol 1645.86
    n-heptanol 238.35
    ethylbenzene 557.91
    MIBK 621.92
    2-propoxyethanol 856.45
    tert-butanol 555.84
    MTBE 1535.0
    2-butoxyethanol 409.54
    propionic acid 236.95
    o-xylene 561.77
    formic acid 53.23
    diethyl ether 1727.44
    m-xylene 684.71
    p-xylene 748.5
    chlorobenzene 815.44
    dimethyl carbonate 437.09
    n-octane 94.77
    formamide 140.87
    cyclopentanone 976.62
    2-pentanone 781.61
    anisole 899.65
    cyclopentyl methyl ether 1007.77
    gamma-butyrolactone 836.55
    1-methoxy-2-propanol 514.74
    pyridine 1171.49
    3-pentanone 802.7
    furfural 691.12
    n-dodecane 55.94
    diethylene glycol 367.56
    diisopropyl ether 752.57
    tert-amyl alcohol 435.89
    acetylacetone 924.63
    n-hexadecane 67.29
    acetophenone 601.2
    methyl propionate 788.32
    isopentyl acetate 1084.12
    trichloroethylene 1602.02
    n-nonanol 223.56
    cyclohexanol 398.94
    benzyl alcohol 340.65
    2-ethylhexanol 460.13
    isooctanol 230.78
    dipropyl ether 1098.6
    1,2-dichlorobenzene 743.35
    ethyl lactate 187.41
    propylene carbonate 569.16
    n-methylformamide 303.78
    2-pentanol 363.37
    n-pentane 314.55
    1-propoxy-2-propanol 633.2
    1-methoxy-2-propyl acetate 1074.94
    2-(2-methoxypropoxy) propanol 479.31
    mesitylene 508.89
    ε-caprolactone 787.21
    p-cymene 379.96
    epichlorohydrin 1075.06
    1,1,1-trichloroethane 1251.83
    2-aminoethanol 129.87
    morpholine-4-carbaldehyde 863.66
    sulfolane 563.44
    2,2,4-trimethylpentane 163.44
    2-methyltetrahydrofuran 1255.55
    n-hexyl acetate 577.61
    isooctane 164.7
    2-(2-butoxyethoxy)ethanol 588.99
    sec-butyl acetate 581.8
    tert-butyl acetate 1048.99
    decalin 252.78
    glycerin 105.82
    diglyme 1231.29
    acrylic acid 169.79
    isopropyl myristate 324.8
    n-butyric acid 459.66
    acetyl acetate 831.93
    di(2-ethylhexyl) phthalate 236.4
    ethyl propionate 688.44
    nitromethane 482.72
    1,2-diethoxyethane 1245.7
    benzonitrile 483.68
    trioctyl phosphate 160.3
    1-bromopropane 940.56
    gamma-valerolactone 1129.99
    n-decanol 176.52
    triethyl phosphate 346.26
    4-methyl-2-pentanol 327.34
    propionitrile 691.66
    vinylene carbonate 614.43
    1,1,2-trichlorotrifluoroethane 483.28
    DMS 624.26
    cumene 416.11
    2-octanol 162.49
    2-hexanone 537.51
    octyl acetate 324.75
    limonene 461.21
    1,2-dimethoxyethane 1201.42
    ethyl orthosilicate 375.02
    tributyl phosphate 219.26
    diacetone alcohol 527.44
    N,N-dimethylaniline 615.32
    acrylonitrile 602.4
    aniline 617.67
    1,3-propanediol 236.69
    bromobenzene 1000.77
    dibromomethane 1035.48
    1,1,2,2-tetrachloroethane 1334.15
    2-methyl-cyclohexyl acetate 604.74
    tetrabutyl urea 253.66
    diisobutyl methanol 316.12
    2-phenylethanol 544.64
    styrene 634.24
    dioctyl adipate 365.77
    dimethyl sulfate 419.16
    ethyl butyrate 808.21
    methyl lactate 221.8
    butyl lactate 252.49
    diethyl carbonate 577.84
    propanediol butyl ether 223.9
    triethyl orthoformate 617.89
    p-tert-butyltoluene 417.19
    methyl 4-tert-butylbenzoate 524.55
    morpholine 1664.98
    tert-butylamine 523.79
    n-dodecanol 143.51
    dimethoxymethane 1057.52
    ethylene carbonate 596.3
    cyrene 312.16
    2-ethoxyethyl acetate 651.31
    2-ethylhexyl acetate 927.37
    1,2,4-trichlorobenzene 767.64
    4-methylpyridine 1119.13
    dibutyl ether 612.26
    2,6-dimethyl-4-heptanol 316.12
    DEF 764.87
    dimethyl isosorbide 885.71
    tetrachloroethylene 885.91
    eugenol 424.42
    triacetin 503.77
    span 80 353.43
    1,4-butanediol 81.69
    1,1-dichloroethane 1083.32
    2-methyl-1-pentanol 292.06
    methyl formate 232.13
    2-methyl-1-butanol 366.76
    n-decane 99.58
    butyronitrile 645.94
    3,7-dimethyl-1-octanol 312.55
    1-chlorooctane 279.65
    1-chlorotetradecane 132.64
    n-nonane 97.84
    undecane 71.41
    tert-butylcyclohexane 255.19
    cyclooctane 249.46
    cyclopentanol 313.84
    tetrahydropyran 1894.68
    tert-amyl methyl ether 884.65
    2,5,8-trioxanonane 818.3
    1-hexene 640.09
    2-isopropoxyethanol 343.8
    2,2,2-trifluoroethanol 108.07
    methyl butyrate 667.06

    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
Gurjun balsam Dipterocarpus turbinatus Gaertn F., fam. Dipterocarpaceae 5.0%
Seafennel 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.01%
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 1.0%
Mustard seed (China) 1 8007-40-7 Brassica juncea (L.) Czern. et Coss., fam. Brassicaceae (Crucifereae) 0.14%
Lemon verbena (Morocco) 1 Aloysia triphylla (L'Herit.) Britton (Lippia citriodora (Lam.) O. Kuntze) 0.05%
Angelica root (Finland) 4 8015-64-3 Angelica archangelica L. var. archangelica, fam. Apiaceae (Umbelliferae) 0.3%
Angelica root (Finland) 3 8015-64-3 Angelica archangelica L. var. sativa, fam. Apiaceae (Umbelliferae) 0.5%
Pepper, black (India) 1 8006-82-4 Piper nigrum L., fam. Piperaceae 0.4%
Cascarilla 1 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 1.4%
Cupressus funebris Cupressus funebris Endl., fam. Cupressaceae 4.93%
Juniperus oxycedrus leaf Juniperus oxycedrus L., ssp. macrocarpa (Sm.) Ball., fam. Cupressaceae 0.01%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.01%
Vitex agnus-castus fruit (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.2%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.01%
Angelica root (France) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.03%
Thymus funkii Thymus funkii Cosson, fam. Lamiaceae (Labiatae) 0.05%
Hypericum scabrum (Turkey) Hypericum scabrum L., fam. Guttiferae (Hypericeae) 1.9%
Pepper, black (India) 5a 8006-82-4 Piper nigrum L., cultivar 'Karimunda', fam. Piperaceae 0.15%
Pepper, black (India) 5b 8006-82-4 Piper nigrum L., cultivar 'Kalluvally', fam. Piperaceae 0.15%
Pepper, black (India) 5c 8006-82-4 Piper nigrum L., cultivar 'Thommankodi', fam. Piperaceae 0.3%
Pepper, black (India) 5d 8006-82-4 Piper nigrum L., cultivar 'Arakulam', fam. Piperaceae 0.25%
Seafennel (Greece) 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.2%
Cymbopogon olivieri (Iran) Cymbopogon olivieri (Boiss.) Bor, fam. Poaceae (Gramineae) 0.1%
Murraya koenigii (India) Murraya koenigii (L.) Spreng., fam. Rutaceae 0.1%
Pepper, black (India) 7a cv. Kottanadan Piper nigrum L., cultivar Kottanadan, fam. Piperaceae 0.4%
Pepper, black (India) 7b cv. Ottaplackal 8006-82-4 Piper nigrum L., cultivar Ottaplackal, fam. Piperaceae 0.2%
Pepper, black (India) 7c cv. Kuthiravally Piper nigrum L., cultivar Kuthiravally, fam. Piperaceae 0.35%
Pepper, black (India) 7d cv. Cheriakaniakadan 8006-82-4 Piper nigrum L., cultivar Cheriakaniakadan, fam. Piperceae 1.0%