Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R-trans)-

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  • Identifiers

    CAS number
    20307-84-0

    Molecular formula
    C15H24

    SMILES
    CC(C)C1=CC(C(CC1)(C)C=C)C(=C)C

    Retention indicies (RI)

    • DB5: 1335.83
    • Carbowax: 1465.29

  • Odor profile

    Woody 83.15%
    Herbal 72.39%
    Sweet 59.11%
    Terpenic 57.66%
    Citrus 56.94%
    Spicy 55.12%
    Green 50.32%
    Pine 48.76%
    Fresh 46.25%
    Oily 45.18%

    Scent© AI

  • Properties

    XLogP3-AA
    5.3

    pKa est.
    9.11 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    237°C

    Flash point est.
    102.09 ˚C

  • Synonyms

    • Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R-trans)-
    • 4-ethenyl-4-methyl-1-propan-2-yl-3-prop-1-en-2-ylcyclohexene
    • 20307-84-0
    • p-Menth-3-ene, 2-isopropenyl-1-vinyl-, (1S,2R)-(-)-
    • DTXSID00864301
    • .delta.-EIemene
    • CHEBI:229436
    • 2-isopropenyl-1-vinyl-p-menth-3-ene
    • 3-Isopropenyl-1-isopropyl-4-methyl-4-vinyl-1-cyclohexene-, (3R,4R)-
    • 3-Isopropenyl-1-isopropyl-4-methyl-4-vinyl-1-cyclohexene-, (3R-trans)-
    • (3R-trans)-4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)cyclohexene
    • Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R,4R)-

  • Applications

    Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R-trans)- (CAS 20307-84-0) is a C15 cyclohexene-type sesquiterpene with multiple reactive double bonds that occurs as a trace constituent of essential oils; in practice it is used mainly as a reference standard for GC–MS/GC×GC metabolomics, essential-oil fingerprinting and raw-material QC, as a reaction substrate (e.g., epoxidation, hydroboration–oxidation, halohydrin/ozonolysis, selective hydrogenation) to access functionalized sesquiterpene derivatives for aroma chemicals, pharmaceutical intermediates and materials, as a model odorant in fragrance chemistry to probe resinous/woody notes, odor stability and matrix effects when designing nature-inspired blends, as an eco-chemical reference in studies of plant/insect volatiles and post-harvest changes, and as a target for early-stage bioactivity screening (antioxidant, antimicrobial, insect-repellent) within R&D, with potential evaluation as a precursor to resins/coatings after derivatization; note that it is not for direct human or food use without safety assessment and should be handled under controlled laboratory conditions in compliance with chemical regulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 188.56
    methanol 78.55
    isopropanol 214.46
    water 0.03
    ethyl acetate 380.88
    n-propanol 216.51
    acetone 277.76
    n-butanol 287.09
    acetonitrile 133.43
    DMF 229.55
    toluene 665.73
    isobutanol 191.54
    1,4-dioxane 767.38
    methyl acetate 233.66
    THF 1620.99
    2-butanone 404.01
    n-pentanol 178.15
    sec-butanol 234.98
    n-hexane 251.42
    ethylene glycol 6.53
    NMP 272.03
    cyclohexane 417.0
    DMSO 135.16
    n-butyl acetate 829.02
    n-octanol 238.69
    chloroform 671.7
    n-propyl acetate 242.06
    acetic acid 61.91
    dichloromethane 571.78
    cyclohexanone 620.68
    propylene glycol 23.36
    isopropyl acetate 346.9
    DMAc 266.48
    2-ethoxyethanol 112.08
    isopentanol 300.23
    n-heptane 364.77
    ethyl formate 126.72
    1,2-dichloroethane 383.13
    n-hexanol 549.84
    2-methoxyethanol 166.47
    isobutyl acetate 239.46
    tetrachloromethane 180.21
    n-pentyl acetate 324.76
    transcutol 768.47
    n-heptanol 230.71
    ethylbenzene 284.16
    MIBK 329.97
    2-propoxyethanol 381.95
    tert-butanol 352.4
    MTBE 737.8
    2-butoxyethanol 223.63
    propionic acid 73.46
    o-xylene 311.37
    formic acid 7.06
    diethyl ether 741.57
    m-xylene 434.8
    p-xylene 332.24
    chlorobenzene 392.22
    dimethyl carbonate 77.67
    n-octane 91.42
    formamide 15.37
    cyclopentanone 622.8
    2-pentanone 438.09
    anisole 356.3
    cyclopentyl methyl ether 752.94
    gamma-butyrolactone 391.67
    1-methoxy-2-propanol 210.26
    pyridine 564.76
    3-pentanone 328.07
    furfural 252.72
    n-dodecane 51.74
    diethylene glycol 97.55
    diisopropyl ether 319.59
    tert-amyl alcohol 308.06
    acetylacetone 309.71
    n-hexadecane 61.31
    acetophenone 255.65
    methyl propionate 233.48
    isopentyl acetate 695.79
    trichloroethylene 578.04
    n-nonanol 225.03
    cyclohexanol 348.66
    benzyl alcohol 159.11
    2-ethylhexanol 477.32
    isooctanol 206.91
    dipropyl ether 865.64
    1,2-dichlorobenzene 302.74
    ethyl lactate 67.77
    propylene carbonate 263.24
    n-methylformamide 58.45
    2-pentanol 262.94
    n-pentane 238.77
    1-propoxy-2-propanol 419.32
    1-methoxy-2-propyl acetate 497.18
    2-(2-methoxypropoxy) propanol 275.21
    mesitylene 286.35
    ε-caprolactone 446.91
    p-cymene 297.92
    epichlorohydrin 544.71
    1,1,1-trichloroethane 481.87
    2-aminoethanol 27.66
    morpholine-4-carbaldehyde 311.94
    sulfolane 312.53
    2,2,4-trimethylpentane 105.15
    2-methyltetrahydrofuran 1148.15
    n-hexyl acetate 460.63
    isooctane 105.59
    2-(2-butoxyethoxy)ethanol 342.28
    sec-butyl acetate 240.67
    tert-butyl acetate 417.05
    decalin 145.8
    glycerin 26.76
    diglyme 570.08
    acrylic acid 39.77
    isopropyl myristate 238.2
    n-butyric acid 219.87
    acetyl acetate 184.71
    di(2-ethylhexyl) phthalate 174.7
    ethyl propionate 221.22
    nitromethane 90.78
    1,2-diethoxyethane 619.64
    benzonitrile 245.52
    trioctyl phosphate 140.22
    1-bromopropane 552.8
    gamma-valerolactone 511.06
    n-decanol 174.81
    triethyl phosphate 162.98
    4-methyl-2-pentanol 205.17
    propionitrile 206.93
    vinylene carbonate 189.71
    1,1,2-trichlorotrifluoroethane 152.88
    DMS 214.4
    cumene 194.81
    2-octanol 175.6
    2-hexanone 309.47
    octyl acetate 267.78
    limonene 443.93
    1,2-dimethoxyethane 420.05
    ethyl orthosilicate 181.88
    tributyl phosphate 161.36
    diacetone alcohol 284.96
    N,N-dimethylaniline 249.45
    acrylonitrile 134.27
    aniline 310.18
    1,3-propanediol 73.64
    bromobenzene 508.06
    dibromomethane 504.63
    1,1,2,2-tetrachloroethane 466.4
    2-methyl-cyclohexyl acetate 379.21
    tetrabutyl urea 201.26
    diisobutyl methanol 268.6
    2-phenylethanol 317.63
    styrene 304.49
    dioctyl adipate 251.3
    dimethyl sulfate 84.4
    ethyl butyrate 463.37
    methyl lactate 60.27
    butyl lactate 157.96
    diethyl carbonate 232.93
    propanediol butyl ether 160.19
    triethyl orthoformate 325.81
    p-tert-butyltoluene 308.19
    methyl 4-tert-butylbenzoate 298.64
    morpholine 783.02
    tert-butylamine 342.73
    n-dodecanol 138.71
    dimethoxymethane 295.43
    ethylene carbonate 182.69
    cyrene 183.15
    2-ethoxyethyl acetate 343.57
    2-ethylhexyl acetate 630.07
    1,2,4-trichlorobenzene 329.54
    4-methylpyridine 628.2
    dibutyl ether 465.27
    2,6-dimethyl-4-heptanol 268.6
    DEF 334.16
    dimethyl isosorbide 545.24
    tetrachloroethylene 280.17
    eugenol 211.63
    triacetin 257.39
    span 80 277.36
    1,4-butanediol 24.12
    1,1-dichloroethane 430.9
    2-methyl-1-pentanol 217.56
    methyl formate 48.3
    2-methyl-1-butanol 256.44
    n-decane 99.88
    butyronitrile 339.87
    3,7-dimethyl-1-octanol 277.63
    1-chlorooctane 267.74
    1-chlorotetradecane 109.73
    n-nonane 105.98
    undecane 68.9
    tert-butylcyclohexane 139.68
    cyclooctane 186.62
    cyclopentanol 261.2
    tetrahydropyran 1300.2
    tert-amyl methyl ether 487.88
    2,5,8-trioxanonane 384.65
    1-hexene 479.47
    2-isopropoxyethanol 129.36
    2,2,2-trifluoroethanol 16.85
    methyl butyrate 258.54

    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
Ambrosia artemisiafolia Ambrosia artemisiafolia (Catinga de bode), fam. Asteraceae (Compositae) 4.33%
Chamomile, wild (Morocco) Ormenis mixta, fam. Asteraceae (Compositae) 0.7%
Basil (Nigeria) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Lemon (Spain) 7 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.02%
Caraway herb 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.1%
Cedrela odorata Cedrela odorata L., fam. Meliaceae 0.44%
Citronella java (China) 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.01%
Citronella java (Argentina) 2 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.03%
Citronella java (S. America) 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.01%
Citronella java 3 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.01%
Clinopodium vulgare (Belgium) Clinopodium vulgare L. (Satureja vulgaris (L.) Fritsch), fam. Lamiaceae 0.2%
Copaiba balsam 1 8001-61-4 Copaifera reticulata Ducke, fam. Legumiosae (Papilionaceae) 2.55%
Eupatorium maximilianii Eupatorium maximilianii (Erva de Sao Joao), fam. Asteraceae (Compositae) 1.19%
Ginger (Nigeria) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Ginger (Nigeria) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Ginger (Sri Lanka) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.05%
Ginger (Sri Lanka) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.05%
Ginger (Sri Lanka) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.05%
Ginger (Sri Lanka) 4 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.05%
Hyptis pectinata Hyptis pectinata (L.) Poit., fam. Lamiaceae (Labiatae) 0.05%
Lemon (Israel) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.02%
Melaleuca leucadendra (Australia) 1 Melaleuca leucadendra L., fam. Myrtaceae 0.01%
Melaleuca leucadendra (Australia) 2 Melaleuca leucadendra L., fam. Myrtaceae 0.01%
Satsuma mandarin peel 1 Citrus unshiu Marcovitch, fam. Rutaceae 0.01%
Myrrh gum (headspace) 8016-37-3 Commiphora myrrha (Nees) Engler, fam. Burseraceae 28.79%
Ocimum micranthum (Brazil) Ocimum micranthum (common name: Alfavaca de campo), fam. Lamiaceae (Lab.) 1.94%
Opoponax 8021-36-1 Commiphora erythraea Engler var. glabrescens Engler, fam. Burseraceae 5.0%
Orange, bitter (Spain) 1 72968-50-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.05%
Orange, bitter (Spain) 2 72968-50-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Pepper, black 4 8006-82-4 Piper nigrum L., fam. Piperaceae 2.55%
Scullcap Scutellaria lateriflora L., fam. Lamiaceae (Labiatae) 1.1%
Vanillosmopsis arborea leaf Vanillosmopsis arborea Baker, fam. Asteraceae (Compositae) 2.52%
Vanillosmopsis arborea bark Vanillosmopsis arborea Baker, fam. Asteraceae (Compositae) 1.83%
Vassoura (Brazil) 1 Baccharis dracunculifolia DC., fam. Asteraceae (Compositae) 6.4%
Wedelia paludosa (Brazil) 1 Wedelia paludosa DC. (Mal-me-quer), fam. Asteraceae (Compositae) 1.05%
Xylopia aethiopica fruit (Cameroon) Xylopia aethiopica (Dunal) A. Richard, fam. Annonaceae 0.7%
Cajuput (Vietnam) 2 8008-98-8 Melaleuca cajuputi Powell, var. cajuputi, fam. Myrtaceae 0.01%
Croton adenocalyx (Marmeleiro) Croton adenocalyx A. DC., fam. Euphorbiaceae 1.34%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 0.07%
Seafennel 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.25%
Synedrella nodiflora leaf (Fiji) Synedrella nodiflora (L.) 0.71%
Hedychium coronarium flower (Japan) Hedychium coronarium Koenig, fam. Zingiberaceae 0.07%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.01%
Blackcurrant bud 2 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.12%
Olibanum, African (Somalia) 1 8016-36-2 Boswellia frereana Birdwood, fam. Burseraceae 0.08%
Olibanum, African (Somalia) 2 8016-36-2 Boswellia frereana Birdwood, fam. Burseraceae 0.09%
Pepper, black 6 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Pistacia lentiscus fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.01%
Pinus sylvestris 3 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 0.4%
Pinus sylvestris 4 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 0.2%
Argyranthemum adauctum ssp. erythrocarpon Argyranthemum adauctum ssp. erythrocarpon Humphries, fam. Asteraceae 0.01%
Citronella java (India) 3 Orissa 8000-29-1 Cymbopogon winterianus Jowitt, fam. Poaceae (Gramineae) 0.11%
Cardamom, large (Nepalese) (India) 3 Amomum subulatum Roxb., fam. Zingiberaceae 1.2%
Lime (Mexican, West Indian, Key) (France) 2 leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.26%
Lime (Mexican, West Indian, Key) (Malaysia) leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.8%
Lime (Mexican, West Indian, Key) (Malaysia) peel 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.44%
Lime (Mexican, West Indian, Key) (Cameroon) leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.23%
Mandarin leaf (Petitgrain mandarin.) (China) Citrus reticulata Blanco, fam. Rutaceae 0.1%
Swangi (Citrus hystrix) leaf (China) Citrus hystrix Dc (Swangi), fam. Rutaceae 0.05%
Copaiba balsam 2 8001-61-4 Copaifera officinalis L., fam. Legumiosae (Papilionaceae) 1.8%