(1R,4S,6S)-4,7,7-Trimethylbicyclo(4.1.0)hept-2-ene

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  • Identifiers

    CAS number
    5208-50-4

    Molecular formula
    C10H16

    SMILES
    C[C@H]1C[C@H]2[C@H](C2(C)C)C=C1

    Safety labels

    Flammable
    Flammable

  • Odor profile

    Fragrance
    Woody 78.91%
    Herbal 63.59%
    Spicy 60.02%
    Fresh 49.76%
    Green 43.27%
    Terpenic 40.33%
    Pine 39.9%
    Citrus 39.78%
    Sweet 37.22%
    Dry 37.15%

     

    Flavor
    Woody 66.11%
    Herbal 48.61%
    Wood 47.67%
    Sweet 47.37%
    Green 44.3%
    Herb 44.28%
    Pine 37.07%
    Spice 35.12%
    Camphor 32.84%
    Citrus 32.17%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.13 (weak base)

    Molecular weight
    136.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    153°C

    Flash point

    • 42.84 ˚C est.

  • Synonyms

    • (1R,4S,6S)-4,7,7-trimethylbicyclo[4.1.0]hept-2-ene
    • (1R,4S,6S)-4,7,7-Trimethylbicyclo(4.1.0)hept-2-ene
    • RefChem:393496
    • (-)-car-4-ene
    • 5208-50-4
    • 4-Carene, trans-(-)-
    • UNII-5VQ84P9UNH
    • 5VQ84P9UNH
    • 4-Carene, trans-
    • 4-Carene, (1S,3S,6R)-(-)-
    • 2TAX77JNCY
    • Bicyclo(4.1.0)hept-2-ene, 4,7,7-trimethyl-, (1R,4S,6S)-
    • Bicyclo(4.1.0)hept-2-ene, 4,7,7-trimethyl-, (1R-(1alpha,4alpha,6alpha))-
    • 93779-69-2
    • UNII-2TAX77JNCY
    • SCHEMBL31474862
    • CHEBI:87676
    • DTXSID801229508
    • Q27159821
    • (1S,3S)-trans-4-Carene, technical, >=85% (sum of enantiomers, GC)
    • Bicyclo(4.1.0)hept-2-ene, 4,7,7-trimethyl-, (1alpha,4alpha,6alpha)-
    • BICYCLO(4.1.0)HEPT-2-ENE, 4,7,7-TRIMETHYL-, (1.ALPHA.,4.ALPHA.,6.ALPHA.)-
    • BICYCLO(4.1.0)HEPT-2-ENE, 4,7,7-TRIMETHYL-, (1R-(1.ALPHA.,4.ALPHA.,6.ALPHA.))-
    • 5208-50-4

  • Applications

    The compound (1R,4S,6S)-4,7,7-Trimethylbicyclo(4.1.0)hept-2-ene (CAS 5208-50-4) is typically used as a fragrance ingredient and can function as a fixative in perfumery and cosmetics. It may be incorporated in household cleaning products to impart a distinctive, long-lasting aroma. Its bicyclic, chiral framework also makes it a potential intermediate in organic synthesis for aroma-related chemicals or specialty polymers. Additionally, it can be explored as a chiral building block in pharmaceutical development contexts, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 243.97
    methanol 127.72
    isopropanol 278.56
    water 0.22
    ethyl acetate 389.5
    n-propanol 265.37
    acetone 358.93
    n-butanol 311.93
    acetonitrile 214.56
    DMF 232.54
    toluene 314.67
    isobutanol 243.94
    1,4-dioxane 580.04
    methyl acetate 331.14
    THF 1002.42
    2-butanone 409.45
    n-pentanol 213.27
    sec-butanol 274.21
    n-hexane 215.19
    ethylene glycol 36.8
    NMP 174.38
    cyclohexane 215.75
    DMSO 169.47
    n-butyl acetate 482.69
    n-octanol 233.87
    chloroform 510.62
    n-propyl acetate 236.35
    acetic acid 86.79
    dichloromethane 381.9
    cyclohexanone 401.06
    propylene glycol 79.83
    isopropyl acetate 343.53
    DMAc 227.69
    2-ethoxyethanol 226.66
    isopentanol 298.17
    n-heptane 211.98
    ethyl formate 141.42
    1,2-dichloroethane 303.94
    n-hexanol 534.66
    2-methoxyethanol 294.33
    isobutyl acetate 230.94
    tetrachloromethane 144.36
    n-pentyl acetate 240.81
    transcutol 702.5
    n-heptanol 239.72
    ethylbenzene 196.43
    MIBK 340.55
    2-propoxyethanol 599.29
    tert-butanol 361.64
    MTBE 604.79
    2-butoxyethanol 304.15
    propionic acid 120.79
    o-xylene 197.98
    formic acid 19.01
    diethyl ether 610.04
    m-xylene 265.36
    p-xylene 216.22
    chlorobenzene 233.55
    dimethyl carbonate 121.61
    n-octane 92.29
    formamide 33.52
    cyclopentanone 464.86
    2-pentanone 386.75
    anisole 309.31
    cyclopentyl methyl ether 520.25
    gamma-butyrolactone 354.97
    1-methoxy-2-propanol 353.89
    pyridine 332.61
    3-pentanone 315.19
    furfural 216.08
    n-dodecane 66.29
    diethylene glycol 257.42
    diisopropyl ether 329.65
    tert-amyl alcohol 302.97
    acetylacetone 343.97
    n-hexadecane 73.98
    acetophenone 202.97
    methyl propionate 285.05
    isopentyl acetate 458.66
    trichloroethylene 398.3
    n-nonanol 215.87
    cyclohexanol 261.33
    benzyl alcohol 157.56
    2-ethylhexanol 350.06
    isooctanol 200.57
    dipropyl ether 525.31
    1,2-dichlorobenzene 201.14
    ethyl lactate 111.28
    propylene carbonate 218.17
    n-methylformamide 99.18
    2-pentanol 300.48
    n-pentane 202.87
    1-propoxy-2-propanol 519.92
    1-methoxy-2-propyl acetate 458.19
    2-(2-methoxypropoxy) propanol 265.85
    mesitylene 206.95
    ε-caprolactone 332.52
    p-cymene 177.4
    epichlorohydrin 451.85
    1,1,1-trichloroethane 356.93
    2-aminoethanol 88.16
    morpholine-4-carbaldehyde 279.84
    sulfolane 282.77
    2,2,4-trimethylpentane 99.16
    2-methyltetrahydrofuran 680.86
    n-hexyl acetate 371.47
    isooctane 119.31
    2-(2-butoxyethoxy)ethanol 362.31
    sec-butyl acetate 241.05
    tert-butyl acetate 402.85
    decalin 118.39
    glycerin 88.24
    diglyme 541.59
    acrylic acid 77.88
    isopropyl myristate 192.44
    n-butyric acid 204.86
    acetyl acetate 209.5
    di(2-ethylhexyl) phthalate 124.41
    ethyl propionate 242.55
    nitromethane 155.32
    1,2-diethoxyethane 448.04
    benzonitrile 186.83
    trioctyl phosphate 113.03
    1-bromopropane 386.7
    gamma-valerolactone 416.94
    n-decanol 173.73
    triethyl phosphate 142.08
    4-methyl-2-pentanol 241.63
    propionitrile 281.82
    vinylene carbonate 166.22
    1,1,2-trichlorotrifluoroethane 186.92
    DMS 243.02
    cumene 156.27
    2-octanol 169.89
    2-hexanone 293.21
    octyl acetate 211.63
    limonene 244.2
    1,2-dimethoxyethane 436.16
    ethyl orthosilicate 157.33
    tributyl phosphate 134.38
    diacetone alcohol 317.03
    N,N-dimethylaniline 198.83
    acrylonitrile 215.02
    aniline 220.64
    1,3-propanediol 145.65
    bromobenzene 278.66
    dibromomethane 342.15
    1,1,2,2-tetrachloroethane 362.37
    2-methyl-cyclohexyl acetate 257.86
    tetrabutyl urea 141.54
    diisobutyl methanol 241.94
    2-phenylethanol 284.96
    styrene 203.3
    dioctyl adipate 174.19
    dimethyl sulfate 117.32
    ethyl butyrate 305.63
    methyl lactate 121.0
    butyl lactate 169.72
    diethyl carbonate 193.53
    propanediol butyl ether 231.82
    triethyl orthoformate 240.58
    p-tert-butyltoluene 197.52
    methyl 4-tert-butylbenzoate 220.31
    morpholine 545.82
    tert-butylamine 315.59
    n-dodecanol 143.89
    dimethoxymethane 360.73
    ethylene carbonate 171.45
    cyrene 160.28
    2-ethoxyethyl acetate 297.2
    2-ethylhexyl acetate 378.49
    1,2,4-trichlorobenzene 222.76
    4-methylpyridine 336.18
    dibutyl ether 363.32
    2,6-dimethyl-4-heptanol 241.94
    DEF 262.67
    dimethyl isosorbide 384.97
    tetrachloroethylene 222.38
    eugenol 182.41
    triacetin 238.04
    span 80 223.24
    1,4-butanediol 69.97
    1,1-dichloroethane 380.11
    2-methyl-1-pentanol 205.38
    methyl formate 86.47
    2-methyl-1-butanol 258.26
    n-decane 103.28
    butyronitrile 305.83
    3,7-dimethyl-1-octanol 263.12
    1-chlorooctane 215.39
    1-chlorotetradecane 107.16
    n-nonane 109.7
    undecane 81.47
    tert-butylcyclohexane 124.32
    cyclooctane 135.11
    cyclopentanol 249.77
    tetrahydropyran 706.47
    tert-amyl methyl ether 395.09
    2,5,8-trioxanonane 343.29
    1-hexene 342.53
    2-isopropoxyethanol 231.25
    2,2,2-trifluoroethanol 41.3
    methyl butyrate 248.77

    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