(6R)-6-(1Z)-1-Buten-1-yl-1,4-cycloheptadiene

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  • Identifiers

    CAS number
    33156-93-3

    Molecular formula
    C11H16

    SMILES
    CC/C=C\[C@H]1CC=CCC=C1

    Safety labels

  • Odor profile

    Fragrance
    Citrus 55.25%
    Green 49.64%
    Herbal 43.74%
    Spicy 37.34%
    Fatty 33.37%
    Gassy 32.85%
    Woody 32.27%
    Fresh 31.06%
    Oily 28.35%
    Sweet 26.45%

     

    Flavor
    Spice 31.57%
    Herbal 24.9%
    Terpentine 22.02%
    Woody 21.02%
    Citric 20.06%
    Shrimp 19.73%
    Wood 19.66%
    Fatty 19.55%
    Diterpene 19.22%
    Oriental 19.11%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    8.31 (weak base)

    Molecular weight
    148.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    198°C

    Flash point

    • 76.51 ˚C est.

  • Synonyms

    • Ectocarpene
    • 5LT5CQ3SYJ
    • (6R)-6-(1Z)-1-BUTEN-1-YL-1,4-CYCLOHEPTADIENE
    • 33156-93-3
    • (6R)-6-[(Z)-but-1-enyl]cyclohepta-1,4-diene
    • (6R)-6-((Z)-but-1-enyl)cyclohepta-1,4-diene
    • (6R)-6-((E)-but-1-enyl)cyclohepta-1,4-diene
    • RefChem:136271
    • (6S)-6-((Z)-but-1-enyl)cyclohepta-1,4-diene
    • Ectocarpen
    • (-)-Dictyopterene D'
    • CHEBI:80847
    • (R)-6-(1-Butenyl)-1,4-cycloheptadiene
    • C16993
    • Q988591
    • ALLO-CIS-1-(CYCLOHEPTADIEN-2',5'-YL)-BUTENE-1
    • 1,4-CYCLOHEPTADIENE, 6-(1-BUTENYL)-, (Z)-(R)-(-)-
    • 33156-93-3

  • Applications

    (6R)-6-(1Z)-1-Buten-1-yl-1,4-cycloheptadiene (CAS 33156-93-3) is primarily encountered as a synthetic building block and intermediate in organic synthesis, with potential utility in Diels–Alder type transformations as a conjugated diene framework, and in specialty polymers and coatings as a reactive monomer or crosslink precursor; it may also serve as a stereochemically defined scaffold for exploratory fragrance chemistry and as a building block in research-scale synthesis of natural-product–like compounds, subject to formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1131.55
    methanol 532.7
    isopropanol 1051.65
    water 0.02
    ethyl acetate 3210.4
    n-propanol 1156.48
    acetone 2420.29
    n-butanol 1427.28
    acetonitrile 1452.71
    DMF 1119.06
    toluene 3108.71
    isobutanol 905.5
    1,4-dioxane 3823.39
    methyl acetate 1677.7
    THF 5306.45
    2-butanone 2502.47
    n-pentanol 888.91
    sec-butanol 1244.38
    n-hexane 1860.14
    ethylene glycol 64.67
    NMP 1020.7
    cyclohexane 3016.34
    DMSO 1920.13
    n-butyl acetate 4250.32
    n-octanol 524.49
    chloroform 4642.2
    n-propyl acetate 1604.64
    acetic acid 474.3
    dichloromethane 4842.19
    cyclohexanone 2798.81
    propylene glycol 152.46
    isopropyl acetate 1703.64
    DMAc 919.79
    2-ethoxyethanol 696.44
    isopentanol 1238.11
    n-heptane 1664.88
    ethyl formate 804.17
    1,2-dichloroethane 3967.88
    n-hexanol 1976.69
    2-methoxyethanol 1014.19
    isobutyl acetate 953.34
    tetrachloromethane 1063.82
    n-pentyl acetate 1137.06
    transcutol 3557.12
    n-heptanol 533.15
    ethylbenzene 1059.46
    MIBK 1393.29
    2-propoxyethanol 1546.63
    tert-butanol 1479.83
    MTBE 3343.64
    2-butoxyethanol 649.4
    propionic acid 556.53
    o-xylene 953.21
    formic acid 43.97
    diethyl ether 6146.5
    m-xylene 1265.07
    p-xylene 974.89
    chlorobenzene 1865.74
    dimethyl carbonate 389.67
    n-octane 390.04
    formamide 100.55
    cyclopentanone 2412.07
    2-pentanone 2623.4
    anisole 1360.73
    cyclopentyl methyl ether 3015.24
    gamma-butyrolactone 1801.27
    1-methoxy-2-propanol 961.49
    pyridine 3708.61
    3-pentanone 2015.26
    furfural 1162.74
    n-dodecane 181.28
    diethylene glycol 483.97
    diisopropyl ether 1570.34
    tert-amyl alcohol 1301.82
    acetylacetone 1626.0
    n-hexadecane 218.29
    acetophenone 841.96
    methyl propionate 1491.1
    isopentyl acetate 2701.08
    trichloroethylene 4377.86
    n-nonanol 488.63
    cyclohexanol 1407.16
    benzyl alcohol 562.5
    2-ethylhexanol 1616.97
    isooctanol 475.42
    dipropyl ether 4511.19
    1,2-dichlorobenzene 1286.77
    ethyl lactate 279.99
    propylene carbonate 1115.97
    n-methylformamide 385.16
    2-pentanol 1260.81
    n-pentane 1576.73
    1-propoxy-2-propanol 1527.07
    1-methoxy-2-propyl acetate 1740.3
    2-(2-methoxypropoxy) propanol 628.36
    mesitylene 762.87
    ε-caprolactone 2052.99
    p-cymene 698.56
    epichlorohydrin 2856.37
    1,1,1-trichloroethane 3570.42
    2-aminoethanol 180.84
    morpholine-4-carbaldehyde 1148.92
    sulfolane 1880.51
    2,2,4-trimethylpentane 366.79
    2-methyltetrahydrofuran 4590.07
    n-hexyl acetate 1350.47
    isooctane 359.01
    2-(2-butoxyethoxy)ethanol 910.66
    sec-butyl acetate 1090.35
    tert-butyl acetate 1593.24
    decalin 610.66
    glycerin 167.17
    diglyme 1948.25
    acrylic acid 329.81
    isopropyl myristate 573.07
    n-butyric acid 1389.41
    acetyl acetate 1178.93
    di(2-ethylhexyl) phthalate 335.3
    ethyl propionate 1356.1
    nitromethane 888.38
    1,2-diethoxyethane 3740.33
    benzonitrile 1067.99
    trioctyl phosphate 277.81
    1-bromopropane 4932.95
    gamma-valerolactone 1886.89
    n-decanol 377.29
    triethyl phosphate 515.64
    4-methyl-2-pentanol 658.65
    propionitrile 1596.69
    vinylene carbonate 857.86
    1,1,2-trichlorotrifluoroethane 1008.9
    DMS 735.75
    cumene 502.27
    2-octanol 392.01
    2-hexanone 1754.85
    octyl acetate 626.3
    limonene 1413.42
    1,2-dimethoxyethane 2084.3
    ethyl orthosilicate 592.25
    tributyl phosphate 390.22
    diacetone alcohol 907.03
    N,N-dimethylaniline 683.05
    acrylonitrile 1222.48
    aniline 1291.14
    1,3-propanediol 399.67
    bromobenzene 2625.09
    dibromomethane 4495.59
    1,1,2,2-tetrachloroethane 3401.36
    2-methyl-cyclohexyl acetate 988.77
    tetrabutyl urea 515.06
    diisobutyl methanol 844.75
    2-phenylethanol 959.72
    styrene 1558.76
    dioctyl adipate 668.66
    dimethyl sulfate 464.97
    ethyl butyrate 2446.35
    methyl lactate 277.7
    butyl lactate 454.58
    diethyl carbonate 1171.44
    propanediol butyl ether 378.09
    triethyl orthoformate 1298.9
    p-tert-butyltoluene 644.03
    methyl 4-tert-butylbenzoate 568.16
    morpholine 3870.0
    tert-butylamine 1476.67
    n-dodecanol 315.19
    dimethoxymethane 1483.56
    ethylene carbonate 862.58
    cyrene 389.28
    2-ethoxyethyl acetate 1277.68
    2-ethylhexyl acetate 2370.28
    1,2,4-trichlorobenzene 1340.13
    4-methylpyridine 3052.04
    dibutyl ether 2361.16
    2,6-dimethyl-4-heptanol 844.75
    DEF 2047.47
    dimethyl isosorbide 1163.72
    tetrachloroethylene 2197.19
    eugenol 461.44
    triacetin 764.39
    span 80 649.07
    1,4-butanediol 126.0
    1,1-dichloroethane 3746.29
    2-methyl-1-pentanol 853.34
    methyl formate 292.56
    2-methyl-1-butanol 1149.52
    n-decane 344.35
    butyronitrile 2285.21
    3,7-dimethyl-1-octanol 693.74
    1-chlorooctane 879.3
    1-chlorotetradecane 331.7
    n-nonane 428.93
    undecane 235.52
    tert-butylcyclohexane 473.49
    cyclooctane 1031.98
    cyclopentanol 906.56
    tetrahydropyran 6565.37
    tert-amyl methyl ether 1949.38
    2,5,8-trioxanonane 1153.92
    1-hexene 3609.54
    2-isopropoxyethanol 573.84
    2,2,2-trifluoroethanol 88.18
    methyl butyrate 1650.78

    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