4-Hexenoic acid, 2-ethenyl-2,5-dimethyl-, methyl ester

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  • Identifiers

    CAS number
    66052-32-2

    Molecular formula
    C11H18O2

    SMILES
    CC(=CCC(C)(C=C)C(=O)OC)C

  • Odor profile

    Fragrance
    Fruity 77.34%
    Herbal 59.17%
    Green 49.87%
    Citrus 46.14%
    Sweet 42.93%
    Fresh 42.17%
    Floral 37.01%
    Tropical 33.79%
    Rose 30.01%
    Bergamot 29.61%

     

    Flavor
    Herbal 51.46%
    Fruity 50.51%
    Green 49.8%
    Woody 48.58%
    Bergamot 44.98%
    Sweet 39.58%
    Lavender 35.82%
    Berry 35.14%
    Citrus 33.84%
    Herb 32.6%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.05 (weak base)

    Molecular weight
    182.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    203°C

    Flash point

    • 81.73 ˚C est.

  • Synonyms

    • 66052-32-2
    • Methyl 2,5-dimethyl-2-vinylhex-4-enoate
    • Methyl 2,5-dimethyl-2-vinyl-4-hexenoate
    • 4-Hexenoic acid, 2-ethenyl-2,5-dimethyl-, methyl ester
    • EINECS 266-092-1
    • DTXSID30886793
    • SCHEMBL11743781
    • XMOTZXPRFDJZPA-UHFFFAOYSA-N
    • DTXCID601026112
    • NS00055358

  • Applications

    4-Hexenoic acid, 2-ethenyl-2,5-dimethyl-, methyl ester (CAS 66052-32-2) is used as a specialized monomer and building block in polymer formulations, notably for coatings, adhesives, and inks, where the vinyl group enables radical polymerization and crosslinking; it serves as a reactive monomer in UV-curable coatings and photopolymer resins; it also functions as an intermediate in organic synthesis for other specialty esters and polymer-related compounds in industrial manufacturing; and, depending on formulation, may be considered for fragrance-related intermediates or scent-chemical synthesis, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1245.7
    methanol 834.98
    isopropanol 1476.67
    water 1.75
    ethyl acetate 1754.0
    n-propanol 1337.98
    acetone 1465.17
    n-butanol 1276.28
    acetonitrile 1229.58
    DMF 1634.04
    toluene 1025.53
    isobutanol 1270.33
    1,4-dioxane 2051.96
    methyl acetate 1470.96
    THF 2270.01
    2-butanone 1766.3
    n-pentanol 898.54
    sec-butanol 1842.3
    n-hexane 250.91
    ethylene glycol 127.15
    NMP 1359.67
    cyclohexane 441.42
    DMSO 621.91
    n-butyl acetate 1034.53
    n-octanol 532.34
    chloroform 3682.84
    n-propyl acetate 906.43
    acetic acid 907.65
    dichloromethane 2764.29
    cyclohexanone 1978.8
    propylene glycol 310.36
    isopropyl acetate 1081.26
    DMAc 1475.37
    2-ethoxyethanol 915.53
    isopentanol 1223.73
    n-heptane 115.32
    ethyl formate 905.52
    1,2-dichloroethane 1643.68
    n-hexanol 1012.61
    2-methoxyethanol 1213.07
    isobutyl acetate 583.13
    tetrachloromethane 767.78
    n-pentyl acetate 611.1
    transcutol 1784.77
    n-heptanol 531.98
    ethylbenzene 643.3
    MIBK 850.14
    2-propoxyethanol 1051.44
    tert-butanol 2162.94
    MTBE 2207.84
    2-butoxyethanol 667.63
    propionic acid 828.97
    o-xylene 690.38
    formic acid 250.16
    diethyl ether 1579.07
    m-xylene 739.73
    p-xylene 856.19
    chlorobenzene 995.76
    dimethyl carbonate 407.24
    n-octane 70.76
    formamide 420.32
    cyclopentanone 1827.51
    2-pentanone 1372.4
    anisole 945.26
    cyclopentyl methyl ether 1293.52
    gamma-butyrolactone 1745.44
    1-methoxy-2-propanol 1038.78
    pyridine 1574.52
    3-pentanone 1042.38
    furfural 1334.96
    n-dodecane 51.1
    diethylene glycol 536.55
    diisopropyl ether 559.68
    tert-amyl alcohol 2243.89
    acetylacetone 1175.17
    n-hexadecane 58.93
    acetophenone 794.65
    methyl propionate 1074.38
    isopentyl acetate 979.68
    trichloroethylene 3341.49
    n-nonanol 442.73
    cyclohexanol 1358.94
    benzyl alcohol 692.69
    2-ethylhexanol 626.92
    isooctanol 446.11
    dipropyl ether 531.43
    1,2-dichlorobenzene 867.53
    ethyl lactate 338.92
    propylene carbonate 1169.1
    n-methylformamide 749.04
    2-pentanol 1245.7
    n-pentane 253.13
    1-propoxy-2-propanol 777.51
    1-methoxy-2-propyl acetate 818.65
    2-(2-methoxypropoxy) propanol 547.89
    mesitylene 488.7
    ε-caprolactone 1694.36
    p-cymene 336.49
    epichlorohydrin 2063.13
    1,1,1-trichloroethane 2480.07
    2-aminoethanol 407.37
    morpholine-4-carbaldehyde 1393.51
    sulfolane 1274.15
    2,2,4-trimethylpentane 176.74
    2-methyltetrahydrofuran 2244.09
    n-hexyl acetate 954.53
    isooctane 124.09
    2-(2-butoxyethoxy)ethanol 718.66
    sec-butyl acetate 733.64
    tert-butyl acetate 1111.46
    decalin 208.44
    glycerin 314.96
    diglyme 1231.96
    acrylic acid 574.61
    isopropyl myristate 341.62
    n-butyric acid 1360.19
    acetyl acetate 894.85
    di(2-ethylhexyl) phthalate 297.86
    ethyl propionate 770.18
    nitromethane 1465.37
    1,2-diethoxyethane 804.42
    benzonitrile 853.15
    trioctyl phosphate 220.27
    1-bromopropane 1319.15
    gamma-valerolactone 1955.84
    n-decanol 306.83
    triethyl phosphate 285.41
    4-methyl-2-pentanol 633.83
    propionitrile 1209.21
    vinylene carbonate 1009.44
    1,1,2-trichlorotrifluoroethane 1141.93
    DMS 570.76
    cumene 418.28
    2-octanol 444.68
    2-hexanone 929.29
    octyl acetate 430.57
    limonene 492.36
    1,2-dimethoxyethane 1407.57
    ethyl orthosilicate 294.71
    tributyl phosphate 250.86
    diacetone alcohol 996.91
    N,N-dimethylaniline 614.85
    acrylonitrile 1131.84
    aniline 888.18
    1,3-propanediol 677.04
    bromobenzene 1092.76
    dibromomethane 1935.2
    1,1,2,2-tetrachloroethane 2649.19
    2-methyl-cyclohexyl acetate 588.83
    tetrabutyl urea 299.67
    diisobutyl methanol 338.72
    2-phenylethanol 711.91
    styrene 697.44
    dioctyl adipate 410.21
    dimethyl sulfate 527.04
    ethyl butyrate 709.17
    methyl lactate 388.19
    butyl lactate 403.7
    diethyl carbonate 449.22
    propanediol butyl ether 566.5
    triethyl orthoformate 434.55
    p-tert-butyltoluene 335.88
    methyl 4-tert-butylbenzoate 642.18
    morpholine 2304.05
    tert-butylamine 1482.84
    n-dodecanol 229.58
    dimethoxymethane 967.63
    ethylene carbonate 872.77
    cyrene 558.31
    2-ethoxyethyl acetate 684.38
    2-ethylhexyl acetate 752.89
    1,2,4-trichlorobenzene 1050.14
    4-methylpyridine 1904.26
    dibutyl ether 505.21
    2,6-dimethyl-4-heptanol 338.72
    DEF 1324.92
    dimethyl isosorbide 925.59
    tetrachloroethylene 1729.43
    eugenol 548.44
    triacetin 633.79
    span 80 518.54
    1,4-butanediol 294.81
    1,1-dichloroethane 2422.89
    2-methyl-1-pentanol 937.6
    methyl formate 608.92
    2-methyl-1-butanol 1307.17
    n-decane 93.97
    butyronitrile 1296.56
    3,7-dimethyl-1-octanol 490.07
    1-chlorooctane 376.34
    1-chlorotetradecane 139.81
    n-nonane 94.66
    undecane 66.04
    tert-butylcyclohexane 195.98
    cyclooctane 142.12
    cyclopentanol 1202.35
    tetrahydropyran 2251.14
    tert-amyl methyl ether 1477.64
    2,5,8-trioxanonane 739.11
    1-hexene 745.81
    2-isopropoxyethanol 741.11
    2,2,2-trifluoroethanol 336.16
    methyl butyrate 1073.94

    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