Vinyl crotonate

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  • Identifiers

    CAS number
    14861-06-4

    Molecular formula
    C6H8O2

    SMILES
    C/C=C/C(=O)OC=C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 76.84%
    Pungent 52.24%
    Sharp 46.94%
    Ethereal 38.82%
    Green 36.59%
    Rummy 34.7%
    Apple 33.56%
    Caramellic 31.22%
    Burnt 28.24%
    Winey 27.92%

     

    Flavor
    Pungent 25.69%
    Odorless 24.5%
    Sour 20.16%
    Formyl 19.81%
    Acetoin 19.62%
    Acidic 19.48%
    Filbert 19.48%
    Mousy 19.17%
    Soy 19.08%
    Roquefort cheese 19.06%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.9 (neutral)

    Molecular weight
    112.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    140°C

    Flash point

    • 26.21 ˚C est.

  • Synonyms

    • Vinyl crotonate
    • 14861-06-4
    • Vinyl 2-butenoate
    • Crotonic acid vinyl ester
    • Crotonic acid, vinyl ester
    • 2-BUTENOIC ACID, ETHENYL ESTER
    • Vinylester kyseliny krotonove
    • trans-Vinyl crotonate
    • UNII-SMC9A01NVS
    • SMC9A01NVS
    • NSC 5215
    • EINECS 238-930-6
    • BRN 1743151
    • AI3-25333
    • Crotonic acid, vinyl ester, (E)-
    • NSC-5215
    • EINECS 221-783-7
    • RefChem:9387
    • 221-783-7
    • 238-930-6
    • ethenyl (E)-but-2-enoate
    • 3234-54-6
    • Vinyl But-2-enoate
    • vinylcrotonate
    • MFCD00009288
    • 2-Butenoic acid, ethenyl ester, (2E)-
    • Vinyl Crotonate (stabilized with MEHQ)
    • ethenyl (2E)-but-2-enoate
    • vinyl (E)-but-2-enoate
    • Vinylester kyseliny krotonove [Czech]
    • (E)-vinylbut-2-enoate
    • (E)-vinyl but-2-enoate
    • vinyl (2E)but-2-enoate
    • Ethenyl (2E)-2-butenoate
    • SCHEMBL136010
    • Vinyl (2E)-2-butenoate #
    • SCHEMBL4197637
    • trans-crotonic acid vinyl ester
    • IYNRVIKPUTZSOR-HWKANZROSA-
    • DTXSID80864546
    • (E)-2-butenoic acid ethenyl ester
    • SBB054118
    • AKOS015889758
    • CROTONIC ACID VINYL ESTER [MI]
    • NCGC00166251-01
    • BS-21499
    • A808790
    • SR-01000944897
    • SR-01000944897-1
    • Q27289284
    • InChI=1/C6H8O2/c1-3-5-6(7)8-4-2/h3-5H,2H2,1H3/b5-3+
    • 14861-06-4

  • Applications

    Vinyl crotonate (CAS 14861-06-4) is primarily used as a reactive monomer in polymer chemistry, copolymerizing with other vinyl monomers to produce specialty polymers and crotonate-containing resins. The resulting polymers are used in coatings, inks, adhesives, and other specialty resin systems for surface protection. It often serves as a reactive diluent in UV-curable coating and ink formulations, helping to adjust viscosity while participating in crosslinking. Additionally, vinyl crotonate is employed as an intermediate in the synthesis of functional resins for coatings and specialized electronics-related applications, with use governed by formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 288.14
    methanol 344.8
    isopropanol 221.27
    water 1.24
    ethyl acetate 352.47
    n-propanol 217.81
    acetone 497.9
    n-butanol 222.1
    acetonitrile 410.93
    DMF 941.98
    toluene 120.83
    isobutanol 160.05
    1,4-dioxane 443.44
    methyl acetate 372.69
    THF 649.35
    2-butanone 351.01
    n-pentanol 188.29
    sec-butanol 220.62
    n-hexane 69.92
    ethylene glycol 83.28
    NMP 887.72
    cyclohexane 91.94
    DMSO 758.98
    n-butyl acetate 289.01
    n-octanol 181.86
    chloroform 648.24
    n-propyl acetate 245.7
    acetic acid 504.21
    dichloromethane 748.66
    cyclohexanone 505.79
    propylene glycol 108.52
    isopropyl acetate 186.96
    DMAc 664.39
    2-ethoxyethanol 232.97
    isopentanol 167.4
    n-heptane 49.49
    ethyl formate 258.9
    1,2-dichloroethane 417.57
    n-hexanol 209.13
    2-methoxyethanol 384.54
    isobutyl acetate 130.08
    tetrachloromethane 73.98
    n-pentyl acetate 178.85
    transcutol 698.68
    n-heptanol 98.13
    ethylbenzene 117.53
    MIBK 166.88
    2-propoxyethanol 297.86
    tert-butanol 258.11
    MTBE 180.35
    2-butoxyethanol 148.84
    propionic acid 333.29
    o-xylene 108.91
    formic acid 124.41
    diethyl ether 233.88
    m-xylene 108.63
    p-xylene 154.73
    chlorobenzene 270.73
    dimethyl carbonate 182.71
    n-octane 27.43
    formamide 170.88
    cyclopentanone 603.91
    2-pentanone 291.26
    anisole 240.07
    cyclopentyl methyl ether 287.5
    gamma-butyrolactone 749.39
    1-methoxy-2-propanol 320.57
    pyridine 426.97
    3-pentanone 243.83
    furfural 646.07
    n-dodecane 31.67
    diethylene glycol 216.36
    diisopropyl ether 83.98
    tert-amyl alcohol 229.39
    acetylacetone 360.21
    n-hexadecane 34.74
    acetophenone 253.65
    methyl propionate 327.66
    isopentyl acetate 202.29
    trichloroethylene 803.14
    n-nonanol 150.9
    cyclohexanol 222.46
    benzyl alcohol 178.3
    2-ethylhexanol 146.6
    isooctanol 81.86
    dipropyl ether 167.06
    1,2-dichlorobenzene 261.96
    ethyl lactate 155.95
    propylene carbonate 433.42
    n-methylformamide 377.23
    2-pentanol 165.45
    n-pentane 55.62
    1-propoxy-2-propanol 242.65
    1-methoxy-2-propyl acetate 249.01
    2-(2-methoxypropoxy) propanol 249.4
    mesitylene 86.0
    ε-caprolactone 435.42
    p-cymene 90.28
    epichlorohydrin 625.17
    1,1,1-trichloroethane 371.88
    2-aminoethanol 132.68
    morpholine-4-carbaldehyde 596.28
    sulfolane 933.06
    2,2,4-trimethylpentane 29.92
    2-methyltetrahydrofuran 406.61
    n-hexyl acetate 355.29
    isooctane 24.38
    2-(2-butoxyethoxy)ethanol 313.68
    sec-butyl acetate 145.96
    tert-butyl acetate 195.25
    decalin 57.05
    glycerin 145.52
    diglyme 477.72
    acrylic acid 319.11
    isopropyl myristate 138.79
    n-butyric acid 363.22
    acetyl acetate 239.64
    di(2-ethylhexyl) phthalate 126.58
    ethyl propionate 256.71
    nitromethane 791.12
    1,2-diethoxyethane 258.51
    benzonitrile 310.92
    trioctyl phosphate 97.81
    1-bromopropane 262.89
    gamma-valerolactone 658.75
    n-decanol 118.8
    triethyl phosphate 122.22
    4-methyl-2-pentanol 90.45
    propionitrile 296.99
    vinylene carbonate 472.31
    1,1,2-trichlorotrifluoroethane 404.42
    DMS 265.53
    cumene 91.37
    2-octanol 99.44
    2-hexanone 249.86
    octyl acetate 184.93
    limonene 136.86
    1,2-dimethoxyethane 478.48
    ethyl orthosilicate 106.84
    tributyl phosphate 133.5
    diacetone alcohol 226.83
    N,N-dimethylaniline 186.44
    acrylonitrile 417.25
    aniline 164.81
    1,3-propanediol 186.85
    bromobenzene 293.37
    dibromomethane 504.23
    1,1,2,2-tetrachloroethane 553.75
    2-methyl-cyclohexyl acetate 188.31
    tetrabutyl urea 185.59
    diisobutyl methanol 82.9
    2-phenylethanol 180.17
    styrene 157.91
    dioctyl adipate 203.53
    dimethyl sulfate 295.05
    ethyl butyrate 239.81
    methyl lactate 195.84
    butyl lactate 159.66
    diethyl carbonate 194.54
    propanediol butyl ether 211.74
    triethyl orthoformate 153.98
    p-tert-butyltoluene 85.43
    methyl 4-tert-butylbenzoate 216.08
    morpholine 452.6
    tert-butylamine 163.33
    n-dodecanol 98.06
    dimethoxymethane 413.13
    ethylene carbonate 327.36
    cyrene 220.28
    2-ethoxyethyl acetate 220.05
    2-ethylhexyl acetate 166.5
    1,2,4-trichlorobenzene 290.88
    4-methylpyridine 401.91
    dibutyl ether 213.1
    2,6-dimethyl-4-heptanol 82.9
    DEF 409.11
    dimethyl isosorbide 374.84
    tetrachloroethylene 312.05
    eugenol 215.65
    triacetin 300.13
    span 80 237.15
    1,4-butanediol 101.33
    1,1-dichloroethane 408.72
    2-methyl-1-pentanol 163.91
    methyl formate 339.29
    2-methyl-1-butanol 166.65
    n-decane 45.26
    butyronitrile 307.92
    3,7-dimethyl-1-octanol 163.01
    1-chlorooctane 137.18
    1-chlorotetradecane 66.2
    n-nonane 46.18
    undecane 36.85
    tert-butylcyclohexane 52.14
    cyclooctane 30.93
    cyclopentanol 272.06
    tetrahydropyran 412.59
    tert-amyl methyl ether 167.54
    2,5,8-trioxanonane 403.96
    1-hexene 176.21
    2-isopropoxyethanol 163.53
    2,2,2-trifluoroethanol 137.4
    methyl butyrate 339.29

    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