ethyl (Z)-2-ethoxybut-2-enoate

  • Identifiers

    Molecular formula
    C8H14O3

    SMILES
    CCO/C(=C\C)/C(=O)OCC

  • Odor profile

    Fragrance
    Fruity 89.32%
    Caramellic 59.28%
    Apple 51.73%
    Herbal 42.86%
    Sweet 42.22%
    Chamomile 40.69%
    Winey 40.51%
    Ethereal 37.91%
    Rummy 32.88%
    Pineapple 32.55%

     

    Flavor
    Fruity 75.91%
    Sweet 33.13%
    Creamy 32.78%
    Berry 32.28%
    Tropical 30.32%
    Fruit 28.59%
    Grape 28.36%
    Apple 27.1%
    Floral 26.62%
    Wine 26.58%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    7.7 (neutral)

    Molecular weight
    158.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    191°C

    Flash point

    • 54.63 ˚C est.

  • Synonyms

    • SCHEMBL7101348
    • SCHEMBL7101351
  • Applications

    ethyl (Z)-2-ethoxybut-2-enoate is primarily used as a reactive intermediate in organic synthesis and as a vinyl ether monomer. It serves as a building block for functional vinyl ether copolymers and related esters, enabling cationic polymerization to prepare coatings, inks, and adhesives. The compound can function as a reactive diluent and resin intermediate in UV- or EB-curable coating systems and is evaluated for use in specialty polymers and high-performance resins. Its applications are typically pursued within formulation, process chemistry, and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1129.89
    methanol 1641.73
    isopropanol 858.43
    water 6.56
    ethyl acetate 1535.27
    n-propanol 985.19
    acetone 2015.79
    n-butanol 885.04
    acetonitrile 2341.46
    DMF 2472.61
    toluene 838.49
    isobutanol 740.19
    1,4-dioxane 2293.43
    methyl acetate 1642.74
    THF 1988.63
    2-butanone 1413.02
    n-pentanol 824.83
    sec-butanol 908.56
    n-hexane 327.11
    ethylene glycol 402.87
    NMP 2179.83
    cyclohexane 782.7
    DMSO 1901.14
    n-butyl acetate 1235.95
    n-octanol 625.01
    chloroform 5844.62
    n-propyl acetate 1113.03
    acetic acid 2353.1
    dichloromethane 6502.18
    cyclohexanone 2240.69
    propylene glycol 374.49
    isopropyl acetate 786.37
    DMAc 1709.41
    2-ethoxyethanol 1171.02
    isopentanol 713.01
    n-heptane 225.56
    ethyl formate 1426.45
    1,2-dichloroethane 3689.95
    n-hexanol 744.89
    2-methoxyethanol 1664.21
    isobutyl acetate 554.13
    tetrachloromethane 1348.19
    n-pentyl acetate 865.44
    transcutol 1678.62
    n-heptanol 462.53
    ethylbenzene 671.85
    MIBK 568.65
    2-propoxyethanol 1076.04
    tert-butanol 1054.66
    MTBE 882.9
    2-butoxyethanol 708.22
    propionic acid 1326.82
    o-xylene 649.74
    formic acid 773.95
    diethyl ether 1157.27
    m-xylene 530.46
    p-xylene 948.74
    chlorobenzene 1908.66
    dimethyl carbonate 688.56
    n-octane 143.41
    formamide 1098.51
    cyclopentanone 2089.77
    2-pentanone 1065.72
    anisole 1119.67
    cyclopentyl methyl ether 1059.14
    gamma-butyrolactone 2736.4
    1-methoxy-2-propanol 1028.87
    pyridine 2587.59
    3-pentanone 978.81
    furfural 2751.5
    n-dodecane 113.19
    diethylene glycol 857.22
    diisopropyl ether 351.63
    tert-amyl alcohol 998.35
    acetylacetone 1215.82
    n-hexadecane 130.44
    acetophenone 1094.92
    methyl propionate 1262.84
    isopentyl acetate 862.38
    trichloroethylene 6526.4
    n-nonanol 520.75
    cyclohexanol 1223.86
    benzyl alcohol 992.12
    2-ethylhexanol 565.28
    isooctanol 357.92
    dipropyl ether 629.58
    1,2-dichlorobenzene 1794.65
    ethyl lactate 530.35
    propylene carbonate 1684.04
    n-methylformamide 1573.72
    2-pentanol 645.65
    n-pentane 287.88
    1-propoxy-2-propanol 725.87
    1-methoxy-2-propyl acetate 733.34
    2-(2-methoxypropoxy) propanol 544.63
    mesitylene 406.58
    ε-caprolactone 1888.52
    p-cymene 414.19
    epichlorohydrin 2822.16
    1,1,1-trichloroethane 3322.44
    2-aminoethanol 614.56
    morpholine-4-carbaldehyde 1920.15
    sulfolane 2776.25
    2,2,4-trimethylpentane 142.03
    2-methyltetrahydrofuran 1560.91
    n-hexyl acetate 1183.12
    isooctane 92.82
    2-(2-butoxyethoxy)ethanol 747.64
    sec-butyl acetate 600.17
    tert-butyl acetate 722.68
    decalin 311.2
    glycerin 529.19
    diglyme 1629.24
    acrylic acid 1384.7
    isopropyl myristate 428.6
    n-butyric acid 1558.54
    acetyl acetate 1082.88
    di(2-ethylhexyl) phthalate 371.21
    ethyl propionate 1021.01
    nitromethane 3460.44
    1,2-diethoxyethane 988.42
    benzonitrile 1707.37
    trioctyl phosphate 315.03
    1-bromopropane 1762.33
    gamma-valerolactone 2426.7
    n-decanol 375.33
    triethyl phosphate 472.21
    4-methyl-2-pentanol 340.93
    propionitrile 1588.96
    vinylene carbonate 1899.75
    1,1,2-trichlorotrifluoroethane 2070.03
    DMS 929.68
    cumene 436.54
    2-octanol 435.7
    2-hexanone 925.75
    octyl acetate 581.6
    limonene 583.26
    1,2-dimethoxyethane 2151.03
    ethyl orthosilicate 429.29
    tributyl phosphate 394.65
    diacetone alcohol 685.04
    N,N-dimethylaniline 756.8
    acrylonitrile 2143.42
    aniline 1062.3
    1,3-propanediol 826.59
    bromobenzene 2170.36
    dibromomethane 4098.09
    1,1,2,2-tetrachloroethane 4824.79
    2-methyl-cyclohexyl acetate 620.92
    tetrabutyl urea 503.74
    diisobutyl methanol 296.75
    2-phenylethanol 797.75
    styrene 962.15
    dioctyl adipate 596.15
    dimethyl sulfate 936.93
    ethyl butyrate 908.08
    methyl lactate 606.68
    butyl lactate 555.18
    diethyl carbonate 769.48
    propanediol butyl ether 615.57
    triethyl orthoformate 609.16
    p-tert-butyltoluene 391.28
    methyl 4-tert-butylbenzoate 716.9
    morpholine 2198.18
    tert-butylamine 779.76
    n-dodecanol 287.24
    dimethoxymethane 1292.6
    ethylene carbonate 1538.5
    cyrene 581.76
    2-ethoxyethyl acetate 864.45
    2-ethylhexyl acetate 753.35
    1,2,4-trichlorobenzene 1941.48
    4-methylpyridine 2131.23
    dibutyl ether 716.07
    2,6-dimethyl-4-heptanol 296.75
    DEF 1427.31
    dimethyl isosorbide 914.94
    tetrachloroethylene 3785.67
    eugenol 729.72
    triacetin 844.74
    span 80 551.28
    1,4-butanediol 501.38
    1,1-dichloroethane 3235.85
    2-methyl-1-pentanol 688.24
    methyl formate 1482.75
    2-methyl-1-butanol 783.61
    n-decane 186.22
    butyronitrile 1576.36
    3,7-dimethyl-1-octanol 487.35
    1-chlorooctane 607.04
    1-chlorotetradecane 254.63
    n-nonane 199.4
    undecane 137.68
    tert-butylcyclohexane 219.02
    cyclooctane 239.5
    cyclopentanol 1213.04
    tetrahydropyran 2030.58
    tert-amyl methyl ether 719.93
    2,5,8-trioxanonane 985.96
    1-hexene 804.28
    2-isopropoxyethanol 743.68
    2,2,2-trifluoroethanol 714.19
    methyl butyrate 1388.26

    Scent© AI

1 of 4
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