Ethyl vinyl ether

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  • Identifiers

    CAS number
    109-92-2

    Molecular formula
    C4H8O

    SMILES
    CCOC=C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Ethereal 82.36%
    Fruity 79.35%
    Pungent 56.4%
    Rummy 49.29%
    Green 48.64%
    Sharp 47.13%
    Alcoholic 45.9%
    Fresh 44.43%
    Winey 42.41%
    Cognac 39.27%

     

    Flavor
    Green 74.3%
    Ethereal 65.11%
    Pungent 58.23%
    Fruity 57.14%
    Bitter 49.11%
    Alcohol 48.38%
    Earthy 45.02%
    Ether 39.62%
    Nutty 38.74%
    Sweet 35.06%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    7.4 (neutral)

    Molecular weight
    72.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -175 °F (USCG, 1999)
    • -115.8 °C
    • -115 °C

    Boiling point

    • 96 °F at 760 mmHg (USCG, 1999)
    • 35.5 °C
    • 36 °C

    Flash point

    • -44.74 ˚C est.
    • less than -50 °F (USCG, 1999)
    • < -50 °F (< -46 °C) /closed cup/

    Solubility expt.

    • In water, 7800 mg/L at 25 °C
    • In water, 10000 mg/L at 37 °C
    • Slightly soluble in carbon tetrachloride; soluble in ethanol; miscible in ether
    • Solubility in water, g/l at 15 °C: 8.3 (slightly soluble)

  • Synonyms

    • Ethyl vinyl ether
    • Ethoxyethene
    • 109-92-2
    • Ethoxyethylene
    • Ethene, ethoxy-
    • 1-Ethoxyethene
    • VINYL ETHYL ETHER
    • Vinamar
    • 1-Ethoxyethylene
    • ethenoxyethane
    • Ether, ethyl vinyl
    • Ether, vinyl ethyl
    • Ethyl ethenyl ether
    • Ethene, ethoxy
    • EBDC
    • NSC 8405
    • Vinyl ethyl ether, inhibited
    • vinylethylether
    • Ether, ethyl vinyl (inhibited)
    • CH2=CHOC2H5
    • EINECS 203-718-4
    • UN1302
    • ((Vinyl)oxy)ethane
    • BRN 0605351
    • AI3-24226
    • UNII-6235C9592H
    • NSC-8405
    • EVE
    • UN 1302 (Salt/Mix)
    • DTXSID3029609
    • HSDB 8404
    • EC 203-718-4
    • 4-01-00-02049 (Beilstein Handbook Reference)
    • 6235C9592H
    • Agrisynth EVE
    • ethylvinylether
    • Bakelite EHBC
    • Bakelite EHBM
    • VINYL ETHYL ETHER, (STABILIZED)
    • VINYL ETHYL ETHER, [STABILIZED]
    • Luthonal A 20
    • EDBC
    • EHBC
    • Lutonal A 25
    • Lutonal A 50
    • EHB-M
    • ethoxyethylen
    • Ethyloxyethene
    • 1Ethoxyethylene
    • 1Ethoxyethene
    • Ethoxy-ethene
    • ethyl vinylether
    • ethylvinyl ether
    • vinylethyl ether
    • 1-(Vinyloxy)ethane
    • MFCD00009248
    • [(Ethenyl)oxy]ethane
    • Ethyl vinyl ether, >=99%
    • CHEMBL116745
    • DTXCID709609
    • WLN: 2O1U1
    • NSC8405
    • VINYL ETHYL ETHER, STABILIZED
    • AKOS000120172
    • PB47851
    • E0193
    • Ethyl vinyl ether, purum, >=98.0% (GC)
    • NS00002584
    • EN300-20565
    • P19610
    • A802110
    • Ethyl vinyl ether, contains 0.1% KOH as stabilizer
    • Ethyl vinyl ether; >99% stabilized with 0.1% KOH
    • Q1371500
    • F0001-0208
    • Ethyl vinyl ether, contains 0.1% KOH as stabilizer, 99%
    • Vinyl ethyl ether, inhibited [UN1302] [Flammable liquid]

  • Applications

    Ethyl vinyl ether (CAS 109-92-2) is a vinyl ether monomer that undergoes cationic polymerization to form poly(vinyl ether) resins and copolymers; the materials are used in plastics and rubber sectors, coatings and inks, adhesives and sealants, and can be used as a reactive diluent to adjust viscosity in coating and sealant formulations; it also serves as a precursor for specialty polymers used in electronics encapsulation and related industrial adhesive formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 312.53
    methanol 355.11
    isopropanol 199.63
    water 2.81
    ethyl acetate 259.71
    n-propanol 240.62
    acetone 271.79
    n-butanol 225.89
    acetonitrile 329.09
    DMF 306.1
    toluene 140.38
    isobutanol 156.61
    1,4-dioxane 533.02
    methyl acetate 241.77
    THF 585.81
    2-butanone 240.27
    n-pentanol 157.55
    sec-butanol 195.58
    n-hexane 96.52
    ethylene glycol 95.92
    NMP 431.28
    cyclohexane 158.47
    DMSO 450.83
    n-butyl acetate 183.53
    n-octanol 87.38
    chloroform 634.43
    n-propyl acetate 117.99
    acetic acid 385.76
    dichloromethane 675.97
    cyclohexanone 360.58
    propylene glycol 98.22
    isopropyl acetate 113.89
    DMAc 303.26
    2-ethoxyethanol 203.97
    isopentanol 157.91
    n-heptane 87.69
    ethyl formate 127.03
    1,2-dichloroethane 359.49
    n-hexanol 193.91
    2-methoxyethanol 339.1
    isobutyl acetate 67.43
    tetrachloromethane 175.99
    n-pentyl acetate 95.13
    transcutol 672.51
    n-heptanol 68.24
    ethylbenzene 61.36
    MIBK 85.73
    2-propoxyethanol 261.66
    tert-butanol 218.49
    MTBE 205.33
    2-butoxyethanol 109.34
    propionic acid 230.36
    o-xylene 90.23
    formic acid 144.86
    diethyl ether 313.78
    m-xylene 74.72
    p-xylene 77.09
    chlorobenzene 186.23
    dimethyl carbonate 49.73
    n-octane 26.25
    formamide 151.07
    cyclopentanone 366.26
    2-pentanone 185.24
    anisole 135.7
    cyclopentyl methyl ether 271.56
    gamma-butyrolactone 393.84
    1-methoxy-2-propanol 224.3
    pyridine 370.84
    3-pentanone 171.96
    furfural 336.76
    n-dodecane 18.84
    diethylene glycol 219.79
    diisopropyl ether 73.69
    tert-amyl alcohol 198.77
    acetylacetone 181.77
    n-hexadecane 20.96
    acetophenone 104.7
    methyl propionate 169.12
    isopentyl acetate 131.54
    trichloroethylene 518.56
    n-nonanol 79.1
    cyclohexanol 235.54
    benzyl alcohol 112.28
    2-ethylhexanol 125.56
    isooctanol 52.91
    dipropyl ether 165.94
    1,2-dichlorobenzene 152.07
    ethyl lactate 56.93
    propylene carbonate 165.21
    n-methylformamide 172.56
    2-pentanol 140.42
    n-pentane 94.61
    1-propoxy-2-propanol 188.09
    1-methoxy-2-propyl acetate 151.0
    2-(2-methoxypropoxy) propanol 159.13
    mesitylene 47.02
    ε-caprolactone 301.79
    p-cymene 60.35
    epichlorohydrin 399.17
    1,1,1-trichloroethane 342.56
    2-aminoethanol 150.1
    morpholine-4-carbaldehyde 421.23
    sulfolane 400.4
    2,2,4-trimethylpentane 35.41
    2-methyltetrahydrofuran 525.41
    n-hexyl acetate 144.19
    isooctane 20.36
    2-(2-butoxyethoxy)ethanol 199.67
    sec-butyl acetate 76.71
    tert-butyl acetate 110.44
    decalin 50.17
    glycerin 142.07
    diglyme 329.2
    acrylic acid 203.19
    isopropyl myristate 64.19
    n-butyric acid 251.8
    acetyl acetate 162.8
    di(2-ethylhexyl) phthalate 68.79
    ethyl propionate 113.05
    nitromethane 411.27
    1,2-diethoxyethane 268.65
    benzonitrile 151.43
    trioctyl phosphate 40.94
    1-bromopropane 299.37
    gamma-valerolactone 434.42
    n-decanol 61.13
    triethyl phosphate 68.48
    4-methyl-2-pentanol 65.56
    propionitrile 227.12
    vinylene carbonate 142.35
    1,1,2-trichlorotrifluoroethane 294.45
    DMS 121.31
    cumene 46.32
    2-octanol 51.88
    2-hexanone 127.53
    octyl acetate 80.53
    limonene 113.79
    1,2-dimethoxyethane 337.43
    ethyl orthosilicate 68.65
    tributyl phosphate 60.36
    diacetone alcohol 127.79
    N,N-dimethylaniline 91.42
    acrylonitrile 232.69
    aniline 174.28
    1,3-propanediol 181.1
    bromobenzene 195.56
    dibromomethane 480.6
    1,1,2,2-tetrachloroethane 420.08
    2-methyl-cyclohexyl acetate 107.93
    tetrabutyl urea 80.48
    diisobutyl methanol 63.69
    2-phenylethanol 119.51
    styrene 86.98
    dioctyl adipate 100.58
    dimethyl sulfate 86.04
    ethyl butyrate 131.21
    methyl lactate 81.62
    butyl lactate 67.1
    diethyl carbonate 79.52
    propanediol butyl ether 95.89
    triethyl orthoformate 94.43
    p-tert-butyltoluene 56.77
    methyl 4-tert-butylbenzoate 96.2
    morpholine 553.3
    tert-butylamine 167.14
    n-dodecanol 49.64
    dimethoxymethane 193.67
    ethylene carbonate 124.89
    cyrene 123.6
    2-ethoxyethyl acetate 144.19
    2-ethylhexyl acetate 119.43
    1,2,4-trichlorobenzene 192.32
    4-methylpyridine 296.96
    dibutyl ether 144.92
    2,6-dimethyl-4-heptanol 63.69
    DEF 236.41
    dimethyl isosorbide 260.07
    tetrachloroethylene 310.26
    eugenol 101.93
    triacetin 142.24
    span 80 143.29
    1,4-butanediol 78.33
    1,1-dichloroethane 339.21
    2-methyl-1-pentanol 130.55
    methyl formate 115.1
    2-methyl-1-butanol 167.49
    n-decane 31.88
    butyronitrile 204.81
    3,7-dimethyl-1-octanol 95.59
    1-chlorooctane 81.68
    1-chlorotetradecane 37.11
    n-nonane 34.12
    undecane 23.31
    tert-butylcyclohexane 40.18
    cyclooctane 48.71
    cyclopentanol 239.26
    tetrahydropyran 507.67
    tert-amyl methyl ether 176.65
    2,5,8-trioxanonane 286.19
    1-hexene 159.62
    2-isopropoxyethanol 131.89
    2,2,2-trifluoroethanol 103.17
    methyl butyrate 135.83

    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