2-Propenoic acid, 3-(2-furanyl)-, methyl ester

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  • Identifiers

    CAS number
    623-18-7

    Molecular formula
    C8H8O3

    SMILES
    COC(=O)/C=C/C1=CC=CO1

  • Odor profile

    Fragrance
    Fruity 92.75%
    Spicy 69.09%
    Sweet 64.25%
    Balsamic 45.89%
    Caramellic 45.31%
    Cherry 43.42%
    Berry 41.63%
    Cinnamon 41.19%
    Apple 40.87%
    Tropical 36.5%

     

    Flavor
    Fruity 61.1%
    Caramel 34.29%
    Sweet 24.8%
    Grape 23.92%
    Strawberry 22.13%
    Nutty 20.04%
    Spice 19.29%
    Musty 19.08%
    Cotton candy 19.02%
    Extremely sweet 18.91%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    5.48 (weak acid)

    Molecular weight
    152.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    242°C

    Flash point

    • 90.49 ˚C est.

  • Synonyms

    • Methyl furfuracrylate
    • 623-18-7
    • methyl (E)-3-(furan-2-yl)prop-2-enoate
    • Methyl furanacrylate
    • 2-Furanacrylic acid, methyl ester
    • Methyl 3-(2-furyl)acrylate
    • Methyl 3-(2-furanyl)propenoate
    • methyl (2E)-3-(furan-2-yl)prop-2-enoate
    • Methyl 3-(2-furanyl)-2-propenoate
    • 2-Propenoic acid, 3-(2-furanyl)-, methyl ester
    • AI3-03301
    • NSC 35564
    • METHYL B-(2-FURYL)ACRYLATE
    • 58293-85-9
    • Methyl 2-furanacrylate
    • SCHEMBL1286936
    • CHEBI:173646
    • DTXSID001009873
    • methyl trans-3-(2-furyl)acrylate
    • NSC35564
    • LMFA07010960
    • NSC-35564
    • AKOS006242411
    • methyl (E)-3-(uran-2-yl)prop-2-enoate
    • Methyl (2E)-3-(2-furyl)-2-propenoate #
    • NS00124396
    • Acrylic acid, (E)-3-(2-furyl)-, methyl ester
    • EN300-1455874

  • Applications

    2-Propenoic acid, 3-(2-furanyl)-, methyl ester (CAS 623-18-7) is a vinyl monomer used to synthesize furfuryl-functional polymers and copolymers; typical applications include polymerization to give furfuryl-containing polymers with crosslinking capabilities and enhanced heat resistance; use in coatings, paints, and inks as a reactive vinyl monomer; use in adhesives and sealants leveraging furfuryl functionality for crosslinking; serve as an intermediate to introduce furfuryl groups into polymer backbones; and UV-curable coating/ink systems for specialty formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 107.87
    methanol 204.94
    isopropanol 73.76
    water 4.01
    ethyl acetate 190.97
    n-propanol 72.83
    acetone 157.43
    n-butanol 66.41
    acetonitrile 227.42
    DMF 269.97
    toluene 103.93
    isobutanol 62.86
    1,4-dioxane 380.99
    methyl acetate 234.67
    THF 300.36
    2-butanone 146.78
    n-pentanol 48.86
    sec-butanol 75.35
    n-hexane 3.41
    ethylene glycol 45.39
    NMP 250.02
    cyclohexane 9.41
    DMSO 288.34
    n-butyl acetate 50.3
    n-octanol 25.06
    chloroform 290.11
    n-propyl acetate 76.24
    acetic acid 178.5
    dichloromethane 391.02
    cyclohexanone 131.99
    propylene glycol 30.8
    isopropyl acetate 96.74
    DMAc 521.72
    2-ethoxyethanol 174.69
    isopentanol 78.38
    n-heptane 4.21
    ethyl formate 95.09
    1,2-dichloroethane 188.58
    n-hexanol 31.61
    2-methoxyethanol 270.63
    isobutyl acetate 48.53
    tetrachloromethane 27.78
    n-pentyl acetate 31.78
    transcutol 401.44
    n-heptanol 20.44
    ethylbenzene 54.6
    MIBK 69.29
    2-propoxyethanol 95.04
    tert-butanol 147.17
    MTBE 154.19
    2-butoxyethanol 59.93
    propionic acid 86.66
    o-xylene 77.87
    formic acid 161.49
    diethyl ether 131.49
    m-xylene 55.33
    p-xylene 73.13
    chlorobenzene 96.13
    dimethyl carbonate 115.36
    n-octane 2.45
    formamide 360.97
    cyclopentanone 155.03
    2-pentanone 87.85
    anisole 177.49
    cyclopentyl methyl ether 127.96
    gamma-butyrolactone 231.91
    1-methoxy-2-propanol 138.65
    pyridine 321.47
    3-pentanone 96.28
    furfural 285.74
    n-dodecane 3.27
    diethylene glycol 109.63
    diisopropyl ether 34.55
    tert-amyl alcohol 126.52
    acetylacetone 162.3
    n-hexadecane 3.7
    acetophenone 147.89
    methyl propionate 146.62
    isopentyl acetate 56.51
    trichloroethylene 384.35
    n-nonanol 24.66
    cyclohexanol 66.89
    benzyl alcohol 114.09
    2-ethylhexanol 28.71
    isooctanol 21.5
    dipropyl ether 36.73
    1,2-dichlorobenzene 95.27
    ethyl lactate 43.39
    propylene carbonate 112.07
    n-methylformamide 163.64
    2-pentanol 46.96
    n-pentane 4.11
    1-propoxy-2-propanol 51.87
    1-methoxy-2-propyl acetate 85.15
    2-(2-methoxypropoxy) propanol 112.75
    mesitylene 32.79
    ε-caprolactone 126.69
    p-cymene 24.75
    epichlorohydrin 334.04
    1,1,1-trichloroethane 146.55
    2-aminoethanol 76.34
    morpholine-4-carbaldehyde 354.75
    sulfolane 226.39
    2,2,4-trimethylpentane 7.39
    2-methyltetrahydrofuran 224.24
    n-hexyl acetate 51.9
    isooctane 3.24
    2-(2-butoxyethoxy)ethanol 119.66
    sec-butyl acetate 64.42
    tert-butyl acetate 108.11
    decalin 9.35
    glycerin 78.03
    diglyme 268.15
    acrylic acid 102.07
    isopropyl myristate 27.89
    n-butyric acid 97.6
    acetyl acetate 153.95
    di(2-ethylhexyl) phthalate 33.75
    ethyl propionate 90.89
    nitromethane 452.03
    1,2-diethoxyethane 108.11
    benzonitrile 117.24
    trioctyl phosphate 17.55
    1-bromopropane 78.79
    gamma-valerolactone 249.5
    n-decanol 19.18
    triethyl phosphate 47.35
    4-methyl-2-pentanol 34.94
    propionitrile 126.28
    vinylene carbonate 123.61
    1,1,2-trichlorotrifluoroethane 208.68
    DMS 86.26
    cumene 35.22
    2-octanol 16.06
    2-hexanone 63.86
    octyl acetate 32.01
    limonene 31.61
    1,2-dimethoxyethane 290.08
    ethyl orthosilicate 45.51
    tributyl phosphate 25.67
    diacetone alcohol 110.62
    N,N-dimethylaniline 123.15
    acrylonitrile 181.43
    aniline 141.45
    1,3-propanediol 101.72
    bromobenzene 99.69
    dibromomethane 177.97
    1,1,2,2-tetrachloroethane 231.56
    2-methyl-cyclohexyl acetate 57.51
    tetrabutyl urea 38.21
    diisobutyl methanol 21.41
    2-phenylethanol 67.6
    styrene 75.24
    dioctyl adipate 48.86
    dimethyl sulfate 188.45
    ethyl butyrate 61.74
    methyl lactate 66.51
    butyl lactate 27.45
    diethyl carbonate 58.54
    propanediol butyl ether 49.58
    triethyl orthoformate 51.47
    p-tert-butyltoluene 23.74
    methyl 4-tert-butylbenzoate 83.55
    morpholine 358.45
    tert-butylamine 81.84
    n-dodecanol 16.21
    dimethoxymethane 227.24
    ethylene carbonate 91.69
    cyrene 107.51
    2-ethoxyethyl acetate 65.08
    2-ethylhexyl acetate 46.62
    1,2,4-trichlorobenzene 125.2
    4-methylpyridine 243.15
    dibutyl ether 39.06
    2,6-dimethyl-4-heptanol 21.41
    DEF 173.39
    dimethyl isosorbide 169.64
    tetrachloroethylene 161.5
    eugenol 78.84
    triacetin 86.59
    span 80 59.79
    1,4-butanediol 41.19
    1,1-dichloroethane 150.93
    2-methyl-1-pentanol 61.8
    methyl formate 135.28
    2-methyl-1-butanol 71.84
    n-decane 4.67
    butyronitrile 87.85
    3,7-dimethyl-1-octanol 33.23
    1-chlorooctane 18.09
    1-chlorotetradecane 9.93
    n-nonane 3.77
    undecane 3.8
    tert-butylcyclohexane 8.36
    cyclooctane 3.91
    cyclopentanol 67.97
    tetrahydropyran 178.4
    tert-amyl methyl ether 123.07
    2,5,8-trioxanonane 214.83
    1-hexene 18.28
    2-isopropoxyethanol 106.3
    2,2,2-trifluoroethanol 96.64
    methyl butyrate 106.05

    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