2-(2-Ethoxy-2-oxoethylidene)butanedioate

  • Identifiers

    Molecular formula
    C8H8O6-2

    SMILES
    CCOC(=O)C=C(CC(=O)[O-])C(=O)[O-]

  • Odor profile

    Fragrance
    Fruity 73.49%
    Sweet 68.14%
    Winey 61.62%
    Caramellic 55.87%
    Buttery 31.5%
    Sour 30.31%
    Burnt 29.4%
    Creamy 27.9%
    Rummy 27.72%
    Ethereal 25.86%

     

    Flavor
    Odorless 41.58%
    Very mild 32.89%
    Fruity 31.74%
    Nutty 27.52%
    Mild 24.68%
    Musty 21.74%
    Caramellic 21.58%
    Yeast 21.05%
    Toffee 20.11%
    Bread crust 20.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    0.43 (strong acid)

    Molecular weight
    200.14 g/mol

    Flash point

    • 152.63 ˚C est.

  • Applications

    2-(2-Ethoxy-2-oxoethylidene)butanedioate is a diester-derived enone that serves as a versatile building block in organic synthesis. It often acts as a Michael-acceptor and crosslinking agent in polymer and coating formulations, enabling conjugate additions that form networks in UV-curable coatings, inks, and adhesive systems. It can function as a monomer or co-monomer in specialty polymers to tailor reactivity and network structure. As an intermediate, it is commonly used to synthesize more complex fine chemicals and other specialty monomers. Depending on formulation and local regulations, it may be used as a precursor in processes for coatings, adhesives, or polymeric materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.38
    methanol 88.98
    isopropanol 19.78
    water 3.86
    ethyl acetate 25.99
    n-propanol 20.34
    acetone 118.07
    n-butanol 12.86
    acetonitrile 49.14
    DMF 966.79
    toluene 6.92
    isobutanol 11.25
    1,4-dioxane 79.85
    methyl acetate 70.62
    THF 109.25
    2-butanone 71.38
    n-pentanol 13.09
    sec-butanol 17.37
    n-hexane 0.58
    ethylene glycol 26.62
    NMP 831.42
    cyclohexane 0.35
    DMSO 1243.49
    n-butyl acetate 18.35
    n-octanol 5.7
    chloroform 12.92
    n-propyl acetate 24.07
    acetic acid 64.78
    dichloromethane 45.16
    cyclohexanone 55.61
    propylene glycol 16.66
    isopropyl acetate 13.77
    DMAc 781.42
    2-ethoxyethanol 96.52
    isopentanol 11.1
    n-heptane 0.31
    ethyl formate 38.52
    1,2-dichloroethane 44.05
    n-hexanol 6.63
    2-methoxyethanol 159.46
    isobutyl acetate 7.01
    tetrachloromethane 1.21
    n-pentyl acetate 9.17
    transcutol 171.46
    n-heptanol 3.91
    ethylbenzene 8.69
    MIBK 14.33
    2-propoxyethanol 45.29
    tert-butanol 27.45
    MTBE 23.16
    2-butoxyethanol 21.01
    propionic acid 37.47
    o-xylene 11.55
    formic acid 126.97
    diethyl ether 18.26
    m-xylene 4.77
    p-xylene 10.62
    chlorobenzene 11.3
    dimethyl carbonate 61.13
    n-octane 0.2
    formamide 342.81
    cyclopentanone 116.86
    2-pentanone 31.15
    anisole 71.79
    cyclopentyl methyl ether 29.82
    gamma-butyrolactone 205.79
    1-methoxy-2-propanol 75.26
    pyridine 90.07
    3-pentanone 31.01
    furfural 253.25
    n-dodecane 0.24
    diethylene glycol 60.85
    diisopropyl ether 3.33
    tert-amyl alcohol 29.18
    acetylacetone 60.51
    n-hexadecane 0.28
    acetophenone 79.57
    methyl propionate 51.37
    isopentyl acetate 14.42
    trichloroethylene 67.88
    n-nonanol 5.71
    cyclohexanol 9.91
    benzyl alcohol 46.79
    2-ethylhexanol 4.88
    isooctanol 3.38
    dipropyl ether 8.29
    1,2-dichlorobenzene 17.44
    ethyl lactate 23.86
    propylene carbonate 66.63
    n-methylformamide 284.51
    2-pentanol 7.35
    n-pentane 0.34
    1-propoxy-2-propanol 26.24
    1-methoxy-2-propyl acetate 31.74
    2-(2-methoxypropoxy) propanol 55.25
    mesitylene 3.19
    ε-caprolactone 67.88
    p-cymene 4.25
    epichlorohydrin 179.85
    1,1,1-trichloroethane 9.34
    2-aminoethanol 36.35
    morpholine-4-carbaldehyde 490.75
    sulfolane 457.69
    2,2,4-trimethylpentane 0.4
    2-methyltetrahydrofuran 58.85
    n-hexyl acetate 14.66
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 49.81
    sec-butyl acetate 11.98
    tert-butyl acetate 20.62
    decalin 0.75
    glycerin 45.95
    diglyme 124.84
    acrylic acid 57.95
    isopropyl myristate 5.78
    n-butyric acid 21.13
    acetyl acetate 18.69
    di(2-ethylhexyl) phthalate 12.46
    ethyl propionate 26.07
    nitromethane 378.68
    1,2-diethoxyethane 30.77
    benzonitrile 32.92
    trioctyl phosphate 5.73
    1-bromopropane 9.56
    gamma-valerolactone 221.45
    n-decanol 4.2
    triethyl phosphate 18.71
    4-methyl-2-pentanol 4.11
    propionitrile 20.67
    vinylene carbonate 69.14
    1,1,2-trichlorotrifluoroethane 126.92
    DMS 38.68
    cumene 6.26
    2-octanol 2.98
    2-hexanone 27.43
    octyl acetate 8.69
    limonene 5.44
    1,2-dimethoxyethane 185.65
    ethyl orthosilicate 13.59
    tributyl phosphate 9.69
    diacetone alcohol 40.2
    N,N-dimethylaniline 65.32
    acrylonitrile 57.02
    aniline 28.63
    1,3-propanediol 37.3
    bromobenzene 8.6
    dibromomethane 16.8
    1,1,2,2-tetrachloroethane 42.8
    2-methyl-cyclohexyl acetate 17.7
    tetrabutyl urea 19.68
    diisobutyl methanol 3.13
    2-phenylethanol 21.65
    styrene 13.03
    dioctyl adipate 15.72
    dimethyl sulfate 231.46
    ethyl butyrate 17.69
    methyl lactate 49.68
    butyl lactate 13.79
    diethyl carbonate 18.19
    propanediol butyl ether 23.39
    triethyl orthoformate 15.38
    p-tert-butyltoluene 3.61
    methyl 4-tert-butylbenzoate 37.77
    morpholine 106.24
    tert-butylamine 10.13
    n-dodecanol 2.96
    dimethoxymethane 175.4
    ethylene carbonate 40.55
    cyrene 97.94
    2-ethoxyethyl acetate 25.06
    2-ethylhexyl acetate 11.05
    1,2,4-trichlorobenzene 29.83
    4-methylpyridine 94.05
    dibutyl ether 7.9
    2,6-dimethyl-4-heptanol 3.13
    DEF 108.15
    dimethyl isosorbide 104.36
    tetrachloroethylene 24.68
    eugenol 40.61
    triacetin 38.99
    span 80 24.54
    1,4-butanediol 20.23
    1,1-dichloroethane 13.48
    2-methyl-1-pentanol 13.07
    methyl formate 212.39
    2-methyl-1-butanol 12.98
    n-decane 0.4
    butyronitrile 13.57
    3,7-dimethyl-1-octanol 6.38
    1-chlorooctane 2.48
    1-chlorotetradecane 1.08
    n-nonane 0.33
    undecane 0.31
    tert-butylcyclohexane 0.61
    cyclooctane 0.18
    cyclopentanol 15.52
    tetrahydropyran 25.7
    tert-amyl methyl ether 24.91
    2,5,8-trioxanonane 97.28
    1-hexene 3.26
    2-isopropoxyethanol 44.04
    2,2,2-trifluoroethanol 43.73
    methyl butyrate 39.76

    Scent© AI

1 of 3
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