Methyl 4-oxobutyrate

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  • Identifiers

    CAS number
    13865-19-5

    Molecular formula
    C5H8O3

    SMILES
    COC(=O)CCC=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 86.91%
    Green 64.95%
    Ethereal 55.81%
    Caramellic 48.01%
    Winey 46.58%
    Rummy 43.02%
    Apple 42.24%
    Pungent 41.84%
    Sharp 39.71%
    Sweet 38.5%

     

    Flavor
    Fruity 69.93%
    Sweet 51.55%
    Pungent 41.21%
    Floral 39.4%
    Green 39.25%
    Rum 34.52%
    Pineapple 34.21%
    Ethereal 32.19%
    Fatty 31.29%
    Strawberry 29.89%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    6.02 (neutral)

    Molecular weight
    116.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    184°C

    Flash point

    • 65.68 ˚C est.

  • Synonyms

    • Methyl 4-oxobutanoate
    • 13865-19-5
    • Methyl 4-oxobutyrate
    • EINECS 237-611-9
    • DTXSID20160736
    • RefChem:816569
    • DTXCID3083227
    • 237-611-9
    • 4-OXOBUTANOIC ACID METHYL ESTER
    • 4-oxo-butyric acid methyl ester
    • methyl-4-oxobutanoate
    • MFCD00082185
    • Butanoic acid, 4-oxo-, methyl ester
    • Methyl 4-oxobutanoate (~85%)
    • 4-oxobutyric acid methyl ester
    • methyl 3-formylpropionate
    • Methyl4-oxobutanoate
    • Beraprost Impurity 47
    • UVT6EYC4N3
    • 3-carbomethoxypropionaldehyde
    • Methyl 4-oxobutanoate, 90%
    • SCHEMBL242764
    • SCHEMBL892876
    • orb3022137
    • SCHEMBL6955826
    • Succinaldehydic acid, methyl ester
    • 3-formyl-propionic acid methyl ester
    • AKOS005137977
    • AS-37953
    • BP-27934
    • SY026183
    • DB-006888
    • NS00024489
    • EN300-187997
    • F091473
    • 13865-19-5

  • Applications

    Methyl 4-oxobutyrate (CAS 13865-19-5) is a versatile intermediate in organic synthesis, used as a building block for pharmaceutical and agrochemical development; serves as a starting point for the preparation of beta-dicarbonyl compounds and heterocyclic motifs; acts as a precursor for fragrance and aroma-related materials in perfumery; and can be converted into functionalized derivatives for polymer and plastics production (e.g., polyester or polyurethane) after suitable modification of the functional group.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 304.59
    methanol 624.45
    isopropanol 207.22
    water 61.66
    ethyl acetate 331.26
    n-propanol 179.8
    acetone 750.13
    n-butanol 140.35
    acetonitrile 1200.39
    DMF 1155.44
    toluene 84.81
    isobutanol 142.39
    1,4-dioxane 521.91
    methyl acetate 539.21
    THF 525.9
    2-butanone 420.79
    n-pentanol 116.0
    sec-butanol 173.99
    n-hexane 13.91
    ethylene glycol 111.5
    NMP 1283.14
    cyclohexane 14.31
    DMSO 1560.92
    n-butyl acetate 116.97
    n-octanol 51.95
    chloroform 518.58
    n-propyl acetate 181.96
    acetic acid 900.66
    dichloromethane 906.59
    cyclohexanone 410.45
    propylene glycol 74.23
    isopropyl acetate 150.72
    DMAc 1182.46
    2-ethoxyethanol 365.13
    isopentanol 141.21
    n-heptane 8.15
    ethyl formate 374.49
    1,2-dichloroethane 497.26
    n-hexanol 56.8
    2-methoxyethanol 538.04
    isobutyl acetate 91.68
    tetrachloromethane 82.31
    n-pentyl acetate 82.27
    transcutol 719.89
    n-heptanol 35.65
    ethylbenzene 61.16
    MIBK 122.14
    2-propoxyethanol 171.83
    tert-butanol 305.85
    MTBE 229.69
    2-butoxyethanol 105.36
    propionic acid 375.3
    o-xylene 83.18
    formic acid 632.38
    diethyl ether 183.65
    m-xylene 56.15
    p-xylene 103.29
    chlorobenzene 195.75
    dimethyl carbonate 148.37
    n-octane 5.02
    formamide 1121.75
    cyclopentanone 670.49
    2-pentanone 226.77
    anisole 242.37
    cyclopentyl methyl ether 194.06
    gamma-butyrolactone 1003.1
    1-methoxy-2-propanol 262.4
    pyridine 548.07
    3-pentanone 189.34
    furfural 1007.04
    n-dodecane 4.76
    diethylene glycol 174.58
    diisopropyl ether 42.53
    tert-amyl alcohol 265.24
    acetylacetone 362.69
    n-hexadecane 5.38
    acetophenone 272.56
    methyl propionate 263.85
    isopentyl acetate 105.31
    trichloroethylene 928.81
    n-nonanol 44.66
    cyclohexanol 129.91
    benzyl alcohol 187.94
    2-ethylhexanol 44.09
    isooctanol 33.45
    dipropyl ether 56.98
    1,2-dichlorobenzene 205.73
    ethyl lactate 90.39
    propylene carbonate 406.0
    n-methylformamide 789.79
    2-pentanol 91.99
    n-pentane 12.26
    1-propoxy-2-propanol 96.83
    1-methoxy-2-propyl acetate 122.77
    2-(2-methoxypropoxy) propanol 163.56
    mesitylene 35.11
    ε-caprolactone 396.77
    p-cymene 35.52
    epichlorohydrin 885.41
    1,1,1-trichloroethane 308.8
    2-aminoethanol 193.4
    morpholine-4-carbaldehyde 929.04
    sulfolane 1074.65
    2,2,4-trimethylpentane 11.5
    2-methyltetrahydrofuran 446.06
    n-hexyl acetate 124.67
    isooctane 5.14
    2-(2-butoxyethoxy)ethanol 186.47
    sec-butyl acetate 110.19
    tert-butyl acetate 154.58
    decalin 12.97
    glycerin 149.29
    diglyme 435.83
    acrylic acid 410.11
    isopropyl myristate 47.22
    n-butyric acid 321.45
    acetyl acetate 253.1
    di(2-ethylhexyl) phthalate 60.15
    ethyl propionate 163.65
    nitromethane 2189.78
    1,2-diethoxyethane 181.85
    benzonitrile 343.28
    trioctyl phosphate 35.39
    1-bromopropane 173.42
    gamma-valerolactone 864.13
    n-decanol 31.45
    triethyl phosphate 76.74
    4-methyl-2-pentanol 55.85
    propionitrile 418.2
    vinylene carbonate 392.99
    1,1,2-trichlorotrifluoroethane 503.45
    DMS 159.3
    cumene 46.36
    2-octanol 30.16
    2-hexanone 174.36
    octyl acetate 60.12
    limonene 47.72
    1,2-dimethoxyethane 601.32
    ethyl orthosilicate 67.16
    tributyl phosphate 58.2
    diacetone alcohol 201.94
    N,N-dimethylaniline 161.71
    acrylonitrile 672.23
    aniline 200.57
    1,3-propanediol 237.68
    bromobenzene 172.4
    dibromomethane 403.82
    1,1,2,2-tetrachloroethane 519.17
    2-methyl-cyclohexyl acetate 97.05
    tetrabutyl urea 81.88
    diisobutyl methanol 31.89
    2-phenylethanol 94.88
    styrene 90.52
    dioctyl adipate 91.96
    dimethyl sulfate 360.62
    ethyl butyrate 125.96
    methyl lactate 135.69
    butyl lactate 73.67
    diethyl carbonate 107.6
    propanediol butyl ether 113.79
    triethyl orthoformate 84.3
    p-tert-butyltoluene 31.42
    methyl 4-tert-butylbenzoate 141.02
    morpholine 573.65
    tert-butylamine 167.01
    n-dodecanol 24.06
    dimethoxymethane 352.35
    ethylene carbonate 279.99
    cyrene 192.82
    2-ethoxyethyl acetate 152.33
    2-ethylhexyl acetate 82.62
    1,2,4-trichlorobenzene 255.16
    4-methylpyridine 530.59
    dibutyl ether 71.67
    2,6-dimethyl-4-heptanol 31.89
    DEF 448.19
    dimethyl isosorbide 291.75
    tetrachloroethylene 354.45
    eugenol 139.08
    triacetin 190.86
    span 80 102.86
    1,4-butanediol 107.07
    1,1-dichloroethane 372.42
    2-methyl-1-pentanol 127.56
    methyl formate 594.9
    2-methyl-1-butanol 142.23
    n-decane 7.84
    butyronitrile 321.65
    3,7-dimethyl-1-octanol 56.8
    1-chlorooctane 33.83
    1-chlorotetradecane 14.34
    n-nonane 7.48
    undecane 5.82
    tert-butylcyclohexane 12.36
    cyclooctane 5.28
    cyclopentanol 191.34
    tetrahydropyran 263.84
    tert-amyl methyl ether 183.82
    2,5,8-trioxanonane 310.27
    1-hexene 52.54
    2-isopropoxyethanol 203.33
    2,2,2-trifluoroethanol 410.96
    methyl butyrate 257.33

    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