Ethyl-2,4-dioxohexanoate

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  • Identifiers

    CAS number
    13246-52-1

    Molecular formula
    C8H12O4

    SMILES
    CCC(=O)CC(=O)C(=O)OCC

  • Odor profile

    Fragrance
    Fruity 88.19%
    Caramellic 78.15%
    Sweet 55.02%
    Winey 44.27%
    Buttery 43.27%
    Floral 41.61%
    Burnt 39.79%
    Creamy 37.6%
    Nutty 32.21%
    Fatty 30.58%

     

    Flavor
    Fruity 68.73%
    Caramel 43.01%
    Creamy 42.91%
    Buttery 39.17%
    Sweet 33.68%
    Butter 33.59%
    Fatty 30.87%
    Cheese 28.66%
    Grape 26.15%
    Berry 24.95%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.04 (neutral)

    Molecular weight
    172.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 100.00 to 105.00 °C. @ 6.00 mm Hg

    Flash point

    • 95.55 ˚C est.

  • Synonyms

    • Ethyl 2,4-dioxohexanoate
    • 13246-52-1
    • Hexanoic acid, 2,4-dioxo-, ethyl ester
    • Ethyl propionyl pyruvate
    • Ethyl beta-propionylpyruvate
    • ethyl-2,4-dioxohexanoate
    • Ethyl 2,4-diketocaproate
    • 2,4-Dioxohexanoic acid, ethyl ester
    • FEMA No. 3278
    • EINECS 236-228-4
    • MFCD03265450
    • 9064NS087D
    • DTXSID7065382
    • ETHYL .BETA.-PROPIONYLPYRUVATE
    • ETHYL-2,4-DIOXOHEXANOATE [FHFI]
    • Ethyl propionylpyruvate
    • UNII-9064NS087D
    • 2,4-dioxohexanoic acid ethyl ester
    • SCHEMBL1178944
    • DTXCID7034096
    • FEMA 3278
    • CHEBI:173788
    • ALBB-031100
    • NAA24652
    • STK353486
    • AKOS000117988
    • AB13926
    • DS-15813
    • SY102571
    • DB-012836
    • CS-0129547
    • NS00021603
    • EN300-27635
    • Q27271288
    • Z240869808
    • 236-228-4

  • Applications

    Ethyl-2,4-dioxohexanoate (CAS 13246-52-1) is primarily used as an organic synthesis intermediate. It provides a versatile starting point for the preparation of diketone and beta-dicarbonyl derivatives, enabling routes to heterocycles and other advanced intermediates common in pharmaceutical development. In medicinal chemistry, it is often evaluated as a precursor for active pharmaceutical ingredient (API) synthesis and for building complex molecular scaffolds. In materials science, it can serve as a precursor to specialty monomers or crosslinking agents used in coatings, inks, and high-performance polymers. It also appears as a useful beta-dicarbonyl building block in method development and catalysis research, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 274.74
    methanol 459.53
    isopropanol 223.51
    water 1.95
    ethyl acetate 281.67
    n-propanol 198.59
    acetone 672.94
    n-butanol 200.76
    acetonitrile 433.05
    DMF 1276.23
    toluene 177.37
    isobutanol 157.48
    1,4-dioxane 551.5
    methyl acetate 389.26
    THF 613.35
    2-butanone 405.04
    n-pentanol 134.42
    sec-butanol 213.14
    n-hexane 11.48
    ethylene glycol 98.39
    NMP 1122.2
    cyclohexane 20.57
    DMSO 1159.97
    n-butyl acetate 197.96
    n-octanol 51.76
    chloroform 499.8
    n-propyl acetate 165.33
    acetic acid 572.61
    dichloromethane 579.93
    cyclohexanone 542.54
    propylene glycol 83.86
    isopropyl acetate 174.5
    DMAc 1150.94
    2-ethoxyethanol 309.64
    isopentanol 204.43
    n-heptane 4.16
    ethyl formate 251.45
    1,2-dichloroethane 496.58
    n-hexanol 109.61
    2-methoxyethanol 562.34
    isobutyl acetate 97.65
    tetrachloromethane 52.88
    n-pentyl acetate 95.67
    transcutol 729.85
    n-heptanol 43.08
    ethylbenzene 103.87
    MIBK 166.61
    2-propoxyethanol 252.8
    tert-butanol 378.62
    MTBE 264.69
    2-butoxyethanol 121.93
    propionic acid 246.3
    o-xylene 134.69
    formic acid 284.92
    diethyl ether 206.08
    m-xylene 109.33
    p-xylene 133.27
    chlorobenzene 256.61
    dimethyl carbonate 154.29
    n-octane 3.14
    formamide 510.22
    cyclopentanone 668.16
    2-pentanone 296.7
    anisole 242.55
    cyclopentyl methyl ether 252.51
    gamma-butyrolactone 798.65
    1-methoxy-2-propanol 328.77
    pyridine 505.17
    3-pentanone 224.13
    furfural 770.05
    n-dodecane 3.86
    diethylene glycol 268.57
    diisopropyl ether 50.69
    tert-amyl alcohol 318.05
    acetylacetone 407.47
    n-hexadecane 4.62
    acetophenone 266.79
    methyl propionate 258.48
    isopentyl acetate 184.94
    trichloroethylene 889.49
    n-nonanol 46.78
    cyclohexanol 221.58
    benzyl alcohol 223.25
    2-ethylhexanol 70.72
    isooctanol 39.95
    dipropyl ether 56.4
    1,2-dichlorobenzene 237.04
    ethyl lactate 90.51
    propylene carbonate 381.51
    n-methylformamide 489.91
    2-pentanol 131.84
    n-pentane 10.23
    1-propoxy-2-propanol 146.52
    1-methoxy-2-propyl acetate 190.54
    2-(2-methoxypropoxy) propanol 173.96
    mesitylene 63.95
    ε-caprolactone 451.84
    p-cymene 49.27
    epichlorohydrin 755.61
    1,1,1-trichloroethane 326.58
    2-aminoethanol 148.33
    morpholine-4-carbaldehyde 788.84
    sulfolane 951.59
    2,2,4-trimethylpentane 11.09
    2-methyltetrahydrofuran 468.67
    n-hexyl acetate 147.29
    isooctane 6.42
    2-(2-butoxyethoxy)ethanol 207.54
    sec-butyl acetate 115.79
    tert-butyl acetate 212.74
    decalin 21.25
    glycerin 155.35
    diglyme 443.72
    acrylic acid 288.74
    isopropyl myristate 53.39
    n-butyric acid 295.86
    acetyl acetate 232.71
    di(2-ethylhexyl) phthalate 71.34
    ethyl propionate 157.8
    nitromethane 1133.64
    1,2-diethoxyethane 188.68
    benzonitrile 284.43
    trioctyl phosphate 45.14
    1-bromopropane 186.22
    gamma-valerolactone 805.96
    n-decanol 35.21
    triethyl phosphate 79.19
    4-methyl-2-pentanol 79.24
    propionitrile 250.32
    vinylene carbonate 357.23
    1,1,2-trichlorotrifluoroethane 513.03
    DMS 192.61
    cumene 65.28
    2-octanol 35.23
    2-hexanone 170.84
    octyl acetate 70.5
    limonene 69.84
    1,2-dimethoxyethane 543.52
    ethyl orthosilicate 68.63
    tributyl phosphate 66.47
    diacetone alcohol 260.31
    N,N-dimethylaniline 176.67
    acrylonitrile 402.21
    aniline 239.09
    1,3-propanediol 248.68
    bromobenzene 252.69
    dibromomethane 345.5
    1,1,2,2-tetrachloroethane 667.82
    2-methyl-cyclohexyl acetate 119.2
    tetrabutyl urea 93.49
    diisobutyl methanol 45.68
    2-phenylethanol 160.19
    styrene 134.53
    dioctyl adipate 95.23
    dimethyl sulfate 309.75
    ethyl butyrate 120.91
    methyl lactate 150.37
    butyl lactate 89.97
    diethyl carbonate 98.74
    propanediol butyl ether 128.28
    triethyl orthoformate 83.81
    p-tert-butyltoluene 46.7
    methyl 4-tert-butylbenzoate 153.06
    morpholine 606.2
    tert-butylamine 183.51
    n-dodecanol 27.21
    dimethoxymethane 390.81
    ethylene carbonate 289.18
    cyrene 214.13
    2-ethoxyethyl acetate 161.11
    2-ethylhexyl acetate 138.19
    1,2,4-trichlorobenzene 296.85
    4-methylpyridine 580.74
    dibutyl ether 67.62
    2,6-dimethyl-4-heptanol 45.68
    DEF 454.65
    dimethyl isosorbide 316.17
    tetrachloroethylene 410.14
    eugenol 164.72
    triacetin 163.91
    span 80 124.15
    1,4-butanediol 98.77
    1,1-dichloroethane 365.7
    2-methyl-1-pentanol 165.26
    methyl formate 399.14
    2-methyl-1-butanol 190.93
    n-decane 5.71
    butyronitrile 229.7
    3,7-dimethyl-1-octanol 66.06
    1-chlorooctane 35.02
    1-chlorotetradecane 16.12
    n-nonane 4.99
    undecane 4.58
    tert-butylcyclohexane 15.72
    cyclooctane 6.37
    cyclopentanol 234.96
    tetrahydropyran 388.7
    tert-amyl methyl ether 212.11
    2,5,8-trioxanonane 311.91
    1-hexene 59.57
    2-isopropoxyethanol 187.32
    2,2,2-trifluoroethanol 209.35
    methyl butyrate 244.97

    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