Ethyl pyruvate

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  • Identifiers

    CAS number
    617-35-6

    Molecular formula
    C5H8O3

    SMILES
    CCOC(=O)C(=O)C

    Safety labels

    Flammable
    Flammable

  • Odor profile

    Fragrance
    Fruity 90.09%
    Caramellic 84.23%
    Sweet 82.91%
    Rummy 54.24%
    Ethereal 52.04%
    Burnt 48.64%
    Winey 47.13%
    Buttery 44.91%
    Creamy 39.34%
    Floral 38.45%

     

    Flavor
    Fruity 53.66%
    Creamy 47.75%
    Buttery 43.81%
    Caramel 41.03%
    Sweet 40.57%
    Butter 38.92%
    Sharp 29.85%
    Oily 27.94%
    Fatty 27.73%
    Pungent 27.67%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    7.28 (neutral)

    Molecular weight
    116.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -50 °C

    Boiling point

    • 144.00 °C. @ 760.00 mm Hg

    Flash point

    • 31.25 ˚C est.

    Solubility expt.

    • slightly soluble in water; soluble in organic solvents, oils
    • miscible at room temperature (in ethanol)

  • Synonyms

    • ETHYL PYRUVATE
    • Ethyl 2-oxopropanoate
    • 617-35-6
    • Ethyl 2-oxopropionate
    • Pyruvic acid, ethyl ester
    • Propanoic acid, 2-oxo-, ethyl ester
    • PYRUVIC ACID ETHYL ESTER
    • Ethyl pyroracemate
    • Ethyl acetylformate
    • FEMA No. 2457
    • CTI-01
    • Ethyl methylglyoxylate
    • Ethyl pyruvate (natural)
    • Ethyl alpha-ketopropionate
    • CCRIS 4651
    • 2-oxopropanoic acid ethyl ester
    • 2-Oxo-propionic acid ethyl ester
    • EINECS 210-511-2
    • NSC 48386
    • NSC-48386
    • UNII-03O98E01OB
    • 2-oxopropionic acid ethyl ester
    • AI3-05636
    • 03O98E01OB
    • MFCD00009123
    • PyruvicAcid-13CEthylEster
    • ETHYL PYRUVATE [FHFI]
    • DTXSID2060674
    • FEMA 2457
    • Pyruvic acid, ethyl ester (8CI)
    • PYRUVIC ACID ETHYL ESTER [MI]
    • ETHYL PYRUVATE (3,3,3-D3)
    • ethyl pyruvic acid
    • Ethyl 2oxopropanoate
    • Ethyl 2oxopropionate
    • ethyl-2-oxopropanoate
    • ethyl 2-oxo-propionate
    • Ethyl pyruvate, 98%
    • Ethyl alphaketopropionate
    • Ethyl 2-oxopropanoic acid
    • Ethyl pyruvate (Standard)
    • Ethyl pyruvate, >=97%
    • Methyl ethoxycarbonyl ketone
    • CTI01
    • SCHEMBL25538
    • 2-oxo-Propionate ethyl ester
    • ETHYL PYRUVATE [INCI]
    • ethyl 2-oxidanylidenepropanoate
    • CHEMBL173373
    • Ethyl pyruvate, >=97%, FG
    • DTXCID3043104
    • HY-Y1362R
    • CHEBI:173421
    • Ethyl pyruvate, analytical standard
    • Propanoic acid, 2oxo, ethyl ester
    • HY-Y1362
    • NSC48386
    • BBL027737
    • s6243
    • STK802375
    • AKOS000119054
    • DB05869
    • Ethyl pyruvate, natural, >=95%, FG
    • FP27361
    • CS-0017821
    • NS00022514
    • P0891
    • EN300-18982
    • D72526
    • A833398
    • 2-Oxopropanoic acid ethyl ester;Ethyl 2-oxopropanoate
    • BRD-K47738867-001-01-5
    • Q15632706
    • F0001-1639
    • Z104472090
    • 210-511-2
    • 9X7

  • Applications

    Ethyl pyruvate is a small α-keto ester with surprisingly broad utility: in the food industry it serves as a natural flavor enhancer that imparts delicate fruity notes to beverages, confectionery and bakery goods, while its antioxidant activity helps stabilize colors and prolong the shelf life of oils and fats; in advanced organic synthesis it acts as a versatile building block for pyruvate, dicarbonyl and heterocyclic derivatives, enabling the manufacture of pharmaceutical intermediates, antibiotics and agrochemical candidates; in biomedicine the compound is studied as an anti-inflammatory and cytoprotective agent that scavenges reactive oxygen species and inhibits HMGB1, showing promise for treating sepsis, ischemia–reperfusion injury, colitis, pneumonia and neurodegenerative disorders; furthermore it is incorporated into skin-care formulations to mitigate oxidative stress and is explored as a matrix for biosensors or as a benign solvent/reactant in green chemistry protocols.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 533.48
    methanol 1111.27
    isopropanol 400.23
    water 30.79
    ethyl acetate 904.71
    n-propanol 397.82
    acetone 1625.89
    n-butanol 356.84
    acetonitrile 1772.23
    DMF 2623.6
    toluene 263.51
    isobutanol 310.43
    1,4-dioxane 1334.43
    methyl acetate 1116.22
    THF 1037.58
    2-butanone 1013.95
    n-pentanol 347.87
    sec-butanol 408.74
    n-hexane 87.7
    ethylene glycol 342.87
    NMP 1722.85
    cyclohexane 94.61
    DMSO 2444.81
    n-butyl acetate 479.14
    n-octanol 242.92
    chloroform 1453.17
    n-propyl acetate 595.76
    acetic acid 1362.83
    dichloromethane 1925.15
    cyclohexanone 1092.21
    propylene glycol 241.61
    isopropyl acetate 476.07
    DMAc 1850.96
    2-ethoxyethanol 855.57
    isopentanol 327.07
    n-heptane 43.8
    ethyl formate 828.95
    1,2-dichloroethane 1382.79
    n-hexanol 255.92
    2-methoxyethanol 1276.06
    isobutyl acetate 283.87
    tetrachloromethane 261.98
    n-pentyl acetate 337.38
    transcutol 1354.1
    n-heptanol 151.13
    ethylbenzene 240.32
    MIBK 402.06
    2-propoxyethanol 587.66
    tert-butanol 570.94
    MTBE 568.0
    2-butoxyethanol 346.08
    propionic acid 662.06
    o-xylene 277.37
    formic acid 832.17
    diethyl ether 582.79
    m-xylene 219.54
    p-xylene 353.52
    chlorobenzene 624.11
    dimethyl carbonate 453.47
    n-octane 30.68
    formamide 1087.99
    cyclopentanone 1196.28
    2-pentanone 749.84
    anisole 582.43
    cyclopentyl methyl ether 508.88
    gamma-butyrolactone 1637.05
    1-methoxy-2-propanol 750.68
    pyridine 948.4
    3-pentanone 682.41
    furfural 1763.04
    n-dodecane 32.07
    diethylene glycol 608.72
    diisopropyl ether 189.63
    tert-amyl alcohol 541.74
    acetylacetone 1108.81
    n-hexadecane 36.54
    acetophenone 635.36
    methyl propionate 750.81
    isopentyl acetate 385.7
    trichloroethylene 2355.5
    n-nonanol 195.49
    cyclohexanol 374.16
    benzyl alcohol 459.57
    2-ethylhexanol 189.26
    isooctanol 133.77
    dipropyl ether 226.09
    1,2-dichlorobenzene 701.35
    ethyl lactate 325.88
    propylene carbonate 816.59
    n-methylformamide 1373.41
    2-pentanol 284.85
    n-pentane 65.88
    1-propoxy-2-propanol 363.47
    1-methoxy-2-propyl acetate 423.87
    2-(2-methoxypropoxy) propanol 363.89
    mesitylene 172.68
    ε-caprolactone 949.83
    p-cymene 139.01
    epichlorohydrin 1607.86
    1,1,1-trichloroethane 1016.16
    2-aminoethanol 393.05
    morpholine-4-carbaldehyde 1739.37
    sulfolane 2041.17
    2,2,4-trimethylpentane 61.52
    2-methyltetrahydrofuran 807.55
    n-hexyl acetate 514.32
    isooctane 35.85
    2-(2-butoxyethoxy)ethanol 464.94
    sec-butyl acetate 345.43
    tert-butyl acetate 503.11
    decalin 77.69
    glycerin 426.71
    diglyme 1048.69
    acrylic acid 783.58
    isopropyl myristate 178.95
    n-butyric acid 689.66
    acetyl acetate 657.52
    di(2-ethylhexyl) phthalate 171.61
    ethyl propionate 580.25
    nitromethane 3000.76
    1,2-diethoxyethane 555.81
    benzonitrile 788.47
    trioctyl phosphate 138.77
    1-bromopropane 526.17
    gamma-valerolactone 1731.44
    n-decanol 145.87
    triethyl phosphate 211.7
    4-methyl-2-pentanol 166.75
    propionitrile 811.25
    vinylene carbonate 927.44
    1,1,2-trichlorotrifluoroethane 1155.51
    DMS 532.73
    cumene 182.51
    2-octanol 153.32
    2-hexanone 565.0
    octyl acetate 238.93
    limonene 188.59
    1,2-dimethoxyethane 1415.87
    ethyl orthosilicate 190.3
    tributyl phosphate 198.95
    diacetone alcohol 530.46
    N,N-dimethylaniline 435.73
    acrylonitrile 1294.32
    aniline 397.37
    1,3-propanediol 543.64
    bromobenzene 636.16
    dibromomethane 1106.12
    1,1,2,2-tetrachloroethane 1636.73
    2-methyl-cyclohexyl acetate 261.25
    tetrabutyl urea 252.06
    diisobutyl methanol 130.65
    2-phenylethanol 316.61
    styrene 332.43
    dioctyl adipate 266.87
    dimethyl sulfate 863.5
    ethyl butyrate 371.26
    methyl lactate 450.96
    butyl lactate 269.59
    diethyl carbonate 285.49
    propanediol butyl ether 366.79
    triethyl orthoformate 247.4
    p-tert-butyltoluene 142.11
    methyl 4-tert-butylbenzoate 371.92
    morpholine 1182.04
    tert-butylamine 333.24
    n-dodecanol 113.96
    dimethoxymethane 1047.59
    ethylene carbonate 745.47
    cyrene 370.27
    2-ethoxyethyl acetate 457.09
    2-ethylhexyl acetate 312.13
    1,2,4-trichlorobenzene 777.2
    4-methylpyridine 1040.38
    dibutyl ether 272.37
    2,6-dimethyl-4-heptanol 130.65
    DEF 1148.29
    dimethyl isosorbide 572.62
    tetrachloroethylene 1106.82
    eugenol 408.85
    triacetin 474.96
    span 80 270.78
    1,4-butanediol 325.51
    1,1-dichloroethane 1031.36
    2-methyl-1-pentanol 335.66
    methyl formate 1279.26
    2-methyl-1-butanol 336.07
    n-decane 46.89
    butyronitrile 690.67
    3,7-dimethyl-1-octanol 210.02
    1-chlorooctane 181.27
    1-chlorotetradecane 80.13
    n-nonane 46.63
    undecane 37.86
    tert-butylcyclohexane 76.06
    cyclooctane 42.13
    cyclopentanol 404.94
    tetrahydropyran 726.86
    tert-amyl methyl ether 495.98
    2,5,8-trioxanonane 646.36
    1-hexene 239.58
    2-isopropoxyethanol 501.94
    2,2,2-trifluoroethanol 573.75
    methyl butyrate 786.3

    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