Ethyl bromopyruvate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    70-23-5

    Molecular formula
    C5H7BrO3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 74.86%
    Caramellic 70.76%
    Sweet 57.53%
    Winey 42.91%
    Buttery 39.87%
    Burnt 37.39%
    Herbal 32.69%
    Creamy 30.82%
    Ethereal 30.61%
    Rummy 30.56%

     

    Flavor
    Fruity 53.68%
    Creamy 27.59%
    Very mild 27.46%
    Buttery 27.29%
    Odorless 27.14%
    Grape 25.64%
    Caramel 24.34%
    Cooked 22.43%
    Mild 21.85%
    Toffee 20.74%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    6.05 (neutral)

    Molecular weight
    195.01 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    213°C

    Flash point

    • 79.47 ˚C est.

  • Synonyms

    • Ethyl bromopyruvate
    • Ethyl 3-bromo-2-oxopropanoate
    • Propanoic acid, 3-bromo-2-oxo-, ethyl ester
    • ethyl bromo pyruvate
    • Bromopyruvic acid ethyl ester
    • EINECS 200-729-6
    • NSC 62182
    • DTXSID4058780
    • RefChem:138889
    • DTXCID8046612
    • 200-729-6
    • VICYTAYPKBLQFB-UHFFFAOYSA-N
    • 70-23-5
    • Ethyl 3-bromopyruvate
    • MFCD00000204
    • beta-Bromopyruvic acid ethyl ester
    • Pyruvic acid, bromo-, ethyl ester
    • ethyl 3-bromo-2-oxopropionate
    • VJ4Z94MM35
    • .beta.-Bromopyruvic acid ethyl ester
    • NSC-62182
    • 3-bromo-2-oxo-propionic acid ethyl ester
    • Ethyl 3-Bromopyruvate (>80%)
    • Ethyl 3-Bromopyruvate (Technical Grade)
    • ethyl 3-bromo-2-oxo-propanoate
    • bromo ethyl pyruvate
    • ethyl bromo-pyruvate
    • ethyl bromopy-ruvate
    • ethyl-3-brompyruvate
    • ethyl-3-bromopyruvate
    • 3-bromo-2-oxopropanoic acid ethyl ester
    • 3-bromo-2-oxopropionic acid ethyl ester
    • ethyl-3-bromo pyruvate
    • ethyl 3-bromo-oxopropanoate
    • NCIOpen2_003812
    • UNII-VJ4Z94MM35
    • SCHEMBL71304
    • Ethyl3-bromo-2-oxopropanoate
    • ethyl 3-bromo-2-oxopropanate
    • Ethyl bromopyruvate (<90%)
    • Ethyl bromopyruvate (>90%)
    • ethyl 3-bromo-2-ketopropionate
    • CHEMBL3185574
    • GTPL10952
    • Ethyl 3-bromo-2-oxopropanoate #
    • NSC62182
    • STR00638
    • AC-410
    • SBB054095
    • STL185590
    • AKOS005258152
    • CS-W008597
    • FE12511
    • NCGC00346824-01
    • 3-bromo-2-oxopropanoic acid, ethyl ester
    • BP-20640
    • Ethyl bromopyruvate, technical grade, 90%
    • DB-055395
    • NS00037025
    • EN300-20603
    • 000E204
    • F067144
    • F0001-1814
    • 70-23-5

  • Applications

    Ethyl bromopyruvate (CAS 70-23-5) is a reactive building block and electrophilic reagent widely used in organic synthesis to enable enolate alkylations and to construct beta-ketoester frameworks. In pharmaceutical and medicinal chemistry, it serves as a versatile precursor for brominated pyruvate–derived scaffolds and related bioactive intermediates, supporting programs that explore glycolysis-related targets and enzyme inhibitors. It is commonly employed in early-stage process chemistry and scale-up studies, where its reactivity requires careful handling under controlled conditions. As a specialized reagent, Ethyl bromopyruvate is also used in method development for introducing the bromopyruvate motif into molecules, and researchers often evaluate its utility for generating novel building blocks for drug discovery. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 58.69
    methanol 83.34
    isopropanol 38.67
    water 2.44
    ethyl acetate 149.43
    n-propanol 41.04
    acetone 268.37
    n-butanol 45.18
    acetonitrile 186.34
    DMF 357.92
    toluene 99.37
    isobutanol 34.9
    1,4-dioxane 262.62
    methyl acetate 157.74
    THF 271.96
    2-butanone 149.79
    n-pentanol 58.38
    sec-butanol 40.44
    n-hexane 22.46
    ethylene glycol 38.41
    NMP 421.31
    cyclohexane 55.22
    DMSO 467.14
    n-butyl acetate 120.03
    n-octanol 51.69
    chloroform 378.9
    n-propyl acetate 124.17
    acetic acid 172.41
    dichloromethane 467.54
    cyclohexanone 249.78
    propylene glycol 20.5
    isopropyl acetate 97.89
    DMAc 330.42
    2-ethoxyethanol 145.18
    isopentanol 49.99
    n-heptane 27.09
    ethyl formate 125.67
    1,2-dichloroethane 308.81
    n-hexanol 53.27
    2-methoxyethanol 178.81
    isobutyl acetate 73.83
    tetrachloromethane 80.95
    n-pentyl acetate 101.07
    transcutol 334.26
    n-heptanol 41.44
    ethylbenzene 78.88
    MIBK 93.8
    2-propoxyethanol 118.61
    tert-butanol 58.33
    MTBE 80.81
    2-butoxyethanol 89.35
    propionic acid 70.66
    o-xylene 98.4
    formic acid 97.32
    diethyl ether 118.13
    m-xylene 80.17
    p-xylene 105.12
    chlorobenzene 158.32
    dimethyl carbonate 89.84
    n-octane 15.44
    formamide 161.32
    cyclopentanone 276.78
    2-pentanone 135.09
    anisole 152.13
    cyclopentyl methyl ether 143.73
    gamma-butyrolactone 313.5
    1-methoxy-2-propanol 108.17
    pyridine 270.43
    3-pentanone 134.74
    furfural 392.94
    n-dodecane 14.53
    diethylene glycol 124.94
    diisopropyl ether 52.31
    tert-amyl alcohol 57.67
    acetylacetone 229.87
    n-hexadecane 16.66
    acetophenone 177.11
    methyl propionate 127.05
    isopentyl acetate 99.63
    trichloroethylene 576.77
    n-nonanol 49.16
    cyclohexanol 79.28
    benzyl alcohol 121.23
    2-ethylhexanol 55.08
    isooctanol 38.14
    dipropyl ether 82.39
    1,2-dichlorobenzene 175.82
    ethyl lactate 66.44
    propylene carbonate 170.21
    n-methylformamide 149.67
    2-pentanol 38.88
    n-pentane 21.11
    1-propoxy-2-propanol 85.29
    1-methoxy-2-propyl acetate 111.24
    2-(2-methoxypropoxy) propanol 109.85
    mesitylene 63.89
    ε-caprolactone 198.56
    p-cymene 58.26
    epichlorohydrin 323.91
    1,1,1-trichloroethane 224.11
    2-aminoethanol 41.16
    morpholine-4-carbaldehyde 360.29
    sulfolane 398.78
    2,2,4-trimethylpentane 14.71
    2-methyltetrahydrofuran 197.19
    n-hexyl acetate 115.54
    isooctane 9.69
    2-(2-butoxyethoxy)ethanol 133.49
    sec-butyl acetate 81.62
    tert-butyl acetate 102.11
    decalin 28.97
    glycerin 50.45
    diglyme 303.14
    acrylic acid 94.41
    isopropyl myristate 59.69
    n-butyric acid 85.92
    acetyl acetate 129.57
    di(2-ethylhexyl) phthalate 64.05
    ethyl propionate 113.54
    nitromethane 391.9
    1,2-diethoxyethane 156.47
    benzonitrile 185.35
    trioctyl phosphate 45.28
    1-bromopropane 120.43
    gamma-valerolactone 333.87
    n-decanol 41.59
    triethyl phosphate 69.94
    4-methyl-2-pentanol 31.85
    propionitrile 99.69
    vinylene carbonate 182.3
    1,1,2-trichlorotrifluoroethane 256.61
    DMS 116.88
    cumene 59.73
    2-octanol 37.59
    2-hexanone 125.88
    octyl acetate 69.49
    limonene 79.22
    1,2-dimethoxyethane 288.9
    ethyl orthosilicate 64.82
    tributyl phosphate 53.1
    diacetone alcohol 101.74
    N,N-dimethylaniline 132.13
    acrylonitrile 150.24
    aniline 100.85
    1,3-propanediol 59.89
    bromobenzene 182.29
    dibromomethane 289.76
    1,1,2,2-tetrachloroethane 379.8
    2-methyl-cyclohexyl acetate 94.04
    tetrabutyl urea 87.47
    diisobutyl methanol 42.98
    2-phenylethanol 101.43
    styrene 105.08
    dioctyl adipate 88.69
    dimethyl sulfate 166.98
    ethyl butyrate 110.96
    methyl lactate 73.8
    butyl lactate 69.93
    diethyl carbonate 83.22
    propanediol butyl ether 79.9
    triethyl orthoformate 82.41
    p-tert-butyltoluene 54.89
    methyl 4-tert-butylbenzoate 122.97
    morpholine 213.3
    tert-butylamine 42.05
    n-dodecanol 36.41
    dimethoxymethane 187.31
    ethylene carbonate 139.23
    cyrene 139.26
    2-ethoxyethyl acetate 134.88
    2-ethylhexyl acetate 91.04
    1,2,4-trichlorobenzene 201.81
    4-methylpyridine 230.45
    dibutyl ether 82.66
    2,6-dimethyl-4-heptanol 42.98
    DEF 198.23
    dimethyl isosorbide 199.78
    tetrachloroethylene 304.38
    eugenol 127.64
    triacetin 130.68
    span 80 89.81
    1,4-butanediol 43.8
    1,1-dichloroethane 195.58
    2-methyl-1-pentanol 62.33
    methyl formate 166.17
    2-methyl-1-butanol 44.21
    n-decane 20.43
    butyronitrile 108.96
    3,7-dimethyl-1-octanol 53.68
    1-chlorooctane 57.28
    1-chlorotetradecane 31.48
    n-nonane 20.06
    undecane 16.79
    tert-butylcyclohexane 21.24
    cyclooctane 24.92
    cyclopentanol 77.8
    tetrahydropyran 174.8
    tert-amyl methyl ether 79.45
    2,5,8-trioxanonane 210.66
    1-hexene 53.25
    2-isopropoxyethanol 100.55
    2,2,2-trifluoroethanol 95.76
    methyl butyrate 145.14

    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