2-Propen-1-yl 2-oxopropanoate

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  • Identifiers

    CAS number
    18854-20-1

    Molecular formula
    C6H8O3

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

  • Odor profile

    Fragrance
    Fruity 87.55%
    Caramellic 75.2%
    Sweet 71.35%
    Ethereal 51.99%
    Rummy 49.61%
    Burnt 48.75%
    Pungent 42.08%
    Sharp 41.83%
    Winey 38.46%
    Buttery 36.44%

     

    Flavor
    Caramel 46.42%
    Fruity 45.23%
    Creamy 40.13%
    Buttery 39.55%
    Sweet 34.68%
    Butter 33.15%
    Brown 28.23%
    Caramellic 26.55%
    Pungent 24.59%
    Oily 23.95%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.87 (neutral)

    Molecular weight
    128.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    168°C

    Flash point

    • 54.13 ˚C est.

  • Synonyms

    • 2-Propen-1-yl 2-oxopropanoate
    • 18854-20-1
    • ALLYL PYRUVATE
    • SCHEMBL149514
    • DTXSID301307797
    • AKOS015915522

  • Applications

    2-Propen-1-yl 2-oxopropanoate (CAS 18854-20-1) is an allyl pyruvate ester used as a building block and intermediate in organic synthesis. It commonly serves as a protecting group for the carboxyl function (an allyl ester), enabling selective transformations on other parts of a molecule and can be deprotected by palladium-catalyzed methods. As a pyruvate-related precursor, it is employed to access pyruvate derivatives for pharmaceutical and agrochemical applications, and it is also considered as a starting material for fragrance and flavor chemistry in the fragrance industry. Depending on local regulations and formulation constraints, it may be used as a component in synthetic routes and product development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 387.45
    methanol 653.91
    isopropanol 249.62
    water 10.89
    ethyl acetate 285.23
    n-propanol 260.39
    acetone 555.76
    n-butanol 256.9
    acetonitrile 433.75
    DMF 656.9
    toluene 109.4
    isobutanol 178.4
    1,4-dioxane 473.83
    methyl acetate 388.14
    THF 438.79
    2-butanone 388.67
    n-pentanol 229.73
    sec-butanol 261.02
    n-hexane 27.6
    ethylene glycol 124.12
    NMP 607.44
    cyclohexane 48.7
    DMSO 739.56
    n-butyl acetate 260.19
    n-octanol 137.75
    chloroform 409.44
    n-propyl acetate 227.44
    acetic acid 471.02
    dichloromethane 681.18
    cyclohexanone 380.59
    propylene glycol 94.32
    isopropyl acetate 141.18
    DMAc 632.79
    2-ethoxyethanol 398.3
    isopentanol 208.91
    n-heptane 30.71
    ethyl formate 335.53
    1,2-dichloroethane 411.54
    n-hexanol 164.09
    2-methoxyethanol 514.86
    isobutyl acetate 107.41
    tetrachloromethane 56.13
    n-pentyl acetate 152.8
    transcutol 747.7
    n-heptanol 99.77
    ethylbenzene 106.09
    MIBK 140.49
    2-propoxyethanol 283.89
    tert-butanol 291.29
    MTBE 227.82
    2-butoxyethanol 187.17
    propionic acid 256.19
    o-xylene 123.54
    formic acid 319.88
    diethyl ether 242.38
    m-xylene 91.21
    p-xylene 152.48
    chlorobenzene 177.96
    dimethyl carbonate 124.16
    n-octane 18.53
    formamide 453.56
    cyclopentanone 404.02
    2-pentanone 258.2
    anisole 234.49
    cyclopentyl methyl ether 182.03
    gamma-butyrolactone 508.28
    1-methoxy-2-propanol 285.04
    pyridine 362.12
    3-pentanone 209.95
    furfural 601.72
    n-dodecane 18.09
    diethylene glycol 257.16
    diisopropyl ether 62.24
    tert-amyl alcohol 302.6
    acetylacetone 266.19
    n-hexadecane 19.85
    acetophenone 255.17
    methyl propionate 252.27
    isopentyl acetate 199.2
    trichloroethylene 604.65
    n-nonanol 116.24
    cyclohexanol 194.65
    benzyl alcohol 216.11
    2-ethylhexanol 124.38
    isooctanol 80.68
    dipropyl ether 143.95
    1,2-dichlorobenzene 194.24
    ethyl lactate 120.69
    propylene carbonate 290.79
    n-methylformamide 439.7
    2-pentanol 163.76
    n-pentane 33.49
    1-propoxy-2-propanol 189.12
    1-methoxy-2-propyl acetate 175.45
    2-(2-methoxypropoxy) propanol 218.54
    mesitylene 60.99
    ε-caprolactone 346.12
    p-cymene 77.07
    epichlorohydrin 539.13
    1,1,1-trichloroethane 225.56
    2-aminoethanol 171.33
    morpholine-4-carbaldehyde 555.14
    sulfolane 550.56
    2,2,4-trimethylpentane 21.55
    2-methyltetrahydrofuran 362.72
    n-hexyl acetate 228.33
    isooctane 12.33
    2-(2-butoxyethoxy)ethanol 280.86
    sec-butyl acetate 122.77
    tert-butyl acetate 144.87
    decalin 30.5
    glycerin 137.92
    diglyme 527.25
    acrylic acid 278.86
    isopropyl myristate 88.21
    n-butyric acid 259.04
    acetyl acetate 157.51
    di(2-ethylhexyl) phthalate 93.7
    ethyl propionate 190.7
    nitromethane 826.33
    1,2-diethoxyethane 292.64
    benzonitrile 277.65
    trioctyl phosphate 75.08
    1-bromopropane 197.19
    gamma-valerolactone 531.19
    n-decanol 92.27
    triethyl phosphate 95.39
    4-methyl-2-pentanol 87.33
    propionitrile 269.87
    vinylene carbonate 313.53
    1,1,2-trichlorotrifluoroethane 341.89
    DMS 170.03
    cumene 80.23
    2-octanol 84.54
    2-hexanone 235.68
    octyl acetate 126.3
    limonene 109.44
    1,2-dimethoxyethane 650.05
    ethyl orthosilicate 85.5
    tributyl phosphate 94.82
    diacetone alcohol 193.64
    N,N-dimethylaniline 181.73
    acrylonitrile 371.72
    aniline 156.55
    1,3-propanediol 253.8
    bromobenzene 169.43
    dibromomethane 394.47
    1,1,2,2-tetrachloroethane 434.28
    2-methyl-cyclohexyl acetate 147.22
    tetrabutyl urea 133.66
    diisobutyl methanol 74.81
    2-phenylethanol 163.97
    styrene 129.1
    dioctyl adipate 142.57
    dimethyl sulfate 185.03
    ethyl butyrate 203.29
    methyl lactate 128.03
    butyl lactate 121.49
    diethyl carbonate 156.41
    propanediol butyl ether 183.43
    triethyl orthoformate 125.22
    p-tert-butyltoluene 66.24
    methyl 4-tert-butylbenzoate 175.05
    morpholine 458.92
    tert-butylamine 183.32
    n-dodecanol 74.46
    dimethoxymethane 361.99
    ethylene carbonate 235.2
    cyrene 199.53
    2-ethoxyethyl acetate 204.98
    2-ethylhexyl acetate 158.71
    1,2,4-trichlorobenzene 229.08
    4-methylpyridine 350.29
    dibutyl ether 150.36
    2,6-dimethyl-4-heptanol 74.81
    DEF 361.92
    dimethyl isosorbide 295.26
    tetrachloroethylene 296.89
    eugenol 190.23
    triacetin 208.09
    span 80 162.0
    1,4-butanediol 146.16
    1,1-dichloroethane 298.06
    2-methyl-1-pentanol 202.7
    methyl formate 412.11
    2-methyl-1-butanol 205.88
    n-decane 26.31
    butyronitrile 275.49
    3,7-dimethyl-1-octanol 125.27
    1-chlorooctane 86.02
    1-chlorotetradecane 42.64
    n-nonane 26.22
    undecane 21.47
    tert-butylcyclohexane 26.18
    cyclooctane 17.29
    cyclopentanol 196.34
    tetrahydropyran 324.69
    tert-amyl methyl ether 206.79
    2,5,8-trioxanonane 375.84
    1-hexene 102.12
    2-isopropoxyethanol 241.13
    2,2,2-trifluoroethanol 162.26
    methyl butyrate 296.88

    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