3-Phenyl-2-propen-1-yl 3-oxobutanoate

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  • Identifiers

    CAS number
    57582-46-4

    Molecular formula
    C13H14O3

    SMILES
    CC(=O)CC(=O)OCC=CC1=CC=CC=C1

    Safety labels

  • Odor profile

    Fragrance
    Sweet 86.4%
    Fruity 83.94%
    Balsamic 77.04%
    Spicy 68.07%
    Floral 60.04%
    Cinnamon 52.46%
    Honey 48.73%
    Caramellic 36.64%
    Cherry 35.18%
    Rose 34.97%

     

    Flavor
    Sweet 75.25%
    Floral 66.63%
    Fruity 43.06%
    Balsam 42.1%
    Honey 41.52%
    Spicy 33.33%
    Cinnamon 32.95%
    Spice 28.83%
    Chocolate 28.17%
    Rose 25.79%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.57 (neutral)

    Molecular weight
    218.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    322°C

    Flash point

    • 164.82 ˚C est.

  • Synonyms

    • 57582-46-4
    • 3-Phenyl-2-propen-1-yl 3-oxobutanoate
    • RefChem:281728
    • Cinnamyl acetoacetate
    • 3-phenylprop-2-enyl 3-oxobutanoate
    • [(E)-3-phenylprop-2-enyl] 3-oxobutanoate
    • Benzalacetessigester
    • 3-phenylallyl 3-oxobutanoate
    • SCHEMBL5799249
    • DTXSID101285951
    • DB-072343
    • 3-PHENYLPROP-2-EN-1-YL 3-OXOBUTANOATE
    • 57582-46-4

  • Applications

    3-Phenyl-2-propen-1-yl 3-oxobutanoate (CAS 57582-46-4) is a specialty chemical that is commonly evaluated as a fragrance ingredient and fragrance intermediate, contributing a cinnamyl-like aroma suitable for perfumery and for cosmetic formulations. It may also be used as a building block in the synthesis of more complex cinnamyl derivatives for flavor/fragrance applications and as a reactive intermediate in organic synthesis. In coatings and inks, it can function as an odorant additive or as a functional precursor for further chemical modification. The beta-keto ester moiety provides potential utility in synthesis workflows, and the compound may be encountered in household products and cleaning agents where controlled fragrance performance is desired. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 81.13
    methanol 104.7
    isopropanol 50.73
    water 0.43
    ethyl acetate 53.1
    n-propanol 52.32
    acetone 217.16
    n-butanol 42.5
    acetonitrile 94.99
    DMF 462.5
    toluene 10.46
    isobutanol 36.65
    1,4-dioxane 141.02
    methyl acetate 86.53
    THF 281.97
    2-butanone 98.84
    n-pentanol 38.01
    sec-butanol 38.34
    n-hexane 1.45
    ethylene glycol 58.85
    NMP 271.45
    cyclohexane 1.1
    DMSO 815.86
    n-butyl acetate 36.9
    n-octanol 17.15
    chloroform 175.12
    n-propyl acetate 38.36
    acetic acid 118.13
    dichloromethane 154.42
    cyclohexanone 103.73
    propylene glycol 99.75
    isopropyl acetate 33.8
    DMAc 539.02
    2-ethoxyethanol 119.51
    isopentanol 40.88
    n-heptane 1.02
    ethyl formate 41.44
    1,2-dichloroethane 100.62
    n-hexanol 30.55
    2-methoxyethanol 208.47
    isobutyl acetate 30.42
    tetrachloromethane 8.13
    n-pentyl acetate 17.85
    transcutol 510.09
    n-heptanol 12.52
    ethylbenzene 12.88
    MIBK 50.31
    2-propoxyethanol 106.29
    tert-butanol 72.33
    MTBE 41.46
    2-butoxyethanol 47.79
    propionic acid 71.67
    o-xylene 12.03
    formic acid 59.9
    diethyl ether 37.31
    m-xylene 11.3
    p-xylene 16.44
    chlorobenzene 31.65
    dimethyl carbonate 58.51
    n-octane 0.59
    formamide 95.49
    cyclopentanone 178.12
    2-pentanone 64.99
    anisole 69.16
    cyclopentyl methyl ether 66.21
    gamma-butyrolactone 185.63
    1-methoxy-2-propanol 152.86
    pyridine 73.49
    3-pentanone 50.36
    furfural 166.61
    n-dodecane 1.09
    diethylene glycol 132.66
    diisopropyl ether 9.7
    tert-amyl alcohol 48.9
    acetylacetone 123.54
    n-hexadecane 1.24
    acetophenone 63.37
    methyl propionate 69.5
    isopentyl acetate 38.59
    trichloroethylene 196.23
    n-nonanol 16.2
    cyclohexanol 31.57
    benzyl alcohol 50.39
    2-ethylhexanol 20.37
    isooctanol 12.36
    dipropyl ether 25.4
    1,2-dichlorobenzene 41.71
    ethyl lactate 45.12
    propylene carbonate 87.42
    n-methylformamide 121.19
    2-pentanol 22.24
    n-pentane 0.65
    1-propoxy-2-propanol 70.98
    1-methoxy-2-propyl acetate 72.52
    2-(2-methoxypropoxy) propanol 101.26
    mesitylene 8.74
    ε-caprolactone 79.4
    p-cymene 11.67
    epichlorohydrin 223.62
    1,1,1-trichloroethane 63.08
    2-aminoethanol 81.53
    morpholine-4-carbaldehyde 233.14
    sulfolane 292.58
    2,2,4-trimethylpentane 1.59
    2-methyltetrahydrofuran 103.6
    n-hexyl acetate 38.45
    isooctane 1.3
    2-(2-butoxyethoxy)ethanol 114.53
    sec-butyl acetate 28.9
    tert-butyl acetate 49.53
    decalin 2.94
    glycerin 144.38
    diglyme 219.62
    acrylic acid 79.97
    isopropyl myristate 18.09
    n-butyric acid 59.03
    acetyl acetate 45.92
    di(2-ethylhexyl) phthalate 27.83
    ethyl propionate 40.95
    nitromethane 282.54
    1,2-diethoxyethane 71.34
    benzonitrile 48.4
    trioctyl phosphate 15.4
    1-bromopropane 31.98
    gamma-valerolactone 203.74
    n-decanol 12.78
    triethyl phosphate 31.77
    4-methyl-2-pentanol 19.0
    propionitrile 51.17
    vinylene carbonate 78.07
    1,1,2-trichlorotrifluoroethane 191.4
    DMS 62.13
    cumene 13.49
    2-octanol 8.32
    2-hexanone 50.35
    octyl acetate 22.73
    limonene 15.25
    1,2-dimethoxyethane 195.61
    ethyl orthosilicate 28.28
    tributyl phosphate 25.03
    diacetone alcohol 90.47
    N,N-dimethylaniline 55.25
    acrylonitrile 77.45
    aniline 35.16
    1,3-propanediol 85.11
    bromobenzene 27.85
    dibromomethane 80.34
    1,1,2,2-tetrachloroethane 179.01
    2-methyl-cyclohexyl acetate 41.92
    tetrabutyl urea 37.43
    diisobutyl methanol 14.17
    2-phenylethanol 40.61
    styrene 17.1
    dioctyl adipate 38.27
    dimethyl sulfate 145.84
    ethyl butyrate 36.52
    methyl lactate 76.87
    butyl lactate 31.07
    diethyl carbonate 34.06
    propanediol butyl ether 67.23
    triethyl orthoformate 34.01
    p-tert-butyltoluene 11.12
    methyl 4-tert-butylbenzoate 59.11
    morpholine 172.56
    tert-butylamine 30.9
    n-dodecanol 10.23
    dimethoxymethane 174.96
    ethylene carbonate 57.17
    cyrene 100.36
    2-ethoxyethyl acetate 41.85
    2-ethylhexyl acetate 28.07
    1,2,4-trichlorobenzene 58.08
    4-methylpyridine 64.83
    dibutyl ether 23.6
    2,6-dimethyl-4-heptanol 14.17
    DEF 90.65
    dimethyl isosorbide 152.59
    tetrachloroethylene 76.35
    eugenol 64.67
    triacetin 74.3
    span 80 60.26
    1,4-butanediol 40.53
    1,1-dichloroethane 73.87
    2-methyl-1-pentanol 37.38
    methyl formate 94.61
    2-methyl-1-butanol 36.33
    n-decane 1.56
    butyronitrile 43.83
    3,7-dimethyl-1-octanol 21.97
    1-chlorooctane 9.6
    1-chlorotetradecane 4.72
    n-nonane 1.29
    undecane 1.29
    tert-butylcyclohexane 3.39
    cyclooctane 0.45
    cyclopentanol 47.83
    tetrahydropyran 74.54
    tert-amyl methyl ether 34.58
    2,5,8-trioxanonane 169.68
    1-hexene 9.63
    2-isopropoxyethanol 73.92
    2,2,2-trifluoroethanol 49.85
    methyl butyrate 53.19

    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