Ethyl 2-acetylacetoacetate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    603-69-0

    Molecular formula
    C8H12O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 93.73%
    Green 64.02%
    Apple 60.57%
    Caramellic 54.66%
    Winey 51.21%
    Sweet 49.17%
    Herbal 39.84%
    Tropical 37.84%
    Berry 34.07%
    Ethereal 33.04%

     

    Flavor
    Fruity 68.36%
    Green 30.14%
    Fatty 28.24%
    Creamy 27.92%
    Sharp 27.83%
    Buttery 25.7%
    Tropical 25.32%
    Mild 23.78%
    Cheese 23.0%
    Dried berry 22.12%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    6.35 (neutral)

    Molecular weight
    172.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    230°C

    Flash point

    • 89.1 ˚C est.

  • Synonyms

    • 603-69-0
    • Ethyl 2-acetylacetoacetate
    • Butanoic acid, 2-acetyl-3-oxo-, ethyl ester
    • EINECS 210-053-3
    • DTXSID80209059
    • NSC 345
    • RefChem:594068
    • DTXCID50131550
    • 210-053-3
    • Ethyl diacetoacetate
    • Ethyl 2-acetyl-3-oxobutanoate
    • Ethyl diacetylacetate
    • MFCD00009864
    • K6CX8BFF7J
    • 2-acetyl-3-oxobutyric acid ethyl ester
    • Acetoacetic acid, 2-acetyl-, ethyl ester
    • NSC-345
    • 2-acetyl-3-oxo-butyric acid ethyl ester
    • Ethyl diacetyl acetate
    • ethyl 2-acetyl-3-oxo-butanoate
    • ethyl diacetyl-acetate
    • UNII-K6CX8BFF7J
    • ethyl 2-acetyl-acetoacetate
    • Ethyl diacetoacetate, 97%
    • Diacetylessigsaure-athylester
    • Ethyl2-acetyl-3-oxobutanoate
    • SCHEMBL123766
    • Diacetoacetic Acid Ethyl Ester
    • Ethyl 2-Acetyl-3-oxobutyrate
    • ethyl 2-acetyl-3-oxo-butyrate
    • NSC345
    • Ethyl 2-acetyl-3-oxobutanoate #
    • ALBB-017961
    • STR02893
    • STL170045
    • AKOS004115440
    • CS-W001121
    • FA35033
    • 2-Acetyl-3-oxobutanoic acid ethyl ester
    • SY018427
    • D2170
    • NS00034344
    • EN300-49187
    • D77633
    • 2-Acetyl-3-oxo-butyric acid ethyl ester - 90%
    • F358354
    • F0001-1581
    • 603-69-0

  • Applications

    Ethyl 2-acetylacetoacetate is a versatile beta-dicarbonyl ester used primarily as a building block in organic synthesis. In industrial manufacturing, it is commonly employed as an intermediate for pharmaceuticals and agrochemicals, enabling construction of heterocycles and other carbonyl-containing motifs through condensations and Knoevenagel-type reactions. It also functions as a reactive precursor in fragrance chemistry for assembling aroma compounds, and as an intermediate in the synthesis of dyes and pigments for coatings and inks. In polymer and coatings contexts, it provides a source of reactive carbonyl functionality that can feed into monomer synthesis or crosslinking chemistries. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 138.58
    methanol 215.54
    isopropanol 121.45
    water 18.19
    ethyl acetate 241.92
    n-propanol 108.39
    acetone 412.59
    n-butanol 99.27
    acetonitrile 324.6
    DMF 727.33
    toluene 82.89
    isobutanol 88.6
    1,4-dioxane 462.19
    methyl acetate 265.47
    THF 682.93
    2-butanone 167.49
    n-pentanol 74.38
    sec-butanol 96.54
    n-hexane 26.2
    ethylene glycol 107.68
    NMP 929.6
    cyclohexane 49.46
    DMSO 382.29
    n-butyl acetate 82.38
    n-octanol 61.81
    chloroform 395.8
    n-propyl acetate 118.84
    acetic acid 433.76
    dichloromethane 409.36
    cyclohexanone 345.02
    propylene glycol 117.37
    isopropyl acetate 135.05
    DMAc 664.42
    2-ethoxyethanol 140.22
    isopentanol 81.56
    n-heptane 15.63
    ethyl formate 264.14
    1,2-dichloroethane 210.1
    n-hexanol 85.27
    2-methoxyethanol 344.77
    isobutyl acetate 67.61
    tetrachloromethane 57.37
    n-pentyl acetate 62.1
    transcutol 203.93
    n-heptanol 37.96
    ethylbenzene 62.14
    MIBK 113.59
    2-propoxyethanol 183.96
    tert-butanol 170.73
    MTBE 90.74
    2-butoxyethanol 71.46
    propionic acid 213.59
    o-xylene 76.23
    formic acid 201.91
    diethyl ether 113.51
    m-xylene 78.14
    p-xylene 84.66
    chlorobenzene 142.69
    dimethyl carbonate 192.97
    n-octane 8.71
    formamide 258.12
    cyclopentanone 465.72
    2-pentanone 171.12
    anisole 147.63
    cyclopentyl methyl ether 243.35
    gamma-butyrolactone 718.87
    1-methoxy-2-propanol 257.79
    pyridine 233.24
    3-pentanone 130.73
    furfural 611.81
    n-dodecane 10.04
    diethylene glycol 207.76
    diisopropyl ether 39.69
    tert-amyl alcohol 121.73
    acetylacetone 328.07
    n-hexadecane 11.26
    acetophenone 151.0
    methyl propionate 240.37
    isopentyl acetate 70.94
    trichloroethylene 396.68
    n-nonanol 53.63
    cyclohexanol 167.1
    benzyl alcohol 124.64
    2-ethylhexanol 52.4
    isooctanol 30.86
    dipropyl ether 65.55
    1,2-dichlorobenzene 154.15
    ethyl lactate 114.03
    propylene carbonate 405.96
    n-methylformamide 344.89
    2-pentanol 71.37
    n-pentane 21.14
    1-propoxy-2-propanol 113.13
    1-methoxy-2-propyl acetate 136.95
    2-(2-methoxypropoxy) propanol 124.98
    mesitylene 57.23
    ε-caprolactone 322.53
    p-cymene 38.28
    epichlorohydrin 468.59
    1,1,1-trichloroethane 223.11
    2-aminoethanol 119.13
    morpholine-4-carbaldehyde 607.21
    sulfolane 686.58
    2,2,4-trimethylpentane 11.83
    2-methyltetrahydrofuran 326.04
    n-hexyl acetate 113.44
    isooctane 9.03
    2-(2-butoxyethoxy)ethanol 128.79
    sec-butyl acetate 73.78
    tert-butyl acetate 138.52
    decalin 28.35
    glycerin 195.18
    diglyme 212.69
    acrylic acid 232.57
    isopropyl myristate 51.59
    n-butyric acid 215.28
    acetyl acetate 241.59
    di(2-ethylhexyl) phthalate 65.09
    ethyl propionate 155.4
    nitromethane 772.98
    1,2-diethoxyethane 77.92
    benzonitrile 177.9
    trioctyl phosphate 46.01
    1-bromopropane 102.77
    gamma-valerolactone 628.94
    n-decanol 41.63
    triethyl phosphate 70.8
    4-methyl-2-pentanol 47.3
    propionitrile 173.73
    vinylene carbonate 399.61
    1,1,2-trichlorotrifluoroethane 355.1
    DMS 161.82
    cumene 47.62
    2-octanol 35.77
    2-hexanone 102.13
    octyl acetate 68.61
    limonene 54.92
    1,2-dimethoxyethane 309.67
    ethyl orthosilicate 58.64
    tributyl phosphate 57.4
    diacetone alcohol 181.12
    N,N-dimethylaniline 119.18
    acrylonitrile 257.7
    aniline 132.73
    1,3-propanediol 149.67
    bromobenzene 128.76
    dibromomethane 244.3
    1,1,2,2-tetrachloroethane 313.52
    2-methyl-cyclohexyl acetate 86.68
    tetrabutyl urea 85.29
    diisobutyl methanol 36.99
    2-phenylethanol 103.72
    styrene 70.96
    dioctyl adipate 86.87
    dimethyl sulfate 311.48
    ethyl butyrate 98.49
    methyl lactate 199.62
    butyl lactate 68.46
    diethyl carbonate 86.58
    propanediol butyl ether 90.86
    triethyl orthoformate 68.58
    p-tert-butyltoluene 39.29
    methyl 4-tert-butylbenzoate 124.73
    morpholine 391.44
    tert-butylamine 94.9
    n-dodecanol 33.93
    dimethoxymethane 393.77
    ethylene carbonate 311.65
    cyrene 213.56
    2-ethoxyethyl acetate 89.05
    2-ethylhexyl acetate 58.92
    1,2,4-trichlorobenzene 176.65
    4-methylpyridine 255.85
    dibutyl ether 58.1
    2,6-dimethyl-4-heptanol 36.99
    DEF 273.87
    dimethyl isosorbide 258.49
    tetrachloroethylene 200.32
    eugenol 125.41
    triacetin 141.89
    span 80 109.91
    1,4-butanediol 71.39
    1,1-dichloroethane 206.48
    2-methyl-1-pentanol 66.24
    methyl formate 415.04
    2-methyl-1-butanol 80.44
    n-decane 14.6
    butyronitrile 159.18
    3,7-dimethyl-1-octanol 54.93
    1-chlorooctane 46.23
    1-chlorotetradecane 23.63
    n-nonane 14.18
    undecane 11.93
    tert-butylcyclohexane 22.44
    cyclooctane 16.66
    cyclopentanol 220.84
    tetrahydropyran 259.16
    tert-amyl methyl ether 87.52
    2,5,8-trioxanonane 187.56
    1-hexene 57.14
    2-isopropoxyethanol 97.37
    2,2,2-trifluoroethanol 219.69
    methyl butyrate 190.55

    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