Acetoacetanilide

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  • Identifiers

    CAS number
    102-01-2

    Molecular formula
    C10H11NO2

    SMILES
    CC(=O)CC(=O)NC1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 67.08%
    Sweet 42.05%
    Grape 38.22%
    Floral 37.96%
    Berry 32.2%
    Burnt 30.79%
    Honey 30.63%
    Caramellic 28.92%
    Meaty 26.87%
    Cooked 25.6%

     

    Flavor
    Fruity 43.97%
    Sweet 35.78%
    Floral 33.44%
    Mild 31.93%
    Odorless 28.1%
    Sour 26.68%
    Honey 25.76%
    Powdery 23.78%
    Musty 23.16%
    Honeysuckle 22.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.9 (neutral)

    Molecular weight
    177.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 187 °F (NTP, 1992)
    • 86 °C
    • GIVES VIOLET COLOR WITH FERRIC CHLORIDE; MELTING POINT: 85 °C /KETO FORM/

    Boiling point

    • Decomposes (NTP, 1992)
    • BOILING POINT: DECOMPOSES

    Flash point

    • 154.89 ˚C est.
    • 325 °F (NTP, 1992)
    • 162.7 °C
    • 365 °F; 185 °C (OPEN CUP)

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • SLIGHTLY SOL IN WATER; SOL IN ALC, CHLOROFORM, ETHER, HOT BENZENE, ACID, HOT PETROLEUM ETHER, ALKALI HYDROXIDE SOLN /KETO FORM/
    • SOL IN ALKALI
    • Soluble in oxygenated and chlorinated solvents.

  • Synonyms

    • ACETOACETANILIDE
    • 102-01-2
    • 3-Oxo-N-phenylbutanamide
    • Butanamide, 3-oxo-N-phenyl-
    • Acetoacetic anilide
    • Acetoacetamidobenzene
    • Acetylacetanilide
    • Acetoacetylaniline
    • N-Phenylacetoacetamide
    • Acetoacetanilid
    • Acetoacetic acid anilide
    • N-(Acetylacetyl)aniline
    • Acetanilide, 2-acetyl-
    • USAF EK-1239
    • beta-Ketobutyranilide
    • 1-(Phenylcarbamoyl)-2-propanone
    • .alpha.-Acetylacetanilide
    • Anilid kyseliny acetoctove
    • ((Acetoacetyl)amino)benzene
    • NSC 2656
    • alpha-Acetyl-N-phenylacetamide
    • CCRIS 4534
    • .alpha.-Acetyl-N-phenylacetamide
    • HSDB 2669
    • 3-Oxo-N-phenylbutyramide
    • Anilid kyseliny acetoctove [Czech]
    • EINECS 202-996-4
    • W35JB9PY3X
    • DTXSID0024397
    • AI3-00854
    • Butanoic acid, 3-oxo-, amide, N-phenyl-
    • .beta.-Ketobutyranilide
    • NSC-2656
    • N-Phenyl-3-oxobutanamide
    • ACETOACETANILIDE [MI]
    • N-PHENYLACETYLACETAMIDE
    • N-(ACETOACETYL)ANILINE
    • ACETOACETANILIDE [HSDB]
    • DTXCID504397
    • .ALPHA.-KETOBUTYRANILIDE
    • EC 202-996-4
    • MFCD00008780
    • 1-(PHENYLAMINO)-1,3-BUTANEDIONE
    • 4-(PHENYLAMINO)-2,4-BUTANEDIONE
    • [(Acetoacetyl)amino]benzene
    • 86349-51-1
    • 1-(PHENYLAMINO)-1,3-1-(PHENYLCARBAMOYL)-2-PROPANONE
    • CAS-102-01-2
    • alpha-Acetylacetanilide
    • 3-oxo-N-phenyl-butanamide
    • 3-oxo-N-phenyl-butyramide
    • UNII-W35JB9PY3X
    • Acetoacetonilide
    • betaKetobutyranilide
    • 2-acetylacetanilide
    • NPhenylacetoacetamide
    • 3OxoNphenylbutanamide
    • ACETOACETAILIDE
    • Acetanilide, 2acetyl
    • Acetoacetylaminobenzene
    • N(Acetylacetyl)aniline
    • Butanamide, 3oxoNphenyl
    • alphaAcetylNphenylacetamide
    • N-Phenyl-3-ketobutanamide
    • Acetoacetanilide, >=98%
    • WLN: 1V1VMR
    • AcetessigsA currencyureanilid
    • ALPHA-KETOBUTYRANILIDE
    • 1(Phenylcarbamoyl)2propanone
    • SCHEMBL14914
    • Acetoacetanilide, >=99.5%
    • alpha-acetyl-N-phenyl-acetamide
    • Butanamide, 3-oxo-N-phenyl-, labeled with carbon-14
    • CHEMBL1604429
    • NSC2656
    • STR00568
    • Tox21_201405
    • Tox21_303279
    • STK301287
    • Butanoic acid, 3oxo, amide, Nphenyl
    • AKOS000119678
    • FA38887
    • NCGC00091590-01
    • NCGC00091590-02
    • NCGC00091590-03
    • NCGC00257189-01
    • NCGC00258956-01
    • DB-318542
    • A0046
    • NS00003886
    • EN300-17592
    • F86391
    • Q15720542
    • Z56968279
    • F0001-0065
    • 202-996-4

  • Applications

    Acetoacetanilide (CAS number: 102-01-2) is commonly used as a versatile organic intermediate. Practical applications include: (1) pharmaceuticals — serves as a building block for synthesis of pharmaceutical intermediates and related drug candidates; (2) dyes and pigments — acts as a precursor for dye and pigment intermediates used in textile coloration and printing; (3) coatings and inks — utilized as an intermediate for colorant systems in coatings and printed inks; (4) polymers/plastics — used as a building block for specialty polymers or resins featuring a beta-diketone motif. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 129.55
    methanol 227.63
    isopropanol 79.72
    water 13.8
    ethyl acetate 41.37
    n-propanol 78.73
    acetone 184.2
    n-butanol 58.39
    acetonitrile 84.72
    DMF 618.23
    toluene 2.74
    isobutanol 51.3
    1,4-dioxane 113.27
    methyl acetate 72.15
    THF 201.46
    2-butanone 73.68
    n-pentanol 42.52
    sec-butanol 49.51
    n-hexane 0.75
    ethylene glycol 146.0
    NMP 295.93
    cyclohexane 0.66
    DMSO 566.9
    n-butyl acetate 24.71
    n-octanol 22.24
    chloroform 31.96
    n-propyl acetate 28.76
    acetic acid 264.27
    dichloromethane 21.24
    cyclohexanone 76.07
    propylene glycol 199.07
    isopropyl acetate 24.29
    DMAc 559.86
    2-ethoxyethanol 128.79
    isopentanol 46.52
    n-heptane 0.69
    ethyl formate 45.58
    1,2-dichloroethane 15.32
    n-hexanol 29.54
    2-methoxyethanol 278.8
    isobutyl acetate 21.47
    tetrachloromethane 2.89
    n-pentyl acetate 14.43
    transcutol 386.65
    n-heptanol 13.99
    ethylbenzene 3.61
    MIBK 31.68
    2-propoxyethanol 113.54
    tert-butanol 87.32
    MTBE 27.78
    2-butoxyethanol 50.68
    propionic acid 116.83
    o-xylene 4.4
    formic acid 185.41
    diethyl ether 22.08
    m-xylene 4.01
    p-xylene 5.7
    chlorobenzene 8.64
    dimethyl carbonate 54.79
    n-octane 0.34
    formamide 184.38
    cyclopentanone 127.19
    2-pentanone 45.72
    anisole 32.35
    cyclopentyl methyl ether 40.06
    gamma-butyrolactone 162.5
    1-methoxy-2-propanol 183.79
    pyridine 38.7
    3-pentanone 32.43
    furfural 141.65
    n-dodecane 0.76
    diethylene glycol 164.4
    diisopropyl ether 5.42
    tert-amyl alcohol 53.68
    acetylacetone 82.2
    n-hexadecane 0.83
    acetophenone 37.28
    methyl propionate 58.31
    isopentyl acetate 24.91
    trichloroethylene 41.25
    n-nonanol 19.97
    cyclohexanol 31.73
    benzyl alcohol 37.68
    2-ethylhexanol 16.36
    isooctanol 11.9
    dipropyl ether 15.84
    1,2-dichlorobenzene 12.03
    ethyl lactate 43.51
    propylene carbonate 82.78
    n-methylformamide 188.49
    2-pentanol 25.79
    n-pentane 0.46
    1-propoxy-2-propanol 66.85
    1-methoxy-2-propyl acetate 51.84
    2-(2-methoxypropoxy) propanol 88.62
    mesitylene 3.49
    ε-caprolactone 70.69
    p-cymene 5.02
    epichlorohydrin 108.52
    1,1,1-trichloroethane 13.4
    2-aminoethanol 161.91
    morpholine-4-carbaldehyde 249.8
    sulfolane 204.56
    2,2,4-trimethylpentane 0.83
    2-methyltetrahydrofuran 69.48
    n-hexyl acetate 33.29
    isooctane 0.62
    2-(2-butoxyethoxy)ethanol 110.79
    sec-butyl acetate 18.6
    tert-butyl acetate 29.62
    decalin 1.09
    glycerin 265.42
    diglyme 175.6
    acrylic acid 132.71
    isopropyl myristate 14.24
    n-butyric acid 82.2
    acetyl acetate 37.7
    di(2-ethylhexyl) phthalate 24.73
    ethyl propionate 30.33
    nitromethane 336.81
    1,2-diethoxyethane 39.85
    benzonitrile 31.91
    trioctyl phosphate 15.18
    1-bromopropane 5.93
    gamma-valerolactone 188.98
    n-decanol 14.99
    triethyl phosphate 20.72
    4-methyl-2-pentanol 17.63
    propionitrile 45.32
    vinylene carbonate 74.25
    1,1,2-trichlorotrifluoroethane 151.55
    DMS 47.2
    cumene 4.79
    2-octanol 9.28
    2-hexanone 34.36
    octyl acetate 19.91
    limonene 6.78
    1,2-dimethoxyethane 163.62
    ethyl orthosilicate 17.63
    tributyl phosphate 20.87
    diacetone alcohol 73.06
    N,N-dimethylaniline 27.29
    acrylonitrile 67.73
    aniline 19.66
    1,3-propanediol 145.1
    bromobenzene 5.21
    dibromomethane 10.62
    1,1,2,2-tetrachloroethane 38.77
    2-methyl-cyclohexyl acetate 25.44
    tetrabutyl urea 32.79
    diisobutyl methanol 10.12
    2-phenylethanol 28.97
    styrene 4.32
    dioctyl adipate 29.31
    dimethyl sulfate 113.99
    ethyl butyrate 23.22
    methyl lactate 90.02
    butyl lactate 31.23
    diethyl carbonate 21.73
    propanediol butyl ether 88.92
    triethyl orthoformate 21.85
    p-tert-butyltoluene 5.07
    methyl 4-tert-butylbenzoate 43.59
    morpholine 149.49
    tert-butylamine 30.39
    n-dodecanol 11.51
    dimethoxymethane 159.4
    ethylene carbonate 55.38
    cyrene 86.91
    2-ethoxyethyl acetate 31.82
    2-ethylhexyl acetate 18.04
    1,2,4-trichlorobenzene 19.49
    4-methylpyridine 36.22
    dibutyl ether 16.92
    2,6-dimethyl-4-heptanol 10.12
    DEF 80.57
    dimethyl isosorbide 113.04
    tetrachloroethylene 18.99
    eugenol 53.0
    triacetin 57.17
    span 80 61.02
    1,4-butanediol 67.2
    1,1-dichloroethane 13.59
    2-methyl-1-pentanol 33.61
    methyl formate 131.77
    2-methyl-1-butanol 42.84
    n-decane 1.03
    butyronitrile 40.18
    3,7-dimethyl-1-octanol 20.85
    1-chlorooctane 5.66
    1-chlorotetradecane 3.02
    n-nonane 0.82
    undecane 0.87
    tert-butylcyclohexane 1.25
    cyclooctane 0.23
    cyclopentanol 57.64
    tetrahydropyran 49.77
    tert-amyl methyl ether 22.92
    2,5,8-trioxanonane 138.76
    1-hexene 4.35
    2-isopropoxyethanol 69.45
    2,2,2-trifluoroethanol 93.4
    methyl butyrate 40.81

    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