4'-Chloroacetyl(acetanilide)

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  • Identifiers

    CAS number
    140-49-8

    Molecular formula
    C10H10ClNO2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 37.05%
    Grape 36.87%
    Meaty 34.62%
    Sweet 33.69%
    Savory 31.47%
    Odorless 28.86%
    Roasted 28.42%
    Burnt 28.39%
    Cooked 27.92%
    Milky 24.81%

     

    Flavor
    Odorless 45.57%
    Mild 34.49%
    Fruity 30.37%
    Nutty 26.02%
    Very mild 23.65%
    Cooked 23.58%
    Bitter 22.65%
    Orange flower 21.19%
    Roasted 21.12%
    Yeast 20.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    7.53 (neutral)

    Molecular weight
    211.64 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 410.7 to 414.3 °F (NTP, 1992)

    Boiling point

    • Decomposes (NTP, 1992)

    Flash point

    • 172.2 ˚C est.
    • 230 °F (NTP, 1992)
    • 110 °C

    Solubility expt.

    • less than 1 mg/mL at 66 °F (NTP, 1992)

  • Synonyms

    • 140-49-8
    • 4'-(Chloroacetyl)acetanilide
    • 4'-ACETAMIDO-2-CHLOROACETOPHENONE
    • 1-Acetamido-4-chloroacetylbenzene
    • N-[4-(2-Chloroacetyl)phenyl]acetamide
    • 4-(Chloroacetyl)acetanilide
    • p-Acetamidophenacyl chloride
    • 1-Acetylamino-4-chloroacetylbenzene
    • 4'-(2-Chloroacetyl)acetanilide
    • p-(Acetylamino)phenacyl chloride
    • 4-Chloroacetylacetanilide
    • NCI-C03770
    • 4'-(Chloroacetyl)-acetanilide
    • 4'-CHLOROACETYL(ACETANILIDE)
    • Acetanilide, 4'-(chloroacetyl)-
    • N-[4-(chloroacetyl)phenyl]acetamide
    • Acetamide, N-[4-(2-chloroacetyl)phenyl]-
    • 4'-Chloroacetyl (acetanilide)
    • N-(4-(Chloroacetyl)phenyl)acetamide
    • NSC 768
    • Acetamide, N-(4-(chloroacetyl)phenyl)-
    • Acetamide, N-[4-(chloroacetyl)phenyl]-
    • CCRIS 130
    • 4-(2-Chloroacetyl)acetanilide
    • 4-Acetamido-2-chloroacetophenone
    • HSDB 4110
    • 4-acetaminophenacyl chloride
    • EINECS 205-416-8
    • 4-acetylaminophenacyl chloride
    • BRN 2724140
    • 87IAK033NK
    • DTXSID4020294
    • CHEBI:76355
    • NSC-768
    • p-chloroacetylacetanilide
    • DTXCID20294
    • p-(2-chloroacetyl)acetanilide
    • Acetamide, N-(4-(2-chloroacetyl)phenyl)-
    • 4/'-(Chloroacetyl)-acetanilide
    • 1-14-00-00367 (Beilstein Handbook Reference)
    • 4-ACETAMIDOPHENACYL CHLORIDE
    • 2-chloro-1-(4-acetamidophenyl)ethanone
    • 4'-CHLOROACETYL(ACETANILIDE) [HSDB]
    • 4'-[Chloroacetyl]acetanilide
    • N-(4-(2-chloroacetyl)phenyl)acetamide
    • CAS-140-49-8
    • UNII-87IAK033NK
    • p-Acetaminophenacylchlorid
    • pAcetamidophenacyl chloride
    • p-acetamidophenacyl cloride
    • WLN: G1VR DMV1
    • 4'(Chloroacetyl)acetanilide
    • 4'-(Chloracetyl)acetanilide
    • 1Acetamido4chloroacetylbenzene
    • MLS002454375
    • 4\'-(chloroacetyl)acetanilide
    • Acetanilide, 4'(chloroacetyl)
    • p(Acetylamino)phenacyl chloride
    • 1Acetylamino4chloroacetylbenzene
    • NSC768
    • SCHEMBL1273600
    • CHEMBL1408847
    • n-(4-chloroacetylphenyl)acetamide
    • N(4(Chloroacetyl)phenyl)acetamide
    • HMS3039D03
    • 4''-Acetamido-2-chloroacetophenone
    • BCP20761
    • Tox21_201314
    • Tox21_302954
    • Acetamide, N(4(chloroacetyl)phenyl)
    • BBL027954
    • MFCD00040869
    • STK802190
    • Acetamide, N(4(2chloroacetyl)phenyl)
    • AKOS000200680
    • FC41586
    • 4'-(2-Chloroacetyl)acetanilide, 97%
    • NCGC00091384-01
    • NCGC00091384-02
    • NCGC00091384-03
    • NCGC00091384-04
    • NCGC00091384-05
    • NCGC00256406-01
    • NCGC00258866-01
    • AS-17309
    • SMR001371996
    • N-[4-(2-Chloroacetyl)phenyl]acetamide #
    • DB-042518
    • CS-0204309
    • NS00024551
    • EN300-05225
    • G30099
    • AE-641/30206027
    • Q27145911
    • Z56914790

  • Applications

    4'-Chloroacetyl(acetanilide) (CAS 140-49-8) is primarily used as an organic synthesis intermediate and acylating reagent. In pharmaceutical and agrochemical development, it is typically employed to introduce a chloroacetyl group into amine substrates, enabling subsequent transformations to furnish a range of N- and O-acyl derivatives. It also serves as a precursor for substituted acetanilide derivatives used in dye chemistry and for specialty polymer/adhesive applications, where the chloroacetyl functionality enables crosslinking or further functionalization. Additionally, it may be used as a building block in laboratory-scale syntheses of more complex intermediates, with use typically subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.57
    methanol 38.19
    isopropanol 18.07
    water 2.74
    ethyl acetate 13.39
    n-propanol 18.26
    acetone 73.4
    n-butanol 13.94
    acetonitrile 25.2
    DMF 452.26
    toluene 1.4
    isobutanol 12.98
    1,4-dioxane 28.18
    methyl acetate 24.1
    THF 81.15
    2-butanone 39.16
    n-pentanol 16.52
    sec-butanol 13.58
    n-hexane 0.34
    ethylene glycol 35.21
    NMP 229.82
    cyclohexane 0.06
    DMSO 382.24
    n-butyl acetate 15.7
    n-octanol 9.19
    chloroform 16.25
    n-propyl acetate 16.23
    acetic acid 52.63
    dichloromethane 18.27
    cyclohexanone 37.47
    propylene glycol 31.1
    isopropyl acetate 11.47
    DMAc 454.78
    2-ethoxyethanol 63.15
    isopentanol 14.13
    n-heptane 0.42
    ethyl formate 16.6
    1,2-dichloroethane 14.58
    n-hexanol 12.23
    2-methoxyethanol 98.84
    isobutyl acetate 12.91
    tetrachloromethane 1.16
    n-pentyl acetate 10.62
    transcutol 183.25
    n-heptanol 8.32
    ethylbenzene 2.89
    MIBK 19.68
    2-propoxyethanol 54.96
    tert-butanol 29.15
    MTBE 12.59
    2-butoxyethanol 29.84
    propionic acid 24.9
    o-xylene 2.76
    formic acid 55.11
    diethyl ether 7.82
    m-xylene 2.6
    p-xylene 4.29
    chlorobenzene 5.49
    dimethyl carbonate 23.19
    n-octane 0.29
    formamide 80.17
    cyclopentanone 70.26
    2-pentanone 24.87
    anisole 21.63
    cyclopentyl methyl ether 18.58
    gamma-butyrolactone 73.95
    1-methoxy-2-propanol 69.95
    pyridine 17.44
    3-pentanone 19.34
    furfural 78.14
    n-dodecane 0.52
    diethylene glycol 75.34
    diisopropyl ether 2.71
    tert-amyl alcohol 20.99
    acetylacetone 39.44
    n-hexadecane 0.58
    acetophenone 27.14
    methyl propionate 23.72
    isopentyl acetate 16.97
    trichloroethylene 31.97
    n-nonanol 9.24
    cyclohexanol 9.02
    benzyl alcohol 22.49
    2-ethylhexanol 9.82
    isooctanol 7.93
    dipropyl ether 10.78
    1,2-dichlorobenzene 8.93
    ethyl lactate 24.46
    propylene carbonate 35.29
    n-methylformamide 87.26
    2-pentanol 8.74
    n-pentane 0.13
    1-propoxy-2-propanol 40.84
    1-methoxy-2-propyl acetate 32.59
    2-(2-methoxypropoxy) propanol 52.0
    mesitylene 2.23
    ε-caprolactone 31.98
    p-cymene 4.42
    epichlorohydrin 65.54
    1,1,1-trichloroethane 8.23
    2-aminoethanol 39.52
    morpholine-4-carbaldehyde 146.38
    sulfolane 128.51
    2,2,4-trimethylpentane 0.38
    2-methyltetrahydrofuran 26.22
    n-hexyl acetate 16.12
    isooctane 0.32
    2-(2-butoxyethoxy)ethanol 56.97
    sec-butyl acetate 11.88
    tert-butyl acetate 16.98
    decalin 0.54
    glycerin 70.49
    diglyme 93.87
    acrylic acid 32.02
    isopropyl myristate 8.88
    n-butyric acid 21.56
    acetyl acetate 12.3
    di(2-ethylhexyl) phthalate 14.52
    ethyl propionate 17.47
    nitromethane 107.71
    1,2-diethoxyethane 29.61
    benzonitrile 19.79
    trioctyl phosphate 9.61
    1-bromopropane 5.02
    gamma-valerolactone 96.57
    n-decanol 7.81
    triethyl phosphate 15.2
    4-methyl-2-pentanol 8.22
    propionitrile 17.48
    vinylene carbonate 31.74
    1,1,2-trichlorotrifluoroethane 79.62
    DMS 23.52
    cumene 3.83
    2-octanol 6.17
    2-hexanone 23.82
    octyl acetate 11.6
    limonene 5.39
    1,2-dimethoxyethane 92.51
    ethyl orthosilicate 13.67
    tributyl phosphate 12.57
    diacetone alcohol 40.23
    N,N-dimethylaniline 22.58
    acrylonitrile 29.28
    aniline 10.52
    1,3-propanediol 37.24
    bromobenzene 3.83
    dibromomethane 8.31
    1,1,2,2-tetrachloroethane 28.01
    2-methyl-cyclohexyl acetate 18.49
    tetrabutyl urea 22.03
    diisobutyl methanol 7.16
    2-phenylethanol 18.42
    styrene 3.25
    dioctyl adipate 17.85
    dimethyl sulfate 72.71
    ethyl butyrate 16.71
    methyl lactate 38.16
    butyl lactate 19.34
    diethyl carbonate 14.16
    propanediol butyl ether 38.87
    triethyl orthoformate 15.96
    p-tert-butyltoluene 4.22
    methyl 4-tert-butylbenzoate 29.76
    morpholine 44.58
    tert-butylamine 10.69
    n-dodecanol 6.45
    dimethoxymethane 86.04
    ethylene carbonate 21.87
    cyrene 57.36
    2-ethoxyethyl acetate 20.41
    2-ethylhexyl acetate 12.72
    1,2,4-trichlorobenzene 13.6
    4-methylpyridine 22.75
    dibutyl ether 10.66
    2,6-dimethyl-4-heptanol 7.16
    DEF 49.78
    dimethyl isosorbide 70.94
    tetrachloroethylene 11.87
    eugenol 37.81
    triacetin 32.01
    span 80 33.23
    1,4-butanediol 23.09
    1,1-dichloroethane 9.34
    2-methyl-1-pentanol 16.1
    methyl formate 55.35
    2-methyl-1-butanol 13.08
    n-decane 0.71
    butyronitrile 15.31
    3,7-dimethyl-1-octanol 10.48
    1-chlorooctane 3.95
    1-chlorotetradecane 2.07
    n-nonane 0.56
    undecane 0.6
    tert-butylcyclohexane 0.74
    cyclooctane 0.05
    cyclopentanol 15.48
    tetrahydropyran 10.73
    tert-amyl methyl ether 12.37
    2,5,8-trioxanonane 77.88
    1-hexene 2.43
    2-isopropoxyethanol 40.17
    2,2,2-trifluoroethanol 31.87
    methyl butyrate 23.19

    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