1-(1H-Imidazol-1-yl)ethanone

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  • Identifiers

    CAS number
    2466-76-4

    Molecular formula
    C5H6N2O

    SMILES
    CC(=O)N1C=CN=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 71.31%
    Roasted 62.15%
    Popcorn 57.87%
    Burnt 44.67%
    Hazelnut 36.83%
    Coffee 34.49%
    Musty 31.9%
    Meaty 31.42%
    Caramellic 30.45%
    Cocoa 27.0%

     

    Flavor
    Nutty 57.82%
    Popcorn 43.35%
    Bitter 38.74%
    Musty 32.42%
    Bread 31.3%
    Corn 30.99%
    Odorless 29.58%
    Hazelnut 28.73%
    Chocolate 28.27%
    Coffee 27.67%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    4.85 (weak acid)

    Molecular weight
    110.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    264°C

    Flash point

    • 108.35 ˚C est.

  • Synonyms

    • 1-Acetylimidazole
    • 2466-76-4
    • N-Acetylimidazole
    • 1-(1H-imidazol-1-yl)ethanone
    • Acetylimidazole
    • 1-imidazol-1-ylethanone
    • 1-Acetyl-1H-imidazole
    • ZMP8X1Y11G
    • CHEBI:16984
    • RefChem:828912
    • 219-577-7
    • 1H-Imidazole, 1-acetyl-
    • 1-(1H-imidazol-1-yl)ethan-1-one
    • Ethanone, 1-(1H-imidazol-1-yl)-
    • IMIDAZOLE, 1-ACETYL-
    • MFCD00005287
    • 3-acetylimidazole
    • CCRIS 6534
    • EINECS 219-577-7
    • UNII-ZMP8X1Y11G
    • BRN 0108425
    • N-acetyl imidazole
    • 1- acetylimidazole
    • 1-acetyl imidazole
    • imidazole, N-acetyl-
    • 1-Acetylimidazole, 98%
    • Imidazole N-1 deriv. 5
    • 1-Acetyl-1H-imidazole #
    • 1-(methylcarbonyl)imidazole
    • SCHEMBL26238
    • 5-23-04-00218 (Beilstein Handbook Reference)
    • MLS001074864
    • BDBM7944
    • orb3023462
    • SCHEMBL5270457
    • SCHEMBL8342875
    • CHEMBL1592087
    • DTXSID8062440
    • HMS2234I07
    • HY-D0181
    • SBB008874
    • AKOS005208084
    • AC-7521
    • EBC-610978
    • FA33377
    • NCGC00246992-01
    • AS-11932
    • SMR000568396
    • SY049533
    • DB-031677
    • A0694
    • CS-0010103
    • NS00046189
    • C02560
    • EN300-748826
    • 1-Acetylimidazole, Vetec(TM) reagent grade, 98%
    • 466A764
    • F319309
    • Q27102162
    • Z1255402643
    • 2466-76-4

  • Applications

    Acetylimidazole (1-(1H-imidazol-1-yl)ethanone) is used primarily as an acetylating agent in organic synthesis, transferring the acetyl group to amines, alcohols, or thiols to give N- or O-acetyl derivatives. It serves as an important building block and intermediate in pharmaceutical and heterocyclic compound synthesis. In peptide and protein chemistry, it is used for selective acetylation of amino groups and peptide motifs. In polymer and materials chemistry, it can be used to modify surfaces or as a precursor for functional monomers bearing acetyl functionalities. Overall, acetylimidazole is regarded as a mild acyl-transfer reagent for laboratory acetylation workflows, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 126.31
    methanol 215.1
    isopropanol 97.19
    water 112.48
    ethyl acetate 64.28
    n-propanol 92.28
    acetone 137.63
    n-butanol 67.63
    acetonitrile 144.82
    DMF 495.42
    toluene 37.55
    isobutanol 78.91
    1,4-dioxane 114.99
    methyl acetate 96.31
    THF 158.44
    2-butanone 101.48
    n-pentanol 44.08
    sec-butanol 84.34
    n-hexane 3.29
    ethylene glycol 83.83
    NMP 476.03
    cyclohexane 3.41
    DMSO 254.43
    n-butyl acetate 17.19
    n-octanol 13.1
    chloroform 169.55
    n-propyl acetate 21.93
    acetic acid 178.22
    dichloromethane 192.89
    cyclohexanone 99.38
    propylene glycol 72.76
    isopropyl acetate 30.45
    DMAc 523.9
    2-ethoxyethanol 97.38
    isopentanol 53.11
    n-heptane 2.06
    ethyl formate 66.55
    1,2-dichloroethane 81.96
    n-hexanol 20.43
    2-methoxyethanol 227.23
    isobutyl acetate 14.49
    tetrachloromethane 22.8
    n-pentyl acetate 17.14
    transcutol 134.46
    n-heptanol 11.6
    ethylbenzene 10.52
    MIBK 31.04
    2-propoxyethanol 60.27
    tert-butanol 84.99
    MTBE 50.5
    2-butoxyethanol 33.61
    propionic acid 99.47
    o-xylene 26.58
    formic acid 247.27
    diethyl ether 50.75
    m-xylene 23.58
    p-xylene 18.84
    chlorobenzene 50.51
    dimethyl carbonate 46.36
    n-octane 0.89
    formamide 303.05
    cyclopentanone 148.72
    2-pentanone 62.48
    anisole 41.37
    cyclopentyl methyl ether 64.98
    gamma-butyrolactone 178.69
    1-methoxy-2-propanol 131.82
    pyridine 129.92
    3-pentanone 56.11
    furfural 215.05
    n-dodecane 1.01
    diethylene glycol 71.49
    diisopropyl ether 10.27
    tert-amyl alcohol 75.78
    acetylacetone 61.21
    n-hexadecane 1.13
    acetophenone 44.24
    methyl propionate 77.09
    isopentyl acetate 16.18
    trichloroethylene 177.51
    n-nonanol 12.05
    cyclohexanol 52.76
    benzyl alcohol 49.43
    2-ethylhexanol 12.23
    isooctanol 10.81
    dipropyl ether 12.98
    1,2-dichlorobenzene 42.78
    ethyl lactate 20.46
    propylene carbonate 72.23
    n-methylformamide 243.2
    2-pentanol 39.44
    n-pentane 4.04
    1-propoxy-2-propanol 34.6
    1-methoxy-2-propyl acetate 27.92
    2-(2-methoxypropoxy) propanol 43.32
    mesitylene 11.22
    ε-caprolactone 85.21
    p-cymene 7.64
    epichlorohydrin 175.25
    1,1,1-trichloroethane 69.65
    2-aminoethanol 117.53
    morpholine-4-carbaldehyde 268.29
    sulfolane 187.84
    2,2,4-trimethylpentane 3.06
    2-methyltetrahydrofuran 119.95
    n-hexyl acetate 22.87
    isooctane 1.52
    2-(2-butoxyethoxy)ethanol 47.31
    sec-butyl acetate 16.0
    tert-butyl acetate 26.0
    decalin 2.51
    glycerin 119.75
    diglyme 87.44
    acrylic acid 115.18
    isopropyl myristate 9.58
    n-butyric acid 82.8
    acetyl acetate 36.89
    di(2-ethylhexyl) phthalate 16.37
    ethyl propionate 24.29
    nitromethane 305.28
    1,2-diethoxyethane 29.95
    benzonitrile 56.97
    trioctyl phosphate 9.35
    1-bromopropane 42.48
    gamma-valerolactone 201.85
    n-decanol 8.73
    triethyl phosphate 13.58
    4-methyl-2-pentanol 19.12
    propionitrile 80.07
    vinylene carbonate 83.46
    1,1,2-trichlorotrifluoroethane 142.85
    DMS 30.75
    cumene 8.8
    2-octanol 8.79
    2-hexanone 28.53
    octyl acetate 13.24
    limonene 10.82
    1,2-dimethoxyethane 106.34
    ethyl orthosilicate 12.81
    tributyl phosphate 12.14
    diacetone alcohol 48.13
    N,N-dimethylaniline 33.7
    acrylonitrile 113.67
    aniline 82.99
    1,3-propanediol 109.98
    bromobenzene 40.71
    dibromomethane 95.21
    1,1,2,2-tetrachloroethane 115.15
    2-methyl-cyclohexyl acetate 16.06
    tetrabutyl urea 18.98
    diisobutyl methanol 8.03
    2-phenylethanol 25.42
    styrene 15.44
    dioctyl adipate 17.04
    dimethyl sulfate 99.57
    ethyl butyrate 16.2
    methyl lactate 57.36
    butyl lactate 18.26
    diethyl carbonate 13.53
    propanediol butyl ether 33.27
    triethyl orthoformate 14.57
    p-tert-butyltoluene 7.56
    methyl 4-tert-butylbenzoate 36.67
    morpholine 162.4
    tert-butylamine 47.81
    n-dodecanol 6.72
    dimethoxymethane 132.58
    ethylene carbonate 57.42
    cyrene 55.83
    2-ethoxyethyl acetate 30.41
    2-ethylhexyl acetate 13.16
    1,2,4-trichlorobenzene 61.93
    4-methylpyridine 139.96
    dibutyl ether 11.71
    2,6-dimethyl-4-heptanol 8.03
    DEF 118.74
    dimethyl isosorbide 61.57
    tetrachloroethylene 72.59
    eugenol 36.2
    triacetin 32.11
    span 80 29.27
    1,4-butanediol 44.92
    1,1-dichloroethane 91.2
    2-methyl-1-pentanol 39.6
    methyl formate 141.68
    2-methyl-1-butanol 65.12
    n-decane 1.48
    butyronitrile 72.38
    3,7-dimethyl-1-octanol 13.67
    1-chlorooctane 6.2
    1-chlorotetradecane 3.16
    n-nonane 1.35
    undecane 1.19
    tert-butylcyclohexane 2.58
    cyclooctane 1.22
    cyclopentanol 84.61
    tetrahydropyran 73.23
    tert-amyl methyl ether 42.08
    2,5,8-trioxanonane 68.16
    1-hexene 11.35
    2-isopropoxyethanol 54.98
    2,2,2-trifluoroethanol 105.46
    methyl butyrate 33.28

    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