4-Nitrobenzoyl chloride

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  • Identifiers

    CAS number
    122-04-3

    Molecular formula
    C7H4ClNO3

    SMILES
    C1=CC(=CC=C1C(=O)Cl)[N+](=O)[O-]

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Odorless 47.08%
    Sweet 43.15%
    Balsamic 33.96%
    Nutty 31.9%
    Burnt 31.56%
    Powdery 30.46%
    Phenolic 30.0%
    Vanilla 29.99%
    Creamy 27.74%
    Bitter 27.05%

     

    Flavor
    Odorless 52.42%
    Bitter 42.87%
    Mild 31.09%
    Nutty 30.26%
    Very mild 25.03%
    Faint 24.43%
    Urine 21.86%
    Nitrile 21.28%
    Phenolic 21.22%
    Bread crust 21.2%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    7.07 (neutral)

    Molecular weight
    185.56 g/mol

    Melting point expt.

    • 167 °F (NTP, 1992)

    Boiling point

    • 396 to 401 °F at 105 mmHg (NTP, 1992)

    Flash point

    • 136.25 ˚C est.

    Solubility expt.

    • Decomposes (NTP, 1992)

  • Synonyms

    • 4-Nitrobenzoyl chloride
    • 122-04-3
    • P-NITROBENZOYL CHLORIDE
    • Benzoyl chloride, 4-nitro-
    • 4-Nitrobenzoic acid chloride
    • p-Nitrobenzoic acid chloride
    • Benzoyl chloride, p-nitro-
    • 4-Nitro-benzoyl chloride
    • CCRIS 3136
    • NSC 5381
    • EINECS 204-517-4
    • X3H8PW2GC4
    • BRN 0473192
    • DTXSID9025742
    • AI3-08914
    • NSC-5381
    • para-nitrobenzoyl chloride
    • MFCD00007345
    • Nitrobenzoyl chloride, 4-
    • DTXCID905742
    • NITROBENZOYL CHLORIDE, P-
    • EC 204-517-4
    • 4-09-00-01191 (Beilstein Handbook Reference)
    • 4-NITROBENZOYL CHLORIDE [MI]
    • 4-Nitrobenzoyl-d4Chloride
    • 4-nitro benzoyl chloride
    • UNII-X3H8PW2GC4
    • p-nitrobenzoylchloride
    • pNitrobenzoyl chloride
    • 4-nitrobenzoylchloride
    • p-nitro-benzoylchloride
    • 4-nitro-benzoylchloride
    • 4-nitrobenzoyi chloride
    • paranitrobenzoyl chloride
    • 4-nitroberizoyl chloride
    • p-nitro-benzoyl chloride
    • Benzoyl chloride, pnitro
    • rho-nitrobenzoyl chloride
    • 4 -nitrobenzoyl chloride
    • 4-nitro-benzoyl-chloride
    • 4--Nitrobenzoyl chloride
    • Benzoyl chloride, 4nitro
    • p-nitro- benzoyl chloride
    • pNitrobenzoic acid chloride
    • 4nitrobenzoic acid chloride
    • SCHEMBL43141
    • 4-nitro benzoic acid chloride
    • para-nitrobenzoic acid chloride
    • 4-Nitrobenzoyl chloride, 98%
    • CHEMBL1599838
    • SCHEMBL16692347
    • NSC5381
    • STR01076
    • Tox21_200137
    • BBL012202
    • STL163544
    • AKOS005716884
    • FN45659
    • BENZOIC ACID, 4-NITRO, CHLORIDE
    • NCGC00091803-01
    • NCGC00091803-02
    • NCGC00257691-01
    • CAS-122-04-3
    • N0176
    • NS00007029
    • EN300-18044
    • A804833
    • Q27293518
    • F2190-0076
    • 4-Nitrobenzoyl chloride, for HPLC derivatization, >=99.0% (GC)
    • 204-517-4

  • Applications

    4-Nitrobenzoyl chloride (CAS 122-04-3) is a reactive acid chloride used mainly as an acylating agent to attach the 4-nitrobenzoyl group to amines to form amides or to alcohols to form esters. In industrial contexts, it serves as a key intermediate for pharmaceutical building blocks and for agrochemical development. It is also used in dye and pigment chemistry to synthesize nitrobenzoyl-functionalized dyes, and in polymer and coating formulations to introduce benzoyl groups into monomers or additives, enabling tailored properties. Because of its reactivity, handling requires appropriate controls and adherence to applicable regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.61
    methanol 70.01
    isopropanol 18.7
    water 0.34
    ethyl acetate 181.17
    n-propanol 33.76
    acetone 274.91
    n-butanol 28.78
    acetonitrile 183.55
    DMF 626.71
    toluene 119.73
    isobutanol 19.56
    1,4-dioxane 201.17
    methyl acetate 250.51
    THF 157.58
    2-butanone 216.8
    n-pentanol 35.43
    sec-butanol 32.24
    n-hexane 4.52
    ethylene glycol 28.56
    NMP 557.26
    cyclohexane 4.88
    DMSO 283.83
    n-butyl acetate 122.86
    n-octanol 44.38
    chloroform 199.48
    n-propyl acetate 146.51
    acetic acid 90.59
    dichloromethane 270.86
    cyclohexanone 212.12
    propylene glycol 17.53
    isopropyl acetate 98.82
    DMAc 572.6
    2-ethoxyethanol 134.82
    isopentanol 27.23
    n-heptane 6.8
    ethyl formate 116.33
    1,2-dichloroethane 234.08
    n-hexanol 41.03
    2-methoxyethanol 163.9
    isobutyl acetate 50.66
    tetrachloromethane 30.35
    n-pentyl acetate 98.23
    transcutol 645.36
    n-heptanol 33.37
    ethylbenzene 74.49
    MIBK 85.18
    2-propoxyethanol 121.67
    tert-butanol 33.51
    MTBE 60.89
    2-butoxyethanol 86.13
    propionic acid 69.29
    o-xylene 106.76
    formic acid 80.79
    diethyl ether 82.5
    m-xylene 81.94
    p-xylene 90.2
    chlorobenzene 125.95
    dimethyl carbonate 161.52
    n-octane 4.81
    formamide 233.14
    cyclopentanone 233.46
    2-pentanone 155.45
    anisole 217.63
    cyclopentyl methyl ether 95.49
    gamma-butyrolactone 301.42
    1-methoxy-2-propanol 97.53
    pyridine 287.66
    3-pentanone 180.26
    furfural 429.26
    n-dodecane 5.42
    diethylene glycol 137.28
    diisopropyl ether 28.18
    tert-amyl alcohol 48.78
    acetylacetone 346.0
    n-hexadecane 6.23
    acetophenone 280.87
    methyl propionate 191.3
    isopentyl acetate 89.09
    trichloroethylene 579.6
    n-nonanol 44.04
    cyclohexanol 36.35
    benzyl alcohol 132.06
    2-ethylhexanol 38.21
    isooctanol 27.1
    dipropyl ether 51.78
    1,2-dichlorobenzene 155.79
    ethyl lactate 81.9
    propylene carbonate 163.68
    n-methylformamide 249.15
    2-pentanol 27.28
    n-pentane 4.2
    1-propoxy-2-propanol 83.34
    1-methoxy-2-propyl acetate 142.86
    2-(2-methoxypropoxy) propanol 160.72
    mesitylene 51.21
    ε-caprolactone 209.16
    p-cymene 48.06
    epichlorohydrin 332.62
    1,1,1-trichloroethane 170.21
    2-aminoethanol 36.63
    morpholine-4-carbaldehyde 537.75
    sulfolane 348.84
    2,2,4-trimethylpentane 5.26
    2-methyltetrahydrofuran 120.54
    n-hexyl acetate 125.66
    isooctane 3.23
    2-(2-butoxyethoxy)ethanol 203.86
    sec-butyl acetate 89.8
    tert-butyl acetate 115.66
    decalin 8.12
    glycerin 45.23
    diglyme 349.71
    acrylic acid 96.89
    isopropyl myristate 59.43
    n-butyric acid 62.49
    acetyl acetate 161.96
    di(2-ethylhexyl) phthalate 60.24
    ethyl propionate 150.82
    nitromethane 545.96
    1,2-diethoxyethane 191.34
    benzonitrile 189.45
    trioctyl phosphate 41.56
    1-bromopropane 66.89
    gamma-valerolactone 380.35
    n-decanol 36.69
    triethyl phosphate 71.65
    4-methyl-2-pentanol 20.26
    propionitrile 99.05
    vinylene carbonate 185.54
    1,1,2-trichlorotrifluoroethane 272.83
    DMS 187.07
    cumene 45.87
    2-octanol 31.09
    2-hexanone 143.32
    octyl acetate 77.03
    limonene 59.5
    1,2-dimethoxyethane 269.1
    ethyl orthosilicate 57.5
    tributyl phosphate 56.38
    diacetone alcohol 132.01
    N,N-dimethylaniline 148.57
    acrylonitrile 213.18
    aniline 104.35
    1,3-propanediol 45.02
    bromobenzene 127.14
    dibromomethane 127.09
    1,1,2,2-tetrachloroethane 317.31
    2-methyl-cyclohexyl acetate 94.32
    tetrabutyl urea 101.89
    diisobutyl methanol 28.03
    2-phenylethanol 118.02
    styrene 107.26
    dioctyl adipate 94.68
    dimethyl sulfate 307.49
    ethyl butyrate 111.52
    methyl lactate 108.45
    butyl lactate 81.23
    diethyl carbonate 85.67
    propanediol butyl ether 98.75
    triethyl orthoformate 72.41
    p-tert-butyltoluene 44.63
    methyl 4-tert-butylbenzoate 154.65
    morpholine 182.6
    tert-butylamine 19.43
    n-dodecanol 29.87
    dimethoxymethane 234.36
    ethylene carbonate 120.7
    cyrene 171.03
    2-ethoxyethyl acetate 178.78
    2-ethylhexyl acetate 84.35
    1,2,4-trichlorobenzene 188.3
    4-methylpyridine 272.67
    dibutyl ether 63.06
    2,6-dimethyl-4-heptanol 28.03
    DEF 308.54
    dimethyl isosorbide 263.69
    tetrachloroethylene 234.98
    eugenol 175.51
    triacetin 178.66
    span 80 112.19
    1,4-butanediol 29.67
    1,1-dichloroethane 125.84
    2-methyl-1-pentanol 38.51
    methyl formate 238.88
    2-methyl-1-butanol 29.13
    n-decane 7.72
    butyronitrile 68.56
    3,7-dimethyl-1-octanol 44.16
    1-chlorooctane 34.35
    1-chlorotetradecane 17.25
    n-nonane 6.69
    undecane 6.44
    tert-butylcyclohexane 7.0
    cyclooctane 3.49
    cyclopentanol 33.31
    tetrahydropyran 87.04
    tert-amyl methyl ether 75.87
    2,5,8-trioxanonane 273.71
    1-hexene 22.11
    2-isopropoxyethanol 90.66
    2,2,2-trifluoroethanol 85.64
    methyl butyrate 175.3

    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