4-Nitrobenzoic anhydride

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  • Identifiers

    CAS number
    902-47-6

    Molecular formula
    C14H8N2O7

    SMILES
    C1=CC(=CC=C1C(=O)OC(=O)C2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 57.71%
    Balsamic 38.79%
    Phenolic 31.21%
    Burnt 29.66%
    Sour 26.85%
    Nutty 26.32%
    Winey 25.92%
    Aromatic 25.55%
    Sweet 24.04%
    Bitter 22.89%

     

    Flavor
    Bitter 53.42%
    Odorless 51.8%
    Very mild 29.68%
    Mild 28.81%
    Faint 26.83%
    Bland 22.49%
    Nutty 21.94%
    Urine 21.38%
    Yeast 21.15%
    Nitrile 21.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    4.74 (weak acid)

    Molecular weight
    316.22 g/mol

    Flash point

    • 225.23 ˚C est.

  • Synonyms

    • 4-nitrobenzoic anhydride
    • 902-47-6
    • (4-nitrobenzoyl) 4-nitrobenzoate
    • p-Nitrobenzoic acid anhydride
    • Benzoic acid, 4-nitro-, anhydride
    • p-nitrobenzoic anhydride
    • 4-Nitrophenyl anhydride #
    • SCHEMBL254773
    • p-Nitro-benzoic acid anhydride
    • DTXSID90301932
    • JYMVSZGJZRQOFY-UHFFFAOYSA-N
    • NSC147485
    • 4-NITROBENZOYL 4-NITROBENZOATE
    • AKOS003235724
    • FN35875
    • NSC-147485

  • Applications

    4-nitrobenzoic anhydride is primarily used as an acylating reagent to install the 4-nitrobenzoyl group on amines or hydroxyls, forming nitrobenzoyl esters or amides in organic synthesis; it is also employed as an intermediate for preparing nitrobenzoyl derivatives used in pharmaceuticals and agrochemicals. In the polymers and materials sector, it can serve as a building block to introduce nitrobenzoyl functionality into monomers or polymers, enabling functionalized coatings and adhesive formulations. Additionally, it can be used as a protecting group reagent for amines in certain synthetic sequences. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.43
    methanol 0.46
    isopropanol 0.33
    water 0.0
    ethyl acetate 3.44
    n-propanol 0.48
    acetone 4.43
    n-butanol 0.52
    acetonitrile 1.55
    DMF 12.59
    toluene 2.39
    isobutanol 0.31
    1,4-dioxane 10.59
    methyl acetate 6.14
    THF 12.89
    2-butanone 8.83
    n-pentanol 0.72
    sec-butanol 0.81
    n-hexane 0.05
    ethylene glycol 0.14
    NMP 21.42
    cyclohexane 0.08
    DMSO 7.04
    n-butyl acetate 5.12
    n-octanol 1.3
    chloroform 1.31
    n-propyl acetate 3.82
    acetic acid 0.98
    dichloromethane 1.83
    cyclohexanone 11.41
    propylene glycol 0.23
    isopropyl acetate 2.73
    DMAc 39.92
    2-ethoxyethanol 4.44
    isopentanol 0.55
    n-heptane 0.08
    ethyl formate 1.81
    1,2-dichloroethane 1.86
    n-hexanol 0.88
    2-methoxyethanol 4.43
    isobutyl acetate 1.35
    tetrachloromethane 0.11
    n-pentyl acetate 5.36
    transcutol 27.95
    n-heptanol 1.06
    ethylbenzene 1.37
    MIBK 2.62
    2-propoxyethanol 6.04
    tert-butanol 0.62
    MTBE 2.18
    2-butoxyethanol 4.43
    propionic acid 1.25
    o-xylene 2.17
    formic acid 0.66
    diethyl ether 2.19
    m-xylene 1.16
    p-xylene 1.69
    chlorobenzene 1.2
    dimethyl carbonate 2.99
    n-octane 0.1
    formamide 2.39
    cyclopentanone 11.55
    2-pentanone 4.27
    anisole 4.68
    cyclopentyl methyl ether 3.24
    gamma-butyrolactone 11.18
    1-methoxy-2-propanol 3.01
    pyridine 8.15
    3-pentanone 5.17
    furfural 11.62
    n-dodecane 0.12
    diethylene glycol 3.26
    diisopropyl ether 0.6
    tert-amyl alcohol 1.35
    acetylacetone 8.01
    n-hexadecane 0.15
    acetophenone 6.77
    methyl propionate 4.17
    isopentyl acetate 3.89
    trichloroethylene 5.04
    n-nonanol 1.64
    cyclohexanol 0.97
    benzyl alcohol 2.52
    2-ethylhexanol 0.98
    isooctanol 0.86
    dipropyl ether 2.01
    1,2-dichlorobenzene 1.33
    ethyl lactate 2.31
    propylene carbonate 3.73
    n-methylformamide 3.19
    2-pentanol 0.54
    n-pentane 0.04
    1-propoxy-2-propanol 4.71
    1-methoxy-2-propyl acetate 7.69
    2-(2-methoxypropoxy) propanol 10.42
    mesitylene 0.7
    ε-caprolactone 10.37
    p-cymene 1.06
    epichlorohydrin 11.22
    1,1,1-trichloroethane 0.91
    2-aminoethanol 0.34
    morpholine-4-carbaldehyde 24.72
    sulfolane 14.7
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 6.18
    n-hexyl acetate 6.05
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 10.99
    sec-butyl acetate 2.85
    tert-butyl acetate 3.93
    decalin 0.11
    glycerin 0.73
    diglyme 23.2
    acrylic acid 1.4
    isopropyl myristate 2.97
    n-butyric acid 1.1
    acetyl acetate 2.35
    di(2-ethylhexyl) phthalate 2.6
    ethyl propionate 3.71
    nitromethane 7.36
    1,2-diethoxyethane 12.43
    benzonitrile 3.13
    trioctyl phosphate 1.56
    1-bromopropane 0.9
    gamma-valerolactone 22.33
    n-decanol 1.28
    triethyl phosphate 2.95
    4-methyl-2-pentanol 0.4
    propionitrile 1.54
    vinylene carbonate 3.97
    1,1,2-trichlorotrifluoroethane 6.31
    DMS 7.1
    cumene 0.79
    2-octanol 1.08
    2-hexanone 6.2
    octyl acetate 3.71
    limonene 1.46
    1,2-dimethoxyethane 13.93
    ethyl orthosilicate 2.51
    tributyl phosphate 2.5
    diacetone alcohol 4.64
    N,N-dimethylaniline 3.34
    acrylonitrile 2.69
    aniline 1.94
    1,3-propanediol 0.74
    bromobenzene 1.04
    dibromomethane 0.81
    1,1,2,2-tetrachloroethane 3.54
    2-methyl-cyclohexyl acetate 3.75
    tetrabutyl urea 5.95
    diisobutyl methanol 0.79
    2-phenylethanol 3.32
    styrene 1.49
    dioctyl adipate 4.98
    dimethyl sulfate 6.03
    ethyl butyrate 4.22
    methyl lactate 2.68
    butyl lactate 4.14
    diethyl carbonate 2.69
    propanediol butyl ether 3.55
    triethyl orthoformate 3.89
    p-tert-butyltoluene 0.97
    methyl 4-tert-butylbenzoate 6.84
    morpholine 9.11
    tert-butylamine 0.27
    n-dodecanol 0.98
    dimethoxymethane 6.82
    ethylene carbonate 2.89
    cyrene 8.28
    2-ethoxyethyl acetate 10.59
    2-ethylhexyl acetate 3.63
    1,2,4-trichlorobenzene 2.37
    4-methylpyridine 7.39
    dibutyl ether 3.9
    2,6-dimethyl-4-heptanol 0.79
    DEF 9.32
    dimethyl isosorbide 17.05
    tetrachloroethylene 1.86
    eugenol 6.97
    triacetin 8.52
    span 80 5.45
    1,4-butanediol 0.4
    1,1-dichloroethane 0.87
    2-methyl-1-pentanol 0.97
    methyl formate 2.61
    2-methyl-1-butanol 0.63
    n-decane 0.2
    butyronitrile 1.17
    3,7-dimethyl-1-octanol 1.25
    1-chlorooctane 0.86
    1-chlorotetradecane 0.44
    n-nonane 0.15
    undecane 0.15
    tert-butylcyclohexane 0.08
    cyclooctane 0.04
    cyclopentanol 0.83
    tetrahydropyran 4.42
    tert-amyl methyl ether 3.38
    2,5,8-trioxanonane 19.42
    1-hexene 0.35
    2-isopropoxyethanol 3.26
    2,2,2-trifluoroethanol 0.84
    methyl butyrate 4.6

    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