4-Amino-2-nitrodiphenylamine

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  • Identifiers

    CAS number
    2784-89-6

    Molecular formula
    C12H11N3O2

    SMILES
    C1=CC=C(C=C1)NC2=C(C=C(C=C2)N)[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Grape 54.33%
    Fruity 46.34%
    Floral 43.29%
    Sweet 39.31%
    Neroli 31.93%
    Orange 29.1%
    Odorless 29.03%
    Animal 28.63%
    Citrus 27.47%
    Honey 27.31%

     

    Flavor
    Bitter 59.93%
    Odorless 39.17%
    Mild 32.62%
    Fruity 26.49%
    Orange flower 21.15%
    Nitrile 21.13%
    Orange blossom 20.49%
    Very strong 20.23%
    Indole 19.94%
    Moth ball 19.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.23 (neutral)

    Molecular weight
    229.23 g/mol

    Flash point

    • 213.58 ˚C est.

  • Synonyms

    • 2-Nitro-4-aminodiphenylamine
    • 2784-89-6
    • 1,4-Benzenediamine, 2-nitro-N1-phenyl-
    • HC Red no. 1
    • 4-Amino-2-nitrodiphenylamine
    • 2-Nitro-N-phenylbenzene-1,4-diamine
    • 2-Nitro-N1-phenyl-1,4-benzenediamine
    • EINECS 220-494-3
    • 1FZM1701IS
    • 2-nitro-4-amino-n-phenylaniline
    • 2-Nitro-N(sup 1)-phenyl-1,4-benzenediamine
    • p-Phenylenediamine, 2-nitro-N(sup 1)-phenyl-
    • 2-Nitro-N'-phenyl-1,4-benzenediamine
    • DTXSID4062640
    • 1,4-Benzenediamine, 2-nitro-N(sup 1)-phenyl-
    • 1-ANILINO-4-AMINO-2-NITROBENZENE
    • P-PHENYLENEDIAMINE, 2-NITRO-N1-PHENYL-
    • RefChem:517692
    • DTXCID0037736
    • HC RED NO. 1 [INCI]
    • 2-nitro-N1-phenylbenzene-1,4-diamine
    • 2-nitro-1-N-phenylbenzene-1,4-diamine
    • MFCD00239471
    • UNII-1FZM1701IS
    • 2-nitro-N1-phenyl-benzene-1,4-diamine
    • SCHEMBL108266
    • SCHEMBL31026210
    • WHJNKCNHEVCICH-UHFFFAOYSA-N
    • MSK161168
    • AKOS015915439
    • DS-0856
    • SY112609
    • 2-Nitro-N~1~-phenylbenzene-1,4-diamine
    • CS-0156101
    • NS00013729
    • I11053
    • 784N896
    • F077866
    • Q27252371
    • 2784-89-6

  • Applications

    4-Amino-2-nitrodiphenylamine (CAS 2784-89-6) is primarily used as an intermediate in the synthesis of azo dyes and organic pigments, supporting applications in coatings, inks, and polymer formulations. It is also evaluated as a building block for polymer additives such as stabilizers and antioxidants used in plastics and rubber. More conservatively, it may serve as a precursor in pharmaceutical or agrochemical intermediate synthesis in certain development contexts. In coatings and inks, it can function as a dye/intermediate component contributing to color development. In addition, it is encountered in research and pilot-scale work as a specialty chemical building block for new dye or functional material chemistries.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 27.79
    methanol 37.73
    isopropanol 13.57
    water 0.06
    ethyl acetate 139.12
    n-propanol 21.14
    acetone 335.04
    n-butanol 13.95
    acetonitrile 129.34
    DMF 599.93
    toluene 12.24
    isobutanol 9.88
    1,4-dioxane 92.86
    methyl acetate 192.9
    THF 330.82
    2-butanone 261.46
    n-pentanol 13.02
    sec-butanol 13.22
    n-hexane 0.06
    ethylene glycol 20.16
    NMP 249.27
    cyclohexane 0.08
    DMSO 767.32
    n-butyl acetate 47.55
    n-octanol 3.99
    chloroform 35.24
    n-propyl acetate 54.32
    acetic acid 76.38
    dichloromethane 40.13
    cyclohexanone 108.25
    propylene glycol 25.37
    isopropyl acetate 53.56
    DMAc 676.83
    2-ethoxyethanol 69.33
    isopentanol 14.97
    n-heptane 0.15
    ethyl formate 67.59
    1,2-dichloroethane 61.38
    n-hexanol 14.08
    2-methoxyethanol 150.74
    isobutyl acetate 23.38
    tetrachloromethane 1.68
    n-pentyl acetate 15.93
    transcutol 252.51
    n-heptanol 6.7
    ethylbenzene 6.55
    MIBK 46.96
    2-propoxyethanol 64.42
    tert-butanol 20.99
    MTBE 21.52
    2-butoxyethanol 32.15
    propionic acid 49.08
    o-xylene 7.72
    formic acid 44.9
    diethyl ether 19.29
    m-xylene 7.74
    p-xylene 8.67
    chlorobenzene 19.62
    dimethyl carbonate 104.75
    n-octane 0.07
    formamide 161.09
    cyclopentanone 321.0
    2-pentanone 116.13
    anisole 52.29
    cyclopentyl methyl ether 39.16
    gamma-butyrolactone 335.35
    1-methoxy-2-propanol 93.21
    pyridine 112.87
    3-pentanone 91.85
    furfural 210.33
    n-dodecane 0.13
    diethylene glycol 74.08
    diisopropyl ether 3.84
    tert-amyl alcohol 18.54
    acetylacetone 223.85
    n-hexadecane 0.15
    acetophenone 59.21
    methyl propionate 145.21
    isopentyl acetate 36.65
    trichloroethylene 155.86
    n-nonanol 4.49
    cyclohexanol 8.72
    benzyl alcohol 36.37
    2-ethylhexanol 9.09
    isooctanol 5.78
    dipropyl ether 12.27
    1,2-dichlorobenzene 19.6
    ethyl lactate 38.43
    propylene carbonate 109.38
    n-methylformamide 199.08
    2-pentanol 7.32
    n-pentane 0.05
    1-propoxy-2-propanol 42.97
    1-methoxy-2-propyl acetate 76.15
    2-(2-methoxypropoxy) propanol 47.27
    mesitylene 3.81
    ε-caprolactone 88.8
    p-cymene 5.7
    epichlorohydrin 333.36
    1,1,1-trichloroethane 27.96
    2-aminoethanol 32.02
    morpholine-4-carbaldehyde 185.73
    sulfolane 316.28
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 84.73
    n-hexyl acetate 20.29
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 60.01
    sec-butyl acetate 31.75
    tert-butyl acetate 50.17
    decalin 0.27
    glycerin 52.52
    diglyme 145.59
    acrylic acid 61.27
    isopropyl myristate 9.13
    n-butyric acid 50.3
    acetyl acetate 83.43
    di(2-ethylhexyl) phthalate 13.92
    ethyl propionate 59.85
    nitromethane 452.78
    1,2-diethoxyethane 45.39
    benzonitrile 40.88
    trioctyl phosphate 8.44
    1-bromopropane 8.73
    gamma-valerolactone 276.82
    n-decanol 3.67
    triethyl phosphate 20.91
    4-methyl-2-pentanol 7.18
    propionitrile 57.95
    vinylene carbonate 85.72
    1,1,2-trichlorotrifluoroethane 158.74
    DMS 52.9
    cumene 4.64
    2-octanol 3.06
    2-hexanone 57.48
    octyl acetate 12.76
    limonene 6.98
    1,2-dimethoxyethane 142.11
    ethyl orthosilicate 16.36
    tributyl phosphate 11.46
    diacetone alcohol 78.12
    N,N-dimethylaniline 23.9
    acrylonitrile 113.89
    aniline 31.45
    1,3-propanediol 39.96
    bromobenzene 14.84
    dibromomethane 14.53
    1,1,2,2-tetrachloroethane 100.1
    2-methyl-cyclohexyl acetate 25.65
    tetrabutyl urea 17.6
    diisobutyl methanol 6.17
    2-phenylethanol 30.7
    styrene 9.79
    dioctyl adipate 20.79
    dimethyl sulfate 190.78
    ethyl butyrate 38.81
    methyl lactate 85.03
    butyl lactate 21.96
    diethyl carbonate 30.05
    propanediol butyl ether 30.31
    triethyl orthoformate 23.79
    p-tert-butyltoluene 5.02
    methyl 4-tert-butylbenzoate 34.79
    morpholine 112.87
    tert-butylamine 6.27
    n-dodecanol 2.86
    dimethoxymethane 218.9
    ethylene carbonate 61.88
    cyrene 54.84
    2-ethoxyethyl acetate 43.05
    2-ethylhexyl acetate 25.07
    1,2,4-trichlorobenzene 32.09
    4-methylpyridine 88.09
    dibutyl ether 6.81
    2,6-dimethyl-4-heptanol 6.17
    DEF 127.22
    dimethyl isosorbide 92.93
    tetrachloroethylene 37.65
    eugenol 36.81
    triacetin 44.22
    span 80 27.6
    1,4-butanediol 15.98
    1,1-dichloroethane 31.33
    2-methyl-1-pentanol 14.7
    methyl formate 172.25
    2-methyl-1-butanol 12.42
    n-decane 0.17
    butyronitrile 37.18
    3,7-dimethyl-1-octanol 6.81
    1-chlorooctane 1.72
    1-chlorotetradecane 0.92
    n-nonane 0.12
    undecane 0.15
    tert-butylcyclohexane 0.32
    cyclooctane 0.04
    cyclopentanol 16.66
    tetrahydropyran 44.37
    tert-amyl methyl ether 18.72
    2,5,8-trioxanonane 96.14
    1-hexene 1.09
    2-isopropoxyethanol 40.99
    2,2,2-trifluoroethanol 36.88
    methyl butyrate 75.05

    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