2,4-Dinitroaniline

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  • Identifiers

    CAS number
    97-02-9

    Molecular formula
    C6H5N3O4

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 52.56%
    Sweet 44.81%
    Grape 29.03%
    Powdery 28.71%
    Fatty 27.58%
    Floral 26.29%
    Musk 25.38%
    Bitter 23.71%
    Neroli 23.25%
    Vanilla 20.48%

     

    Flavor
    Bitter 59.81%
    Odorless 56.09%
    Mild 31.22%
    Very mild 24.42%
    Bland 21.79%
    Nitrile 21.09%
    Bread crust 20.49%
    Yeast 20.46%
    Sweet-like 20.42%
    Nutty 19.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    6.42 (neutral)

    Molecular weight
    183.12 g/mol

    Melting point expt.

    • 349 to 352 °F (NTP, 1992)
    • 187.5-188 °C
    • 187-188 °C

    Boiling point

    • 56.7 °C

    Flash point

    • 182.49 ˚C est.
    • 435 °F (NTP, 1992)
    • 223 °C
    • 435 °F (CLOSED CUP)
    • 222-224 °C c.c.

    Solubility expt.

    • less than 0.1 mg/mL at 73 °F (NTP, 1992)
    • SOL IN HOT HYDROCHLORIC ACID
    • PRACTICALLY INSOL IN COLD WATER; VERY SPARINGLY SOL IN BOILING WATER; 5.8 PARTS SOL IN 100 PARTS 88% ALCOHOL @ 18 °C; 1 PART SOL IN 132.6 PARTS OF 95% ALCOHOL @ 21 °C
    • Solubility in water: none

  • Synonyms

    • 2,4-DINITROANILINE
    • 97-02-9
    • Benzenamine, 2,4-dinitro-
    • 1-Amino-2,4-dinitrobenzene
    • 2,4-Dinitroanilin
    • 2,4-Dinitrobenzenamine
    • 2,4-Dinitroanilina
    • 2,4-Dinitraniline
    • 2,4-Dinitrophenylamine
    • Aniline, 2,4-dinitro-
    • 2,4-dinitroaminobenzene
    • 2,4-Nitroaniline
    • NSC 8731
    • 2,4-dinitrobenzamine
    • 2,4-Dinitroanilin [German]
    • 2,4-Dinitroanilina [Italian]
    • CCRIS 2872
    • 2,4-dinitrobenzeneamine
    • HSDB 1142
    • EINECS 202-553-5
    • UNII-5BI780R6W6
    • BRN 0982999
    • DTXSID1021823
    • CHEBI:34242
    • AI3-02920
    • 5BI780R6W6
    • NSC-8731
    • 2,4-Dinitro-phenylamine
    • DTXCID501823
    • 2,4-DINITROANILINE [MI]
    • 4-12-00-01689 (Beilstein Handbook Reference)
    • MFCD00007151
    • 2,4-DINITROANILIN (GERMAN)
    • 2,4-DINITROANILINA (ITALIAN)
    • 2,4Dinitraniline
    • 2,4Dinitroanilin
    • 2,4Dinitroanilina
    • 2,4-dinitro-aniline
    • 2,4Dinitrobenzenamine
    • 2,4Dinitrophenylamine
    • Aniline, 2,4dinitro
    • 1Amino2,4dinitrobenzene
    • Benzenamine, 2,4dinitro
    • WLN: WNR BZ ENW
    • (2,4-dinitrophenyl)amine
    • (2,4-dinitrophenyl)-amine
    • 2 pound not4-Dinitroaniline
    • SCHEMBL33520
    • 2,4-Dinitroaniline, 98%
    • ghl.PD_Mitscher_leg0.930
    • BIDD:ER0695
    • CHEMBL354318
    • SCHEMBL18218196
    • NSC8731
    • Tox21_200126
    • BBL013156
    • STK260865
    • AKOS000119930
    • 2,4-Dinitroaniline, analytical standard
    • CAS-97-02-9
    • NCGC00091599-01
    • NCGC00091599-02
    • NCGC00257680-01
    • AC-11794
    • FD146275
    • VS-03692
    • DB-057659
    • D0814
    • D2703
    • NS00040505
    • EN300-19491
    • 2,4-Dinitroaniline 1000 microg/mL in Methanol
    • A845675
    • AE-641/01959064
    • AE-641/30106016
    • Q18785054
    • F0001-2303
    • 202-553-5
    • V7U

  • Applications

    2,4-Dinitroaniline (CAS 97-02-9) is primarily used as an organic synthesis intermediate. In industry, it serves as a building block for the production of azo dyes and related pigments, providing key precursors for colorants used in textiles, inks, and coatings. It is also employed to generate diazonium salts that enable coupling reactions for dye synthesis and other functional pigment chemistries. Additionally, it is evaluated as a starting material for the preparation of agrochemical and pharmaceutical intermediates in research and development, and it can function as a nitroaromatic building block in specialty polymer and materials chemistry. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.13
    methanol 11.4
    isopropanol 5.12
    water 0.21
    ethyl acetate 42.7
    n-propanol 5.29
    acetone 130.99
    n-butanol 5.26
    acetonitrile 47.18
    DMF 144.82
    toluene 1.59
    isobutanol 3.32
    1,4-dioxane 71.37
    methyl acetate 81.68
    THF 124.89
    2-butanone 75.02
    n-pentanol 6.54
    sec-butanol 5.3
    n-hexane 0.13
    ethylene glycol 10.12
    NMP 328.71
    cyclohexane 0.08
    DMSO 259.75
    n-butyl acetate 33.85
    n-octanol 7.53
    chloroform 3.21
    n-propyl acetate 37.34
    acetic acid 45.49
    dichloromethane 11.9
    cyclohexanone 45.09
    propylene glycol 8.72
    isopropyl acetate 23.75
    DMAc 210.08
    2-ethoxyethanol 40.68
    isopentanol 5.44
    n-heptane 0.45
    ethyl formate 30.74
    1,2-dichloroethane 15.44
    n-hexanol 8.21
    2-methoxyethanol 48.91
    isobutyl acetate 14.1
    tetrachloromethane 0.42
    n-pentyl acetate 22.93
    transcutol 176.27
    n-heptanol 7.26
    ethylbenzene 2.11
    MIBK 20.54
    2-propoxyethanol 43.72
    tert-butanol 9.55
    MTBE 12.88
    2-butoxyethanol 29.17
    propionic acid 26.12
    o-xylene 2.72
    formic acid 34.22
    diethyl ether 13.15
    m-xylene 1.68
    p-xylene 3.4
    chlorobenzene 5.1
    dimethyl carbonate 42.17
    n-octane 0.22
    formamide 77.65
    cyclopentanone 119.33
    2-pentanone 36.16
    anisole 26.08
    cyclopentyl methyl ether 18.24
    gamma-butyrolactone 181.43
    1-methoxy-2-propanol 32.41
    pyridine 48.34
    3-pentanone 33.55
    furfural 151.95
    n-dodecane 0.32
    diethylene glycol 47.1
    diisopropyl ether 3.32
    tert-amyl alcohol 9.26
    acetylacetone 97.92
    n-hexadecane 0.39
    acetophenone 44.54
    methyl propionate 44.07
    isopentyl acetate 25.77
    trichloroethylene 26.98
    n-nonanol 8.07
    cyclohexanol 4.22
    benzyl alcohol 16.96
    2-ethylhexanol 6.78
    isooctanol 5.34
    dipropyl ether 10.77
    1,2-dichlorobenzene 7.09
    ethyl lactate 25.01
    propylene carbonate 66.1
    n-methylformamide 61.73
    2-pentanol 4.0
    n-pentane 0.12
    1-propoxy-2-propanol 28.85
    1-methoxy-2-propyl acetate 51.13
    2-(2-methoxypropoxy) propanol 48.93
    mesitylene 1.42
    ε-caprolactone 59.87
    p-cymene 4.15
    epichlorohydrin 123.91
    1,1,1-trichloroethane 5.54
    2-aminoethanol 9.47
    morpholine-4-carbaldehyde 209.2
    sulfolane 232.51
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 49.46
    n-hexyl acetate 31.43
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 60.86
    sec-butyl acetate 19.95
    tert-butyl acetate 31.18
    decalin 0.22
    glycerin 21.92
    diglyme 111.61
    acrylic acid 41.51
    isopropyl myristate 13.47
    n-butyric acid 17.89
    acetyl acetate 41.42
    di(2-ethylhexyl) phthalate 16.22
    ethyl propionate 31.7
    nitromethane 263.29
    1,2-diethoxyethane 40.73
    benzonitrile 22.2
    trioctyl phosphate 11.03
    1-bromopropane 3.11
    gamma-valerolactone 170.43
    n-decanol 6.27
    triethyl phosphate 17.46
    4-methyl-2-pentanol 3.19
    propionitrile 17.12
    vinylene carbonate 52.43
    1,1,2-trichlorotrifluoroethane 78.47
    DMS 57.48
    cumene 2.09
    2-octanol 4.52
    2-hexanone 35.0
    octyl acetate 19.54
    limonene 5.8
    1,2-dimethoxyethane 71.18
    ethyl orthosilicate 12.87
    tributyl phosphate 13.94
    diacetone alcohol 42.29
    N,N-dimethylaniline 15.79
    acrylonitrile 39.93
    aniline 8.12
    1,3-propanediol 12.39
    bromobenzene 3.18
    dibromomethane 3.71
    1,1,2,2-tetrachloroethane 16.68
    2-methyl-cyclohexyl acetate 23.45
    tetrabutyl urea 22.34
    diisobutyl methanol 4.2
    2-phenylethanol 21.74
    styrene 2.94
    dioctyl adipate 26.92
    dimethyl sulfate 97.25
    ethyl butyrate 26.15
    methyl lactate 36.11
    butyl lactate 20.58
    diethyl carbonate 20.67
    propanediol butyl ether 30.53
    triethyl orthoformate 18.73
    p-tert-butyltoluene 3.87
    methyl 4-tert-butylbenzoate 38.16
    morpholine 57.35
    tert-butylamine 2.96
    n-dodecanol 4.57
    dimethoxymethane 59.63
    ethylene carbonate 36.42
    cyrene 69.87
    2-ethoxyethyl acetate 59.72
    2-ethylhexyl acetate 19.82
    1,2,4-trichlorobenzene 13.3
    4-methylpyridine 30.85
    dibutyl ether 9.91
    2,6-dimethyl-4-heptanol 4.2
    DEF 51.65
    dimethyl isosorbide 93.61
    tetrachloroethylene 8.5
    eugenol 38.7
    triacetin 64.34
    span 80 31.1
    1,4-butanediol 8.21
    1,1-dichloroethane 6.47
    2-methyl-1-pentanol 6.56
    methyl formate 77.17
    2-methyl-1-butanol 4.74
    n-decane 0.47
    butyronitrile 11.3
    3,7-dimethyl-1-octanol 6.84
    1-chlorooctane 3.13
    1-chlorotetradecane 1.55
    n-nonane 0.36
    undecane 0.39
    tert-butylcyclohexane 0.24
    cyclooctane 0.06
    cyclopentanol 8.47
    tetrahydropyran 18.7
    tert-amyl methyl ether 12.12
    2,5,8-trioxanonane 90.43
    1-hexene 0.97
    2-isopropoxyethanol 28.08
    2,2,2-trifluoroethanol 30.71
    methyl butyrate 37.75

    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