N-(2-Nitro-4-aminophenyl)-allylamine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    160219-76-1

    Molecular formula
    C9H11N3O2

    SMILES
    C=CCNC1=C(C=C(C=C1)N)[N+](=O)[O-]

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.58%
    Meaty 37.87%
    Savory 31.69%
    Roasted 29.6%
    Cooked 27.11%
    Burnt 25.26%
    Cheesy 23.84%
    Fishy 23.73%
    Bitter 20.79%
    Grape 20.45%

     

    Flavor
    Bitter 49.67%
    Odorless 43.94%
    Mild 32.17%
    Nitrile 22.31%
    Orange flower 20.54%
    Bread crust 20.3%
    Taco 20.05%
    Roasted peanuts 19.75%
    Very strong 19.65%
    Yeast 19.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.45 (neutral)

    Molecular weight
    193.2 g/mol

    Flash point

    • 183.86 ˚C est.

  • Synonyms

    • 160219-76-1
    • 4-(N-Allylamino)-3-nitroaniline
    • 2-nitro-1-N-prop-2-enylbenzene-1,4-diamine
    • N-(2-NITRO-4-AMINOPHENYL)-ALLYLAMINE
    • N-(4-Amino-2-nitrophenyl)allylamine, 2-Nitro-N1-(prop-2-en-1-yl)benzene-1,4-diamine
    • 1,4-Benzenediamine, 2-nitro-N1-2-propen-1-yl-
    • 3-Nitro-4-allylamino-aminobenzene
    • SCHEMBL688666
    • SCHEMBL29358760
    • DTXSID70634533
    • AKOS022537291
    • 2-Nitro-N~1~-(prop-2-en-1-yl)benzene-1,4-diamine
    • 160219-76-1

  • Applications

    Primarily used as an intermediate for azo dye and pigment production, with the aryl nitro and amino groups enabling reduction to an amine and subsequent azo coupling to generate colorants for textiles and printing. The N-allyl substituent allows radical polymerization and crosslinking in coatings, resins, and UV-curable systems. It also serves as an intermediate in the synthesis of pharmaceutical or agricultural chemicals in R&D, after nitro reduction and/or functional-group elaboration. In research and development, it can act as a building block for complex aryl‑amine compounds and azo-dye scaffolds. Use is subject to local regulations and environmental/safety limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.81
    methanol 67.07
    isopropanol 26.65
    water 0.18
    ethyl acetate 98.65
    n-propanol 36.34
    acetone 245.07
    n-butanol 28.51
    acetonitrile 85.07
    DMF 476.28
    toluene 20.11
    isobutanol 21.7
    1,4-dioxane 68.45
    methyl acetate 131.29
    THF 262.67
    2-butanone 191.69
    n-pentanol 21.34
    sec-butanol 25.87
    n-hexane 0.26
    ethylene glycol 24.51
    NMP 276.96
    cyclohexane 0.52
    DMSO 587.21
    n-butyl acetate 38.25
    n-octanol 6.82
    chloroform 41.69
    n-propyl acetate 37.42
    acetic acid 66.54
    dichloromethane 59.88
    cyclohexanone 124.19
    propylene glycol 32.94
    isopropyl acetate 40.89
    DMAc 440.98
    2-ethoxyethanol 60.06
    isopentanol 26.8
    n-heptane 0.37
    ethyl formate 66.65
    1,2-dichloroethane 66.58
    n-hexanol 22.01
    2-methoxyethanol 136.25
    isobutyl acetate 18.89
    tetrachloromethane 3.94
    n-pentyl acetate 15.62
    transcutol 122.15
    n-heptanol 9.19
    ethylbenzene 9.57
    MIBK 42.35
    2-propoxyethanol 57.9
    tert-butanol 34.82
    MTBE 25.47
    2-butoxyethanol 29.01
    propionic acid 48.91
    o-xylene 13.93
    formic acid 50.69
    diethyl ether 20.83
    m-xylene 13.96
    p-xylene 12.02
    chlorobenzene 26.77
    dimethyl carbonate 60.72
    n-octane 0.2
    formamide 99.2
    cyclopentanone 250.84
    2-pentanone 107.48
    anisole 37.53
    cyclopentyl methyl ether 44.31
    gamma-butyrolactone 239.78
    1-methoxy-2-propanol 83.31
    pyridine 95.86
    3-pentanone 80.58
    furfural 170.81
    n-dodecane 0.27
    diethylene glycol 63.44
    diisopropyl ether 4.7
    tert-amyl alcohol 30.58
    acetylacetone 141.1
    n-hexadecane 0.32
    acetophenone 47.93
    methyl propionate 102.65
    isopentyl acetate 32.06
    trichloroethylene 131.25
    n-nonanol 6.72
    cyclohexanol 20.87
    benzyl alcohol 36.2
    2-ethylhexanol 12.86
    isooctanol 7.91
    dipropyl ether 10.4
    1,2-dichlorobenzene 24.22
    ethyl lactate 29.58
    propylene carbonate 94.59
    n-methylformamide 161.86
    2-pentanol 14.62
    n-pentane 0.25
    1-propoxy-2-propanol 36.66
    1-methoxy-2-propyl acetate 52.51
    2-(2-methoxypropoxy) propanol 37.82
    mesitylene 6.93
    ε-caprolactone 84.15
    p-cymene 7.33
    epichlorohydrin 220.41
    1,1,1-trichloroethane 33.6
    2-aminoethanol 38.37
    morpholine-4-carbaldehyde 146.09
    sulfolane 284.3
    2,2,4-trimethylpentane 0.52
    2-methyltetrahydrofuran 97.29
    n-hexyl acetate 21.03
    isooctane 0.4
    2-(2-butoxyethoxy)ethanol 42.8
    sec-butyl acetate 22.99
    tert-butyl acetate 41.3
    decalin 0.8
    glycerin 55.0
    diglyme 87.71
    acrylic acid 52.83
    isopropyl myristate 8.78
    n-butyric acid 54.02
    acetyl acetate 56.49
    di(2-ethylhexyl) phthalate 15.47
    ethyl propionate 40.25
    nitromethane 246.18
    1,2-diethoxyethane 27.26
    benzonitrile 37.55
    trioctyl phosphate 10.25
    1-bromopropane 16.36
    gamma-valerolactone 204.88
    n-decanol 5.49
    triethyl phosphate 18.77
    4-methyl-2-pentanol 10.98
    propionitrile 47.54
    vinylene carbonate 72.44
    1,1,2-trichlorotrifluoroethane 123.29
    DMS 37.35
    cumene 7.22
    2-octanol 4.96
    2-hexanone 45.45
    octyl acetate 12.79
    limonene 9.67
    1,2-dimethoxyethane 101.71
    ethyl orthosilicate 14.98
    tributyl phosphate 12.62
    diacetone alcohol 69.32
    N,N-dimethylaniline 24.37
    acrylonitrile 80.04
    aniline 38.64
    1,3-propanediol 49.88
    bromobenzene 21.68
    dibromomethane 29.08
    1,1,2,2-tetrachloroethane 87.78
    2-methyl-cyclohexyl acetate 23.75
    tetrabutyl urea 19.07
    diisobutyl methanol 7.63
    2-phenylethanol 31.96
    styrene 12.27
    dioctyl adipate 18.31
    dimethyl sulfate 121.06
    ethyl butyrate 29.42
    methyl lactate 62.51
    butyl lactate 20.75
    diethyl carbonate 23.45
    propanediol butyl ether 28.4
    triethyl orthoformate 18.71
    p-tert-butyltoluene 6.58
    methyl 4-tert-butylbenzoate 31.64
    morpholine 93.03
    tert-butylamine 12.0
    n-dodecanol 4.23
    dimethoxymethane 143.86
    ethylene carbonate 53.44
    cyrene 54.29
    2-ethoxyethyl acetate 32.49
    2-ethylhexyl acetate 22.49
    1,2,4-trichlorobenzene 34.16
    4-methylpyridine 90.85
    dibutyl ether 6.58
    2,6-dimethyl-4-heptanol 7.63
    DEF 105.97
    dimethyl isosorbide 69.65
    tetrachloroethylene 41.97
    eugenol 33.03
    triacetin 31.06
    span 80 24.65
    1,4-butanediol 21.48
    1,1-dichloroethane 43.31
    2-methyl-1-pentanol 22.28
    methyl formate 134.48
    2-methyl-1-butanol 24.46
    n-decane 0.35
    butyronitrile 41.4
    3,7-dimethyl-1-octanol 9.27
    1-chlorooctane 2.81
    1-chlorotetradecane 1.44
    n-nonane 0.27
    undecane 0.31
    tert-butylcyclohexane 0.76
    cyclooctane 0.2
    cyclopentanol 32.54
    tetrahydropyran 52.48
    tert-amyl methyl ether 23.12
    2,5,8-trioxanonane 64.61
    1-hexene 2.76
    2-isopropoxyethanol 35.63
    2,2,2-trifluoroethanol 33.95
    methyl butyrate 57.0

    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