Beta-Nitrostyrene

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  • Identifiers

    CAS number
    102-96-5

    Molecular formula
    C8H7NO2

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 75.15%
    Balsamic 67.39%
    Spicy 66.96%
    Cinnamon 57.94%
    Honey 51.67%
    Floral 44.68%
    Powdery 41.99%
    Almond 34.01%
    Vanilla 33.74%
    Warm 31.58%

     

    Flavor
    Balsam 42.93%
    Bitter 38.08%
    Sweet 36.61%
    Honey 35.93%
    Odorless 30.07%
    Cinnamon 29.22%
    Balsamic 26.62%
    Mild 23.21%
    Nitrile 22.77%
    Urine 21.85%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.65 (neutral)

    Molecular weight
    149.15 g/mol

    Melting point expt.

    • 136 °F (NTP, 1992)
    • 58 °C

    Boiling point

    • 482 to 500 °F at 760 mmHg (NTP, 1992)
    • 255 °C /trans-isomer/

    Flash point

    • 103.69 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 73 °F (NTP, 1992)
    • In water, <1 mg/mL at 73 °C
    • Soluble in ethanol, acetone; very soluble in ether, chloroform, carbon disufide /trans-isomer/

  • Synonyms

    • DTXSID0025789
    • nitrostyrol
    • Styrene, beta-nitro-
    • DTXCID3028130
    • RefChem:567930
    • 203-066-0
    • 1-nitro-2-phenylethylene
    • 1-Phenyl-2-nitroethene
    • 102-96-5
    • Benzene, (2-nitroethenyl)-
    • Beta-Nitrostyrene
    • NCI-C02211
    • omega-Nitrostyrene
    • (2-nitro-vinyl)-benzene
    • 1-(2-nitrovinyl)benzene
    • [(E)-2-nitrovinyl]benzene
    • 2-nitrovinylbenzene
    • 2-phenylnitroethene
    • SCHEMBL30591
    • (2-Nitroethen-1-yl)benzene
    • SCHEMBL4230868
    • SCHEMBL6041105
    • SCHEMBL6041106
    • CHEMBL3187573
    • SCHEMBL11858113
    • AKOS030228743
    • SY226816
    • DB-051980
    • DB-126253
    • F869080
    • 102-96-5

  • Applications

    Beta-Nitrostyrene (CAS 102-96-5) is a versatile chemical intermediate used across several industries. It serves primarily as a precursor for amine derivatives after nitro reduction, enabling the synthesis of pharmaceutical and agrochemical scaffolds. It also acts as a Michael acceptor for conjugate additions with various nucleophiles to furnish beta-substituted nitro compounds. As an aryl nitroalkene, it can be a building block toward dyes and pigments via downstream transformations to amines. In research and development, it is employed as a substrate for asymmetric synthesis and catalysis experiments to generate chiral centers. It may additionally function as a building block for specialty polymers and materials in advanced chemical applications, under appropriate regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 127.41
    methanol 163.88
    isopropanol 58.51
    water 0.4
    ethyl acetate 927.03
    n-propanol 83.52
    acetone 1613.6
    n-butanol 59.61
    acetonitrile 1122.66
    DMF 2667.81
    toluene 411.82
    isobutanol 52.27
    1,4-dioxane 856.13
    methyl acetate 1360.72
    THF 1289.28
    2-butanone 1232.72
    n-pentanol 52.39
    sec-butanol 64.56
    n-hexane 8.46
    ethylene glycol 72.28
    NMP 3145.93
    cyclohexane 13.67
    DMSO 3049.29
    n-butyl acetate 336.66
    n-octanol 32.72
    chloroform 695.93
    n-propyl acetate 371.6
    acetic acid 279.48
    dichloromethane 1543.94
    cyclohexanone 920.31
    propylene glycol 57.1
    isopropyl acetate 356.92
    DMAc 2109.68
    2-ethoxyethanol 261.66
    isopentanol 58.01
    n-heptane 8.01
    ethyl formate 429.06
    1,2-dichloroethane 1469.5
    n-hexanol 61.07
    2-methoxyethanol 481.39
    isobutyl acetate 135.45
    tetrachloromethane 70.89
    n-pentyl acetate 143.17
    transcutol 2005.71
    n-heptanol 23.44
    ethylbenzene 172.35
    MIBK 246.01
    2-propoxyethanol 230.97
    tert-butanol 76.53
    MTBE 194.12
    2-butoxyethanol 111.5
    propionic acid 231.07
    o-xylene 225.18
    formic acid 175.56
    diethyl ether 286.46
    m-xylene 190.32
    p-xylene 176.05
    chlorobenzene 643.26
    dimethyl carbonate 686.54
    n-octane 2.29
    formamide 838.63
    cyclopentanone 2059.49
    2-pentanone 658.17
    anisole 692.17
    cyclopentyl methyl ether 508.16
    gamma-butyrolactone 2478.21
    1-methoxy-2-propanol 288.37
    pyridine 1386.99
    3-pentanone 688.44
    furfural 1944.33
    n-dodecane 2.01
    diethylene glycol 232.41
    diisopropyl ether 72.01
    tert-amyl alcohol 82.7
    acetylacetone 1366.87
    n-hexadecane 2.55
    acetophenone 684.14
    methyl propionate 999.55
    isopentyl acetate 253.41
    trichloroethylene 2997.24
    n-nonanol 29.76
    cyclohexanol 74.9
    benzyl alcohol 263.02
    2-ethylhexanol 48.41
    isooctanol 20.3
    dipropyl ether 113.65
    1,2-dichlorobenzene 646.69
    ethyl lactate 140.04
    propylene carbonate 886.52
    n-methylformamide 1136.31
    2-pentanol 45.89
    n-pentane 6.33
    1-propoxy-2-propanol 148.06
    1-methoxy-2-propyl acetate 469.91
    2-(2-methoxypropoxy) propanol 275.74
    mesitylene 91.71
    ε-caprolactone 796.74
    p-cymene 70.44
    epichlorohydrin 2990.46
    1,1,1-trichloroethane 736.79
    2-aminoethanol 88.36
    morpholine-4-carbaldehyde 1855.32
    sulfolane 2742.24
    2,2,4-trimethylpentane 5.7
    2-methyltetrahydrofuran 874.16
    n-hexyl acetate 242.62
    isooctane 3.66
    2-(2-butoxyethoxy)ethanol 321.75
    sec-butyl acetate 215.94
    tert-butyl acetate 372.04
    decalin 16.07
    glycerin 111.86
    diglyme 871.15
    acrylic acid 327.31
    isopropyl myristate 74.95
    n-butyric acid 202.69
    acetyl acetate 670.7
    di(2-ethylhexyl) phthalate 85.5
    ethyl propionate 423.85
    nitromethane 3019.14
    1,2-diethoxyethane 427.56
    benzonitrile 500.36
    trioctyl phosphate 44.68
    1-bromopropane 318.91
    gamma-valerolactone 1892.72
    n-decanol 22.38
    triethyl phosphate 124.69
    4-methyl-2-pentanol 28.48
    propionitrile 350.83
    vinylene carbonate 735.88
    1,1,2-trichlorotrifluoroethane 930.83
    DMS 727.09
    cumene 77.16
    2-octanol 16.82
    2-hexanone 352.11
    octyl acetate 100.2
    limonene 100.82
    1,2-dimethoxyethane 722.49
    ethyl orthosilicate 95.78
    tributyl phosphate 84.77
    diacetone alcohol 366.52
    N,N-dimethylaniline 296.48
    acrylonitrile 856.42
    aniline 374.83
    1,3-propanediol 108.38
    bromobenzene 711.07
    dibromomethane 676.95
    1,1,2,2-tetrachloroethane 1450.56
    2-methyl-cyclohexyl acetate 172.68
    tetrabutyl urea 122.22
    diisobutyl methanol 31.73
    2-phenylethanol 187.04
    styrene 290.78
    dioctyl adipate 165.5
    dimethyl sulfate 1415.89
    ethyl butyrate 256.47
    methyl lactate 322.37
    butyl lactate 113.89
    diethyl carbonate 196.44
    propanediol butyl ether 135.65
    triethyl orthoformate 132.95
    p-tert-butyltoluene 65.05
    methyl 4-tert-butylbenzoate 254.59
    morpholine 863.98
    tert-butylamine 38.63
    n-dodecanol 16.73
    dimethoxymethane 966.5
    ethylene carbonate 503.18
    cyrene 304.17
    2-ethoxyethyl acetate 438.61
    2-ethylhexyl acetate 213.32
    1,2,4-trichlorobenzene 827.53
    4-methylpyridine 1231.12
    dibutyl ether 97.17
    2,6-dimethyl-4-heptanol 31.73
    DEF 960.81
    dimethyl isosorbide 623.69
    tetrachloroethylene 806.73
    eugenol 219.51
    triacetin 440.26
    span 80 142.08
    1,4-butanediol 50.16
    1,1-dichloroethane 804.81
    2-methyl-1-pentanol 59.09
    methyl formate 1071.78
    2-methyl-1-butanol 62.64
    n-decane 3.39
    butyronitrile 223.59
    3,7-dimethyl-1-octanol 48.13
    1-chlorooctane 34.4
    1-chlorotetradecane 12.25
    n-nonane 3.27
    undecane 2.59
    tert-butylcyclohexane 10.83
    cyclooctane 5.87
    cyclopentanol 124.5
    tetrahydropyran 451.64
    tert-amyl methyl ether 180.85
    2,5,8-trioxanonane 546.26
    1-hexene 48.59
    2-isopropoxyethanol 157.34
    2,2,2-trifluoroethanol 189.44
    methyl butyrate 513.34

    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