Nitrosobenzene

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  • Identifiers

    CAS number
    586-96-9

    Molecular formula
    C6H5NO

    SMILES
    C1=CC=C(C=C1)N=O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Almond 70.24%
    Sweet 65.32%
    Bitter 59.03%
    Cherry 57.53%
    Nutty 51.98%
    Spicy 45.21%
    Phenolic 42.25%
    Cinnamon 38.74%
    Fruity 37.73%
    Pungent 37.38%

     

    Flavor
    Bitter 47.72%
    Almond 43.78%
    Cherry 37.96%
    Sweet 37.87%
    Cinnamon 32.69%
    Balsam 32.05%
    Burnt sugar 28.31%
    Phenolic 27.35%
    Horseradish 27.18%
    Oily 26.6%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.44 (neutral)

    Molecular weight
    107.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    168°C

    Flash point

    • 43.33 ˚C est.

  • Synonyms

    • NITROSOBENZENE
    • 586-96-9
    • Benzene, nitroso-
    • nitroso-benzene
    • NOB
    • CHEBI:27986
    • UNII-ZI9W9E8G2Z
    • EINECS 209-591-1
    • ZI9W9E8G2Z
    • NSC 66479
    • MFCD00002059
    • NSC-66479
    • NITROSOBENZENE [MI]
    • CHEMBL98797
    • DTXSID7060417
    • NSC66479
    • nitroso benzene
    • keto-aniline
    • Nitrosobenzene, >=97%
    • bmse000925
    • Epitope ID:115006
    • Nitrosobenzene (Substrate 1)
    • SCHEMBL103117
    • DTXCID6042444
    • BDBM50065935
    • AKOS000283822
    • CS-11867
    • SY031930
    • DB-009239
    • HY-121641
    • N0367
    • NS00002623
    • C06876
    • EN300-172931
    • I10262
    • 10.14272/NLRKCXQQSUWLCH-UHFFFAOYSA-N.1
    • A831981
    • doi:10.14272/NLRKCXQQSUWLCH-UHFFFAOYSA-N.1
    • 209-591-1

  • Applications

    Nitrosobenzene (CAS 586-96-9) is mainly used as an organic synthesis intermediate. In the dyes and pigments sector, it provides a nitroso source and precursors to nitroso and hydroxylamine derivatives, enabling access to azo dyes and pigments used in coatings and inks. In the polymers and plastics field, it is used in research to introduce nitroso functionality into polymer systems and participate in material synthesis reactions. In pharmaceutical development, nitrosobenzene serves as a precursor to synthesize aromatic and heterocyclic compounds at lab and production scales. In industrial manufacturing and general synthetic chemistry, it often acts as a reagent for nitrosation and nitroso transfer to create intermediates for the organic synthesis cycle.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 134.16
    methanol 169.55
    isopropanol 92.33
    water 1.1
    ethyl acetate 328.65
    n-propanol 110.73
    acetone 527.0
    n-butanol 95.88
    acetonitrile 486.87
    DMF 1426.77
    toluene 78.62
    isobutanol 78.2
    1,4-dioxane 379.89
    methyl acetate 523.59
    THF 340.43
    2-butanone 461.51
    n-pentanol 89.5
    sec-butanol 96.55
    n-hexane 16.82
    ethylene glycol 57.76
    NMP 600.69
    cyclohexane 17.09
    DMSO 709.54
    n-butyl acetate 225.57
    n-octanol 116.27
    chloroform 610.99
    n-propyl acetate 228.12
    acetic acid 273.96
    dichloromethane 571.35
    cyclohexanone 375.1
    propylene glycol 59.84
    isopropyl acetate 153.29
    DMAc 851.84
    2-ethoxyethanol 218.51
    isopentanol 89.64
    n-heptane 13.92
    ethyl formate 257.43
    1,2-dichloroethane 517.46
    n-hexanol 98.25
    2-methoxyethanol 363.75
    isobutyl acetate 111.53
    tetrachloromethane 44.2
    n-pentyl acetate 157.71
    transcutol 2545.99
    n-heptanol 62.68
    ethylbenzene 85.72
    MIBK 141.68
    2-propoxyethanol 227.24
    tert-butanol 102.46
    MTBE 116.37
    2-butoxyethanol 171.78
    propionic acid 215.67
    o-xylene 72.24
    formic acid 109.9
    diethyl ether 147.36
    m-xylene 67.32
    p-xylene 102.81
    chlorobenzene 236.93
    dimethyl carbonate 197.83
    n-octane 9.96
    formamide 308.79
    cyclopentanone 452.18
    2-pentanone 259.51
    anisole 253.29
    cyclopentyl methyl ether 134.77
    gamma-butyrolactone 563.48
    1-methoxy-2-propanol 255.51
    pyridine 467.48
    3-pentanone 228.39
    furfural 700.55
    n-dodecane 11.45
    diethylene glycol 213.88
    diisopropyl ether 43.36
    tert-amyl alcohol 101.03
    acetylacetone 405.24
    n-hexadecane 13.15
    acetophenone 271.19
    methyl propionate 323.52
    isopentyl acetate 179.51
    trichloroethylene 1095.28
    n-nonanol 103.53
    cyclohexanol 82.89
    benzyl alcohol 153.18
    2-ethylhexanol 77.2
    isooctanol 57.51
    dipropyl ether 98.92
    1,2-dichlorobenzene 262.4
    ethyl lactate 132.08
    propylene carbonate 320.62
    n-methylformamide 507.28
    2-pentanol 72.24
    n-pentane 10.94
    1-propoxy-2-propanol 182.03
    1-methoxy-2-propyl acetate 240.77
    2-(2-methoxypropoxy) propanol 310.61
    mesitylene 47.38
    ε-caprolactone 340.38
    p-cymene 49.89
    epichlorohydrin 629.82
    1,1,1-trichloroethane 331.11
    2-aminoethanol 95.5
    morpholine-4-carbaldehyde 663.59
    sulfolane 559.7
    2,2,4-trimethylpentane 8.23
    2-methyltetrahydrofuran 223.04
    n-hexyl acetate 292.96
    isooctane 7.74
    2-(2-butoxyethoxy)ethanol 469.81
    sec-butyl acetate 126.35
    tert-butyl acetate 155.74
    decalin 18.37
    glycerin 107.51
    diglyme 913.87
    acrylic acid 252.18
    isopropyl myristate 98.17
    n-butyric acid 225.41
    acetyl acetate 237.84
    di(2-ethylhexyl) phthalate 89.37
    ethyl propionate 211.19
    nitromethane 1139.29
    1,2-diethoxyethane 419.05
    benzonitrile 296.26
    trioctyl phosphate 60.52
    1-bromopropane 187.5
    gamma-valerolactone 614.51
    n-decanol 77.73
    triethyl phosphate 90.14
    4-methyl-2-pentanol 52.79
    propionitrile 262.14
    vinylene carbonate 378.35
    1,1,2-trichlorotrifluoroethane 434.56
    DMS 371.41
    cumene 59.23
    2-octanol 56.53
    2-hexanone 221.72
    octyl acetate 130.16
    limonene 60.61
    1,2-dimethoxyethane 489.08
    ethyl orthosilicate 74.98
    tributyl phosphate 95.63
    diacetone alcohol 204.15
    N,N-dimethylaniline 148.17
    acrylonitrile 486.44
    aniline 121.61
    1,3-propanediol 128.21
    bromobenzene 229.72
    dibromomethane 318.36
    1,1,2,2-tetrachloroethane 800.34
    2-methyl-cyclohexyl acetate 118.69
    tetrabutyl urea 136.84
    diisobutyl methanol 55.49
    2-phenylethanol 149.99
    styrene 118.68
    dioctyl adipate 156.05
    dimethyl sulfate 314.13
    ethyl butyrate 179.4
    methyl lactate 198.04
    butyl lactate 151.45
    diethyl carbonate 146.94
    propanediol butyl ether 260.75
    triethyl orthoformate 111.48
    p-tert-butyltoluene 45.52
    methyl 4-tert-butylbenzoate 202.43
    morpholine 401.48
    tert-butylamine 57.93
    n-dodecanol 59.15
    dimethoxymethane 395.98
    ethylene carbonate 252.63
    cyrene 163.83
    2-ethoxyethyl acetate 298.21
    2-ethylhexyl acetate 139.51
    1,2,4-trichlorobenzene 309.21
    4-methylpyridine 397.63
    dibutyl ether 182.63
    2,6-dimethyl-4-heptanol 55.49
    DEF 438.92
    dimethyl isosorbide 373.97
    tetrachloroethylene 401.24
    eugenol 246.92
    triacetin 318.66
    span 80 204.92
    1,4-butanediol 58.53
    1,1-dichloroethane 375.79
    2-methyl-1-pentanol 85.23
    methyl formate 425.22
    2-methyl-1-butanol 84.65
    n-decane 17.24
    butyronitrile 201.57
    3,7-dimethyl-1-octanol 119.13
    1-chlorooctane 82.89
    1-chlorotetradecane 33.94
    n-nonane 16.72
    undecane 13.7
    tert-butylcyclohexane 16.51
    cyclooctane 7.8
    cyclopentanol 90.85
    tetrahydropyran 212.2
    tert-amyl methyl ether 102.56
    2,5,8-trioxanonane 583.2
    1-hexene 67.25
    2-isopropoxyethanol 143.3
    2,2,2-trifluoroethanol 126.08
    methyl butyrate 306.89

    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