1-Chloro-2-nitrobenzene

Overview IFRA Request a quote

  • Identifiers

    CAS number
    88-73-3

    Molecular formula
    C6H4ClNO2

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 60.9%
    Floral 55.49%
    Powdery 41.8%
    Honey 38.47%
    Neroli 33.92%
    Phenolic 32.69%
    Grape 30.22%
    Odorless 29.48%
    Balsamic 28.87%
    Bitter 28.2%

     

    Flavor
    Bitter 50.43%
    Odorless 47.24%
    Mild 34.21%
    Nutty 23.3%
    Nitrile 22.13%
    Phenolic 21.55%
    Urine 21.26%
    Orange flower 21.13%
    Bread crust 21.01%
    Very strong 20.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    6.84 (neutral)

    Molecular weight
    157.55 g/mol

    Melting point expt.

    • 90 to 91 °F (NTP, 1992)
    • 32 °C
    • 33 °C

    Boiling point

    • 475 °F at 760 mmHg (NTP, 1992)
    • 245.5 °C
    • 246 °C

    Flash point

    • 96.76 ˚C est.
    • 261 °F (NTP, 1992)
    • 127 °C
    • 124 °C c.c.

    Solubility expt.

    • less than 0.1 mg/mL at 67.8 °F (NTP, 1992)
    • Sol in alcohol, benzene, ether
    • VERY SOL IN ACETONE, PYRIDINE; SOL IN TOLUENE, METHANOL, CARBON TETRACHLORIDE
    • In water, 441 mg/L at 25 °C
    • Water solubility = 2800 uM (440 mg/l) at 20 °C
    • Solubility in water: none

  • Synonyms

    • 2-Chloronitrobenzene
    • 1-CHLORO-2-NITROBENZENE
    • 88-73-3
    • o-Chloronitrobenzene
    • 2-Nitrochlorobenzene
    • Chloronitrobenzene
    • o-Nitrochlorobenzene
    • 2-Chloro-1-nitrobenzene
    • Benzene, 1-chloro-2-nitro-
    • ONCB
    • Nitrochlorobenzene
    • 1-Nitro-2-chlorobenzene
    • ortho-chloronitrobenzene
    • CCRIS 141
    • DTXSID0020280
    • HSDB 1322
    • UNII-D1YI9R2K8O
    • EINECS 201-854-9
    • NSC 36934
    • 1-Chloronitrobenzene
    • Chloro-o-nitrobenzene
    • 25167-93-5
    • CHEBI:34270
    • AI3-15385
    • Nitrochlorobenzene, o-
    • ortho-nitrochlorobenzene
    • 1-chloro,2-nitrobenzene
    • Nitrochlorobenzene, ortho
    • 2-Nitro-1-chlorobenzene
    • NSC-36934
    • D1YI9R2K8O
    • DTXCID80280
    • O-CHLORONITROBENZENE [MI]
    • EC 201-854-9
    • Benzene, chloronitro-
    • CHLORO-2-NITROBENZENE, 1-
    • MFCD00007061
    • 1-CHLORO-2-NITROBENZENE [HSDB]
    • Altitran
    • Mononitrochlorobenzene
    • EINECS 246-695-6
    • chloronitrobenzene (ortho)
    • 1-Chloro-2-nitro-benzene
    • UNII-846GSP547V
    • oChloronitrobenzene
    • oNitrochlorobenzene
    • 2chloronitrobenzene
    • 2Nitrochlorobenzene
    • 5-chloronitrobenzene
    • 1Chloro2nitrobenzene
    • 1Nitro2chlorobenzene
    • 2Chloro1nitrobenzene
    • Benzene,chloronitro-
    • o-chloro-nitrobenzene
    • 2-chloro nitrobenzene
    • 2-chloro-nitrobenzene
    • 2-nitro chlorobenzene
    • 2-nitro-chlorobenzene
    • O-CNB
    • ortho-nitro-chlorobenzene
    • 4-chloro-3-nitrobenzene
    • Nitrochlorobenzene, liquid
    • WLN: WNR BG
    • SCHEMBL78743
    • ghl.PD_Mitscher_leg0.936
    • MLS001055388
    • BIDD:ER0655
    • CHEMBL53330
    • 1-Chloro-2-nitrobenzene, 99%
    • Chloronitrobenzene, ortho, liquid
    • NITROCHLOROBENZENE, ORTHO-
    • 846GSP547V
    • HMS3039K15
    • NSC36934
    • Tox21_200791
    • STL283954
    • AKOS000118963
    • CAS-88-73-3
    • NCGC00090715-01
    • NCGC00090715-02
    • NCGC00090715-03
    • NCGC00258345-01
    • 2-Chloronitrobenzene 2-Nitrochlorobenzene
    • BS-42463
    • SMR000677934
    • DB-057100
    • DB-243262
    • 1-Chloro-2-nitrobenzene, analytical standard
    • NS00002910
    • EN300-19237
    • D87558
    • 1-Chloro-2-nitrobenzene 10 microg/mL in Methanol
    • AC-907/25014094
    • 1-Chloro-2-nitrobenzene 100 microg/mL in Methanol
    • 1-Chloro-2-nitrobenzene, purum, >=99.0% (GC)
    • Q2803418
    • Chloronitrobenzene, ortho, liquid [UN1578] [Poison]
    • F1908-0107
    • Z104473258
    • 1-chloro-2-nitrobenzene;chloro-2-nitrobenzene, 1-;2-chloro-1-nitrobenzene;benzene, 1-chloro-2-nitro-;o-chloronitrobenzene;1-chloro-2-nitrobenzene chloro-2-nitrobenzene, 1- 2-chloro-1-nitrobenzene benzene, 1-chloro-2-nitro- o-chloronitrobenzene

  • Applications

    1-Chloro-2-nitrobenzene (CAS 88-73-3) is a versatile intermediate in organic synthesis. It is widely used in the production of azo dyes and pigments for coatings, inks, and plastics; it serves as a precursor for pharmaceutical intermediates and separately for agrochemical intermediates; it also provides building blocks for polymer and materials applications, where aryl amines are incorporated into polymers and coatings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 187.6
    methanol 236.47
    isopropanol 117.51
    water 0.27
    ethyl acetate 2172.74
    n-propanol 156.17
    acetone 1902.29
    n-butanol 153.61
    acetonitrile 1896.89
    DMF 3306.58
    toluene 571.4
    isobutanol 104.79
    1,4-dioxane 1238.06
    methyl acetate 2135.52
    THF 1414.94
    2-butanone 1518.38
    n-pentanol 136.69
    sec-butanol 168.68
    n-hexane 32.65
    ethylene glycol 79.1
    NMP 2001.45
    cyclohexane 53.96
    DMSO 1606.5
    n-butyl acetate 577.86
    n-octanol 187.18
    chloroform 1500.2
    n-propyl acetate 727.1
    acetic acid 429.36
    dichloromethane 1813.88
    cyclohexanone 1248.61
    propylene glycol 74.57
    isopropyl acetate 694.32
    DMAc 2107.99
    2-ethoxyethanol 508.06
    isopentanol 150.85
    n-heptane 29.98
    ethyl formate 885.61
    1,2-dichloroethane 1526.39
    n-hexanol 160.71
    2-methoxyethanol 874.95
    isobutyl acetate 235.12
    tetrachloromethane 230.54
    n-pentyl acetate 364.66
    transcutol 4235.2
    n-heptanol 95.19
    ethylbenzene 258.72
    MIBK 460.31
    2-propoxyethanol 517.13
    tert-butanol 184.14
    MTBE 341.72
    2-butoxyethanol 299.92
    propionic acid 339.12
    o-xylene 311.27
    formic acid 210.89
    diethyl ether 617.75
    m-xylene 331.28
    p-xylene 303.4
    chlorobenzene 763.97
    dimethyl carbonate 920.18
    n-octane 20.46
    formamide 776.39
    cyclopentanone 1361.66
    2-pentanone 1058.57
    anisole 747.97
    cyclopentyl methyl ether 609.39
    gamma-butyrolactone 1803.91
    1-methoxy-2-propanol 561.36
    pyridine 1596.42
    3-pentanone 1057.48
    furfural 1994.63
    n-dodecane 24.13
    diethylene glycol 512.5
    diisopropyl ether 160.2
    tert-amyl alcohol 205.04
    acetylacetone 2107.26
    n-hexadecane 28.49
    acetophenone 761.97
    methyl propionate 1556.95
    isopentyl acetate 376.68
    trichloroethylene 3747.68
    n-nonanol 172.72
    cyclohexanol 204.47
    benzyl alcohol 345.39
    2-ethylhexanol 129.23
    isooctanol 80.37
    dipropyl ether 225.23
    1,2-dichlorobenzene 744.7
    ethyl lactate 288.94
    propylene carbonate 864.87
    n-methylformamide 1296.58
    2-pentanol 151.92
    n-pentane 27.9
    1-propoxy-2-propanol 346.28
    1-methoxy-2-propyl acetate 689.42
    2-(2-methoxypropoxy) propanol 558.16
    mesitylene 202.9
    ε-caprolactone 1102.81
    p-cymene 125.18
    epichlorohydrin 2196.56
    1,1,1-trichloroethane 1346.34
    2-aminoethanol 117.4
    morpholine-4-carbaldehyde 1935.02
    sulfolane 1559.41
    2,2,4-trimethylpentane 22.6
    2-methyltetrahydrofuran 879.85
    n-hexyl acetate 622.56
    isooctane 20.01
    2-(2-butoxyethoxy)ethanol 848.03
    sec-butyl acetate 378.84
    tert-butyl acetate 629.67
    decalin 43.73
    glycerin 151.35
    diglyme 1629.04
    acrylic acid 426.18
    isopropyl myristate 225.89
    n-butyric acid 395.35
    acetyl acetate 1301.46
    di(2-ethylhexyl) phthalate 174.1
    ethyl propionate 850.28
    nitromethane 3980.1
    1,2-diethoxyethane 972.71
    benzonitrile 754.25
    trioctyl phosphate 131.45
    1-bromopropane 491.51
    gamma-valerolactone 1845.99
    n-decanol 136.5
    triethyl phosphate 213.44
    4-methyl-2-pentanol 96.31
    propionitrile 686.42
    vinylene carbonate 963.8
    1,1,2-trichlorotrifluoroethane 1096.43
    DMS 954.0
    cumene 129.25
    2-octanol 101.01
    2-hexanone 574.44
    octyl acetate 289.99
    limonene 169.23
    1,2-dimethoxyethane 1232.18
    ethyl orthosilicate 170.64
    tributyl phosphate 197.96
    diacetone alcohol 598.72
    N,N-dimethylaniline 373.32
    acrylonitrile 1380.78
    aniline 393.07
    1,3-propanediol 202.61
    bromobenzene 945.31
    dibromomethane 968.91
    1,1,2,2-tetrachloroethane 1897.74
    2-methyl-cyclohexyl acetate 249.16
    tetrabutyl urea 302.34
    diisobutyl methanol 100.49
    2-phenylethanol 333.09
    styrene 388.02
    dioctyl adipate 324.52
    dimethyl sulfate 1307.57
    ethyl butyrate 451.75
    methyl lactate 489.28
    butyl lactate 291.16
    diethyl carbonate 341.48
    propanediol butyl ether 412.66
    triethyl orthoformate 255.37
    p-tert-butyltoluene 129.32
    methyl 4-tert-butylbenzoate 444.27
    morpholine 1070.73
    tert-butylamine 98.14
    n-dodecanol 110.72
    dimethoxymethane 1569.16
    ethylene carbonate 692.05
    cyrene 417.8
    2-ethoxyethyl acetate 810.99
    2-ethylhexyl acetate 311.92
    1,2,4-trichlorobenzene 867.26
    4-methylpyridine 1442.59
    dibutyl ether 329.91
    2,6-dimethyl-4-heptanol 100.49
    DEF 1598.98
    dimethyl isosorbide 903.67
    tetrachloroethylene 1240.97
    eugenol 474.89
    triacetin 739.49
    span 80 367.39
    1,4-butanediol 93.62
    1,1-dichloroethane 1128.37
    2-methyl-1-pentanol 141.09
    methyl formate 1416.67
    2-methyl-1-butanol 144.38
    n-decane 35.33
    butyronitrile 529.83
    3,7-dimethyl-1-octanol 187.88
    1-chlorooctane 154.59
    1-chlorotetradecane 72.55
    n-nonane 32.55
    undecane 29.2
    tert-butylcyclohexane 35.07
    cyclooctane 28.23
    cyclopentanol 208.7
    tetrahydropyran 693.8
    tert-amyl methyl ether 337.22
    2,5,8-trioxanonane 1110.12
    1-hexene 124.43
    2-isopropoxyethanol 311.06
    2,2,2-trifluoroethanol 289.63
    methyl butyrate 926.35

    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