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Nitrobenzene information


Nitrobenzene
Nitrobenzene
Nitrobenzene
Nitrobenzene
Nitrobenzene
Names
Preferred IUPAC name
Nitrobenzene
Other names
Nitrobenzol
Nitritebenzene
Oil of mirbane
Identifiers
CAS Number
  • 98-95-3 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
507540
ChEBI
  • CHEBI:27798 checkY
ChEMBL
  • ChEMBL15750 checkY
ChemSpider
  • 7138 checkY
ECHA InfoCard 100.002.469 Edit this at Wikidata
EC Number
  • 202-716-0
Gmelin Reference
50357
KEGG
  • C06813 checkY
PubChem CID
  • 7416
RTECS number
  • DA6475000
UNII
  • E57JCN6SSY ☒N
CompTox Dashboard (EPA)
  • DTXSID3020964 Edit this at Wikidata
InChI
  • InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H checkY
    Key: LQNUZADURLCDLV-UHFFFAOYSA-N checkY
  • InChI=1/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H
    Key: LQNUZADURLCDLV-UHFFFAOYAA
SMILES
  • c1ccc(cc1)[N+](=O)[O-]
Properties
Chemical formula
C6H5NO2
Molar mass 123.11 g/mol
Appearance yellowish, oily liquid[1]
Odor pungent, like paste shoe polish[1] to almond-like
Density 1.199 g/cm3
Melting point 5.7 °C (42.3 °F; 278.8 K)
Boiling point 210.9 °C (411.6 °F; 484.0 K)
Solubility in water
0.19 g/100 ml at 20 °C
Vapor pressure 0.3 mmHg (25°C)[1]
Magnetic susceptibility (χ)
-61.80·10−6 cm3/mol
Viscosity 1.8112 mPa·s[2]
Hazards
GHS labelling:
Pictograms
GHS06: ToxicGHS08: Health hazard
Signal word
Danger
Hazard statements
H301, H311, H331, H351, H360, H372, H412
Precautionary statements
P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P310, P302+P352, P304+P340, P308+P313, P311, P312, P314, P321, P322, P330, P361, P363, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
2
1
Flash point 88 °C (190 °F; 361 K)
Autoignition
temperature
480 °C (896 °F; 753 K)
Explosive limits 1.8%-?[1]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
780 mg/kg (rat, oral)
600 mg/kg (rat, oral)
590 mg/kg (mouse, oral)
[3]
LDLo (lowest published)
750 mg/kg (dog, oral)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1 ppm (5 mg/m3) [skin][1]
REL (Recommended)
TWA 1 ppm (5 mg/m3) [skin][1]
IDLH (Immediate danger)
200 ppm[1]
Related compounds
Related compounds
Aniline
Benzenediazonium chloride
Nitrosobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Nitrobenzene is an aromatic nitro compound and the simplest of the nitrobenzenes, with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents.

  1. ^ a b c d e f g NIOSH Pocket Guide to Chemical Hazards. "#0450". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Ahluwalia, R.; Wanchoo, R. K.; Sharma, S. K.; Vashisht, J. L. (1996). "Density, viscosity, and surface tension of binary liquid systems: Ethanoic acid, propanoic acid, and butanoic acid with nitrobenzene". Journal of Solution Chemistry. 25 (9): 905–917. doi:10.1007/BF00972581. ISSN 0095-9782. S2CID 95126469.
  3. ^ a b "Nitrobenzene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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Nitrobenzene

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Nitrobenzene is an aromatic nitro compound and the simplest of the nitrobenzenes, with the chemical formula C6H5NO2. It is a water-insoluble pale yellow...

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Nitrobenzenes

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Nitrobenzenes are a group of nitro compounds consisting of one or more nitro groups as substituents on a benzene core. They have the formula C6H6–n(NO2)n...

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Skraup reaction

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acid, glycerol, and an oxidizing agent such as nitrobenzene to yield quinoline. In this example, nitrobenzene serves as both the solvent and the oxidizing...

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Aniline

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mixture of nitric acid and sulfuric acid at 50 to 60 °C to yield nitrobenzene. The nitrobenzene is then hydrogenated (typically at 200–300 °C) in the presence...

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Phenylhydroxylamine

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reduction of nitrobenzene with zinc in the presence of NH4Cl. Alternatively, it can be prepared by transfer hydrogenation of nitrobenzene using hydrazine...

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Nitrofen is an herbicide of the diphenyl ether class. Because of concerns about its carcinogenicity, the use of nitrofen has been banned in the European...

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Halex process

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1-fluoro-4-nitrobenzene 1,2-dichloronitrobenzene → 1-chloro-2-fluoro-5-nitrobenzene 1,4-dichloronitrobenzene → 1-chloro-4-fluoro-3-nitrobenzene 1-chloro-2...

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Sprengel explosive

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nitrobenzene. It was provided in the form of permeable cartridges of the chlorate, which were placed in wire baskets and dipped in the nitrobenzene for...

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Benzidine

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cancer. Benzidine is prepared in a two step process from nitrobenzene. First, the nitrobenzene is converted to 1,2-diphenylhydrazine, usually using iron...

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Acetanilide

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Wilkins; Lowe, Valerie C. (1979), "Preparation of Acetanilide from Nitrobenzene", J. Chem. Educ., 56 (7): 488, Bibcode:1979JChEd..56..488R, doi:10.1021/ed056p488:...

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Kerr cell shutter

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level. The Kerr Cell consists of a transparent container (A) filled with nitrobenzene (B) with attached electrodes (C and D). A high voltage is passed through...

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Nitro compound

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 H+ The nitration product produced on the largest scale, by far, is nitrobenzene. Many explosives are produced by nitration including trinitrophenol (picric...

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Aromatic compound

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p-Xylene m-Xylene Mesitylene Durene 2-Phenylhexane Biphenyl Phenol Aniline Nitrobenzene Benzoic acid Aspirin Paracetamol Picric acid Arene rings can stabilize...

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Mononitrotoluene

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viewed as nitro derivatives of toluene or as methylated derivatives of nitrobenzene. Mononitrotoluene comes in three isomers, differing by the relative position...

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Paracetamol

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4-aminophenol by hydrogenation over Raney nickel. In another method, nitrobenzene is reduced electrolytically giving 4-aminophenol directly. Additionally...

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Kerr effect

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electric field. Some polar liquids, such as nitrotoluene (C7H7NO2) and nitrobenzene (C6H5NO2) exhibit very large Kerr constants. A glass cell filled with...

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Iron

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an acidic medium is used in the Bechamp reduction, the conversion of nitrobenzene to aniline. Iron(III) oxide mixed with aluminium powder can be ignited...

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Nuclear magnetic resonance

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to give a clear peak for later integration e.g. 1,2,4,5-tetrachloro-3-nitrobenzene. Accurately weighed portions of the standard and sample are combined...

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Black

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black dyes (CI 50415, Solvent black 5) made by heating a mixture of nitrobenzene, aniline and aniline hydrochloride in the presence of a copper or iron...

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