ContaminantDB: Nitrobenzene

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-08-29 05:53:42 UTC

Update Date

2026-04-17 19:49:52 UTC

Accession Number

CHEM003176

Identification

Common Name

Nitrobenzene

Class

Small Molecule

Description

Approximately 95% of nitrobenzene is consumed in the production of aniline, which is a precursor to rubber chemicals, pesticides, dyes, explosives, and pharmaceuticals. Nitrobenzene is an organic compound 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. Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called 'mixed acid.' The production of nitrobenzene is one of the most dangerous processes conducted in the chemical industry because of the exothermicity of the reaction ( delta H = 117 kJ/mol).

Contaminant Sources

Clean Air Act Chemicals
HPV EPA Chemicals
IARC Carcinogens Group 2B
OECD HPV Chemicals
STOFF IDENT Compounds
T3DB toxins
Tobacco Smoke Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Cigarette Toxin
Dye
Explosive Agent
Industrial/Workplace Toxin
Metabolite
Organic Compound
Pesticide
Pollutant
Solvent
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Nitrobenzol	ChEBI
Oil OF mirbane	ChEBI
4-Hydroxynitrobenzene	HMDB
4-Nitrophenol	HMDB
Essence OF mirbane	HMDB
Essence OF myrbane	HMDB
Hydroxy(phenyl)azane oxide (acd/name 4.0)	HMDB
Mirbane oil	HMDB
Niphen	HMDB
Nitro-benzene	HMDB
Nitrobenzeen	HMDB
Nitrobenzen	HMDB
Nitrobenzol, liquid(dot)	HMDB
Oil OF myrbane	HMDB
p-Nitrophenol	HMDB
PNP	HMDB
PNP, p-Nitrophenol	HMDB
Rcra waste number u169	HMDB

Chemical Formula

C₆H₅NO₂

Average Molecular Mass

123.109 g/mol

Monoisotopic Mass

123.032 g/mol

CAS Registry Number

98-95-3

IUPAC Name

nitrobenzene

Traditional Name

nitrobenzene

SMILES

O=N(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H

InChI Key

LQNUZADURLCDLV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Organic nitro compound
C-nitro compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

nitroarene (CHEBI:27798 )
nitrobenzenes (CHEBI:27798 )
an aromatic compound (BENZENE-NO2 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	5.7°C
Boiling Point	210.8°C (411.4°F)
Solubility	2.09 mg/mL at 25°C

Predicted Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	1.89	ALOGPS
logP	1.91	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-8.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	32.38 m³·mol⁻¹	ChemAxon
Polarizability	11.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fb9-9000000000-cb5343370bc7b8d5540d	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-940028739887fc7d3811	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-01d576e409b4cc0d4a11	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-913bbd87a6a1c495c53f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fb9-9000000000-cb5343370bc7b8d5540d	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-940028739887fc7d3811	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-01d576e409b4cc0d4a11	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fi0-9200000000-913bbd87a6a1c495c53f	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-9400000000-a663b64f823c48e33092	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-7cb7381e7a13bf020273	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-3900000000-617850731979c7ac52f5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-9800000000-da6675b3e8755f1e2df7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-64d5321b824d98a92b6e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-df2108c699830ae3492b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0229-5900000000-1deb5a18d01251d41c4e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-a40838813cb50c62518e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-a40838813cb50c62518e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-7b8dd26abd6fe153a4dc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-9c9fc313e5315679a8f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-9c9fc313e5315679a8f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-9bdf09f4f521493796ac	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fi0-9200000000-322385ed4a00b7c5fe02	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum