ChemFOnt: Showing chemical card for Nitrobenzene (CFc000022775)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:15:14 UTC

Chemfont ID

CFc000022775

Molecule Identification

Common Name

Nitrobenzene

Definition

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).

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 Weight

123.1094

Monoisotopic Molecular Weight

123.032028409

IUPAC Name

nitrobenzene

Traditional Name

nitrobenzene

CAS Registry Number

98-95-3

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 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0041950)
Extracellular (HMDB: HMDB0041950)

Source

Exogenous

Exogenous (HMDB: HMDB0041950)

Process

Not Available

Role

Not Available

Physical Properties

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	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon