2151. Chloronitrobenzene

Nomenclature

Nitrochlorobenzene.
C6H4ClNO2; mol wt 157.55.
C 45.74%, H 2.56%, Cl 22.50%, N 8.89%, O 20.31%.

Description and references

Prepn of m-isomer: W. W. Hartman, M. R. Brethen, Org. Synth. coll. vol. I (2nd ed., 1964) p 162.

Chemical structure

Derivative

m-Chloronitrobenzene.

Nomenclature

CAS number: 121-73-3
1-Chloro-3-nitrobenzene; m-nitrochlorobenzene.

Properties

Pale-yellow orthorhombic prisms from alcohol. d420 1.534. mp 46°. bp760 236°; bp12 117°. Poisonous. Insol in water. Sparingly sol in cold alcohol; freely sol in hot alcohol, chloroform, ether, carbon disulfide, glacial acetic acid.

Derivative

o-Chloronitrobenzene.

Nomenclature

CAS number: 88-73-3

Properties

Yellow crystals. d 1.305. mp 32-33°. bp 245-246°. Poisonous. Insol in water. Sol in alcohol, benzene, ether.

Derivative

p-Chloronitrobenzene.

Nomenclature

CAS number: 100-00-5

Properties

Yellow crystals. d 1.520. mp 82-84°. bp 242°. Flash pt 127°C. Poisonous. Insol in water. Sparingly sol in cold alcohol, freely in boiling alcohol, ether, carbon disulfide.

Caution

Absorbed by inhalation, skin penetration and ingestion. Potential symptoms of overexposure to p-isomer are anoxia; unpleasant taste; anemia; methemoglobinemia. Direct contact may cause allergic dermatitis. Potential occupational carcinogen. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 226; Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 214, Section III, p 31-36.

Use

In dye chemistry.