C
7H
7Cl; mol wt 126.58.
C 66.42%, H 5.57%, Cl 28.01%.
Description and references
Prepn from diazotized toluidine: Neogi, Mitra, J. Chem. Soc. 1928, 1332; Marvel,
McElvain, Org. Synth. coll.
vol. I, 170 (1941). Manuf of o- and p-isomers by catalytic chlorination of toluene: Di Bella, US 3000975 (1959 to Heyden Newport
Chem.). Absorption spectrum of m- and p-isomers: Baly, J. Chem. Soc. 99, 1704 (1911); of m- and o-isomers:
Purvis, ibid. 1704. Metabolism of o-isomer
by bacteria: P. A. Vandenbergh et al., Appl. Environ. Microbiol. 42, 737
(1981); by rats: G. B. Quistad et al., J. Agric. Food Chem. 31, 1158
(1983). Brief review: S. Gelfand in Kirk-Othmer
Encyclopedia of Chemical Technology vol. 5 (Wiley-Interscience,
New York, 3rd ed., 1979) pp 819-827.
Derivative
m-Chlorotoluene.
Nomenclature
CAS number: 108-41-8
1-Chloro-3-methylbenzene.
Properties
Liquid, bp 161.75°. d418.7 1.0760. mp -47.8°. nD20 1.5218.Derivative
o-Chlorotoluene.
Nomenclature
CAS number: 95-49-8
1-Chloro-2-methylbenzene.
Properties
Liquid, bp 158.97°. Vapor harmful. d420 1.0826. mp -35.59°. nD20 1.5258. Volatile with steam. Slightly sol in water; freely sol
in alcohol, benzene, chloroform, ether.Derivative
p-Chlorotoluene.
Nomenclature
CAS number: 106-43-4
1-Chloro-4-methylbenzene.
Properties
Liquid, bp 162.4°. d420 1.0697. mp 7.5°. nD20 1.5211. Slightly sol
in water; sol in alcohol, benzene, chloroform, ether.Caution
Potential symptoms of overexposure
to o-chlorotoluene are irritation of eyes, skin, mucous
membranes; dermatitis; drowsiness, incoordination, anesthesia; cough;
liver and kidney injury. See NIOSH
Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997)
p 68.Use
Solvent; dyestuff intermediate; in organic syntheses.