Structural Formula Vector Image
Title: Chlorotoluene
Molecular Formula: C7H7Cl
Molecular Weight: 126.58
Percent Composition: C 66.42%, H 5.57%, Cl 28.01%
Literature 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 Type: m-Chlorotoluene
CAS Registry Number: 108-41-8
Additional Names: 1-Chloro-3-methylbenzene
Properties: Liquid, bp 161.75°. d418.7 1.0760. mp -47.8°. nD20 1.5218.
Melting point: mp -47.8°
Boiling point: bp 161.75°
Index of refraction: nD20 1.5218
Density: d418.7 1.0760
Derivative Type: o-Chlorotoluene
CAS Registry Number: 95-49-8
Additional Names: 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.
Melting point: mp -35.59°
Boiling point: bp 158.97°
Index of refraction: nD20 1.5258
Density: d420 1.0826
Derivative Type: p-Chlorotoluene
CAS Registry Number: 106-43-4
Additional Names: 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.
Melting point: mp 7.5°
Boiling point: bp 162.4°
Index of refraction: nD20 1.5211
Density: d420 1.0697
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.

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