Chlorotoluene

Chlorotoluene can refer to any of four isomeric chemical compounds. Three isomers (ortho-chlorotoluene, meta-chlorotoluene, and para-chlorotoluene) consisist of a disubsituted benzene ring with one chlorine atom and one methyl group. The fourth isomer, alpha-chlorotoluene (benzyl chloride), consists of toluene with chlorine substitution on the methyl group.

Chemical properties

There are three ring-substituted chlorotoluenes, as well as benzyl chloride, which has a chlorine substituted for one of the hydrogens of toluene's the methyl group. These isomers differ in the location of the chlorine, but have the same chemical formula. All have very similar boiling points, although p-chlorotoluene has a much higher melting point due a more tightly-packed crystal structure.

Chlorotoluene Isomers
General
Common name	o-chlorotoluene	m-chlorotoluene	p-chlorotoluene	Benzyl chloride
Structure
Systematic name	1-chloro-2-methylbenzene	1-chloro-3-methylbenzene	1-chloro-4-methylbenzene	chloromethylbenzene
Molecular formula	C7H7Cl (C6H4ClCH3)
Molar mass	126.586 g/mol
Appearance	clear, colorless liquid
CAS number	[95-49-8]	[108-41-8]	[106-43-4]	[100-44-7]
Properties
Density and phase	1.073 g/mL, liquid	1.072 g/mL, liquid	1.069 g/mL, liquid	1.100 g/mL, liquid
Solubility in water	practically insoluble
Other solubilities	Soluble in non-polar solvents such as aromatic hydrocarbons
Melting point	−35 °C (-31 °F; 238 K)	-47 °C (-52.6 °F; 226 K)	7 °C (44.6 °F; 280 K)	-39 °C (-38.2 °F; 234 K)
Boiling point	159 °C (318.2 °F; 432 K)	162 °C (323.6 °F; 435 K)	162 °C (323.6 °F; 435 K)	179 °C (354.2 °F; 452 K)