Chlorotoluene

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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.

style="background: #F8EABA; text-align: center;" colspan="2" align="center" colspan="5" | Chlorotoluene Isomers
style="background: #F8EABA; text-align: center;" colspan="2" align="center" colspan="5" | General
Common name o-chlorotoluene m-chlorotoluene p-chlorotoluene Benzyl chloride
Structure 90px 90px 55px 70px
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]
style="background: #F8EABA; text-align: center;" colspan="2" align="center" colspan="5" | 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)
de:Chlortoluole