ClC6H4CH2

ClC6H4CH2, also known as chlorobenzyl chloride, is an organic compound with the chemical formula ClC6H4CH2. It is a derivative of toluene where a chlorine atom is substituted onto the benzene ring and a chlorine atom is also present on the methyl group. There are three possible positional isomers for the chlorine atom on the benzene ring, leading to ortho-chlorobenzyl chloride, meta-chlorobenzyl chloride, and para-chlorobenzyl chloride. Each isomer has slightly different physical and chemical properties due to the position of the chlorine substituent.

These compounds are typically colorless liquids or low-melting solids with characteristic pungent odors. They are generally insoluble in water but soluble in common organic solvents. Chlorobenzyl chlorides are reactive intermediates in organic synthesis. The chlorine atom on the methyl group is particularly susceptible to nucleophilic substitution reactions, making these compounds useful for introducing the chlorobenzyl group into other molecules. They can also undergo reactions involving the aromatic ring.

Chlorobenzyl chlorides find applications as building blocks in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. They are used in the production of various derivatives, including alcohols, amines, and ethers, which can have diverse biological activities or material properties. Due to their reactivity and potential for irritation, they should be handled with appropriate safety precautions in a well-ventilated area.