CH2CHI

CH2CHI is a shorthand name used in chemical literature to denote chloroiodomethane, CH2ClI, a dihalomethane in which a single carbon bears one chlorine and one iodine substituent along with two hydrogens.

As a small, highly reactive organohalogen, CH2ClI is used as a versatile reagent in organic synthesis. It can serve as a source of chloromethyl or iodomethyl groups and participates in radical halogenation, nucleophilic substitutions, and cross-coupling reactions under suitable conditions.

Synthesis of CH2ClI generally involves halogenation strategies applied to methylene derivatives or halogen exchange processes that introduce both chlorine and iodine onto a single carbon center. Because CH2ClI is reactive and can be unstable under some conditions, methods are designed to minimize side reactions and control reactivity.

Physical properties are typical of small dihalomethanes: CH2ClI is volatile and usually handled as a liquid or gas in the laboratory, with notable irritant and toxic properties. It is commonly stored in sealed containers under inert atmosphere and away from heat.

Applications include serving as an intermediate in the preparation of more complex halomethyl compounds, used in pharmaceutical and agrochemical syntheses, and in the synthesis of specialized dyes or polymers. It is also employed in research as a model substrate for studying halomethyl transfer reactions.

Safety notes: CH2ClI is corrosive and toxic; vapors can irritate the eyes, skin, and respiratory tract. Work under a fume hood, wear appropriate personal protective equipment, and follow relevant regulations and safety data sheet guidance.

See also CH2Cl2, CH2I2, and chloromethyl iodide.