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Used in the bromination of benzylic positions under sunlamp irradiation. Employed as chain transfer agent for radical polymerization of methacrylates. It can also be employed as brominating reagent of active hydrogen compounds.
L R Pohl.; R V Branchflower.; R J Highet.; J L Martin.; D S Nunn.; T J Monks.; J W George.; J A Hinson. The formation of diglutathionyl dithiocarbonate as a metabolite of chloroform, bromotrichloromethane, and carbon tetrachloride. Drug Metabolism and Disposition. 1981, 9, (4), 334-339.
I.Glenn Sipes.; Gopal Krishna.; James R. Gillette. Bioactivation of carbon tetrachloride, chloroform and bromotrichloromethane: Role of cytochrome P-450. Life Sciences. 1977, 20, (9), 1541-1548.
Precursor of dichlorocarbene, which adds to double bonds under phase-transfer conditions to give cyclopropanes: Liebigs Ann. Chem., 297 (1990).
Bromine radical source. For use in the bromination of benzylic positions under sunlamp irradiation, see: J. Am. Chem. Soc., 82, 391 (1960); Synth. Commun., 6, 109 (1976).
Reacts with Hexamethylphosphorous triamide, A12571, to give the dichloromethylenephosphorane, which undergoes Wittig reaction with aldehydes to give 1,1-dichloroalkenes, giving better results than the CCl4/Ph3P combination: Tetrahedron Lett., 1237, 1239 (1977); Synthesis, 554 (1980).
Hazard Statements: H302-H312-H331-H315-H319
Harmful if swallowed. Harmful in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280h-P305+P351+P338-P304+P340-P310a
Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing.