Effect of reaction conditions on the rearrangement of radicals in solution

Abstract

1. A study has been made of the effect of temperature and concentration of the starting reagents on the rearrangement of free radicals in solution with 1,2-migration of chlorine, when the radicals are generated in the process of homolytic addition of hydrogen bromide to 3,3,3-trichloropropene. 2. At low temperatures (−35°) both rearranged 1,1,2-trichloro-3-bromopropane and the unrearranged adduct 1,1,1-trichloro-3-bromopropane are formed. An increase in temperature favors the formation of the rearranged adduct. The concentration of the reagents does not substantially affect the ratio of yields of the products obtained.