One-Electron Reduction of N-Bromosuccinimide. Rapid Expulsion of a Bromine Atom

Article abstract of DOI:10.1021/ja00012a035

By means of pulse radiolysis N-bromosuccinimide, SBr, was reduced to its radical anion, SBr^?-. Evidence is presented that SBr^?- rapidly fragments into the succinimide anion, S^-, and a free bromine atom, Br^?, which is converted into Br₂^?- by reacting with Br^- present. The rate constant of hydrogen abstraction by Br^? from 2-propanol and methanol have been determined. The carbon-centered radical of tert-butyl alcohol was also found to react with SBr yielding Br₂^?- in the presence of Br^-.