An electron spin resonance study of radicals from chloramine-T—2 : Spin trapping of photolysis products of chloramine-t at alkaline pH

Abstract

Irradiation of chloramine- T at alkaline pH in the presence of the spin trap 2-methyl-2-nitrosopropane gave evidence for the trapping of several sulfur-centred radicals and a carbon-centred radical. Trapping experiments with 5,5-dimethyl-pyrrolidine- 1-oxide gave evidence for the production of a nitrogen- centred radical and a carbon-centred radical. The spin trap α-phenyl- t-butyl-nitrone gave evidence for a nitrogen-centred radical, a sulfur-centred radical and the H-atom adduct of the spin trap. The identity of the trapped species was confirmed by irradiation of the following chemical analogues of chloramine- T as “model [compounds” in alkaline solution; chloramine- B (sodium salt of N-chlorobenzene sulfonamide), p-toluenesulfonamide, p-toluenesulfonic acid, p-toluenesulfinic acid. To aid in the assignment of the radical adducts where mixtures of species occurred, computer simulation of the spectra was performed.