Free-Radical Halogenations. 5. Reaction of Chlorosulfonyl Isocyanate with Alkanes

Article abstract of DOI:10.1021/jo00349a011

The free-radical chain reactions of chlorosulfonyl isocyanate with alkanes can be initiated with either light or thermal initiators.The major products in these reactions are chlorides, with low yields of isocyanates and sulfonyl chlorides.On the basis of tertiary to primary hydrogen selectivity of about 120:1 and the relative reactivities of various substrates toward the abstracting radical from chlorosulfonyl isocyanate, the hydrogen-abstracting radical is suggested to be the NCO radical.