Photolysis of some N-nitroso- and N-nitro-anilines in solution

Brian G. Gowenlock, Josef Pfab, Victor M. Young

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

The photolyses of three N-methyl-N-nitrosoanilines and two N-methyl-N-nitroanilines in organic solvents have been studied in the range of 300-340 nm. The influence of solvent character and the presence or absence of oxygen play important roles in the product composition range. The primary photochemical process involves N-N fission, this being homolytic in aprotic solvents and heterolytic in methanol. Three novel mechanistic conclusions are proposed, namely photosolvolysis of a nitrosamine in methanol, photooxidation of nitrosamines in aprotic solvents and the production of biphenyl derivatives on photolysis of nitro-substituted nitrosamines and nitramines in aromatic solvents.

Original languageEnglish
Pages (from-to)915-919
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number5
Publication statusPublished - May 1997

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