Tetrahedron

Reactive intermediates in the photolysis and thermolysis of 3-chloro-3-benzyldiazirine

MTH Liu, NH Chishiti, M Tencer, H Tomioka, Y Izawa

Index: Liu, Michael T. H.; Chishti, Najmul H.; Tencer, Michael; Tomioka, Hideo; Izawa, Yasuji Tetrahedron, 1984 , vol. 40, # 5 p. 887 - 892

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Citation Number: 12

Abstract

The photochemical and thermal decomposition of 3-chloro-3-benzyldiazirine have been studied in different reaction conditions. The decomposition gives rise to benzylchlorocarbene which can rearrange to E and Z chlorostyrene and/or react with the environment. In the presence of acetic acid the main product is 1-chloro-2-phenylethyl acetate. Experiments with acetic acid-d4 showed that some of the chlorostyrene is formed ...