Journal of the American Chemical Society

Benzylchlorocarbene: kinetic parameters for 1, 2-hydrogen migration, UV absorption spectrum, and mechanism for addition to alkenes

MTH Liu, R Bonneau

Index: Liu, Michael T. H.; Bonneau, Roland Journal of the American Chemical Society, 1990 , vol. 112, # 10 p. 3915 - 3919

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Citation Number: 57

Abstract

Abstract: Laser flash photolysis (LFP) of 3-benzyl-3-chlorodiazirine, 1, in isooctane, produces benzylchlorocarbene which reacts with pyridine to form an ylide or undergoes 1, 2- H migration to form the (Z)- and (E)-8-chlorostyrenes. The rate for the 1, 2-H migration is determined by plotting the pseudo-first-order rate constants for the growth of the ylide vs [pyridine] and extrapolating to [pyridine]= 0. From such measurements, performed at ...