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The UV absorption spectrum of benzylchlorocarbene, generated by laser flash photolysis of 3-chloro-3-benzyldiazirine, has been observed in the 290-330 nm range. The lifetime of this species, 18 ns at 25°C, isdetermined by the rate of the 1,2-H migration to produce chlorostyrenes. Quenching rate constants of thiscarbene by acetic acid and tetramethylethylene have been measured. Comparison of this kinetic data withthe quantitative analysis of the products obtained under continuous irradiation gives further insight intothe mechanisms of carbene-acetic acid reactions.

laser chemistry

Benzylchlorocarbene: UV Absorption Spectrum, Kinetics for 1,2-H Migration and Mechanism for Reaction With Acetic Acid as Determined by Combined Continuous and Laser-Flash Photolysis