Photoinduced alcoholysis of α, α, α-tribromoacetophenone to benzoylformate

Y Izawa, K Ishiguro, H Tomioka

Index: Izawa; Ishiguro; Tomioka Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 5 p. 1490 - 1496

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Citation Number: 16

Abstract

Irradiation of p-substituted α, α, α-tribromoacetophenones (1) in O 2-saturated alcohols (MeOH, prim. and sec. alcohols) afforded a new alcoholysis product, benzoylformate (2), in good yield (75–85%) along with benzoate and radical (reduction) products. Sensitization experiments showed that 2 was derived from the triplet excited 1. Formation of 2 as well as the decomposition rate of 1 were greatly accelerated by oxygen, presumably as a result of ...