I. Tabushi, T. Nakajima, Z. Yoshida
Nov 25, 1975
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0
Influential Citations
2
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
Irradiation of phenyl acetate in aqueous pyridine gave phenol and acetic acid, both in quantitative yields, in an interesting contrast to the photolysis in aqueous methanol in the absence of pyridine giving photo-Fries rearrangement products mainly. Analysis of the results indicated that by irradiation pyridine accelerated the hydrolysis of phenyl acetate by 120 fold and the quantum yield of the hydrolysis was found to be 0.17. The present catalysis (acceleration and pathway-control) is interpreted by enhanced nucleophilic and/or general base catalysis of excited pyridine.