OXIDATION OF TRANS-STILBENE WITH PEROXYMONOPHOSPHORIC ACID

被引:20
作者
OGATA, Y
TOMIZAWA, K
IKEDA, T
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku Nagoya
关键词
D O I
10.1021/jo01328a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of frans-stilbene with peroxymonophosphoric acid (H3PO5) yielding ircms-stilbene oxide has been studied in various solvents at 25 °C. The rates in most solvents satisfy the equation : v = κ2[stilbene][H3PO5]. The solvents which have strong hydrogen bonding ability decrease the reaction rate. The reaction is catalyzed by H2SO4, the rate being correlated with the acidity function H0, which is not a general phenomenon for the reaction with peroxycarboxylic acid. The reaction carried out in acetonitrile afforded products derived from the further reactions of the epoxide. © 1979, American Chemical Society. All rights reserved.
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页码:2362 / 2364
页数:3
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