KINETICS OF NITRIC ACID OXIDATION OF NITROSOPHENOL TO NITROPHENOL

被引:12
作者
OGATA, Y
TEZUKA, H
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku, Nagoya
关键词
D O I
10.1021/jo01272a033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of nitrosophenol to nitrophenol with dilute nitric acid (0.40 M) in 20% dioxane-80% water has been studied kinetically by following the rate by ultraviolet spectrophotometry. The rate was much faster than that of nitrosobenzenes2 and, hence, the enhancement of the rate could not be explained by means of the ordinary substituent effect by a hydroxyl group. The rate is expressed as v = K′ [nitrosophenol] [HNO3], the rate being increased with acidity of the solution. The rate is independent of nitrous acid concentration. A possible mechanism is discussed on the basis of these observations, and it is suggested that the rate-determining step for oxidation of nitrosophenol is different from that for other nitrosobenzenes. © 1968, American Chemical Society. All rights reserved.
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页码:3179 / &
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