Phototransformation of 3-hydroxybenzonitrile in water

被引:29
作者
Bonnichon, F [1 ]
Richard, C [1 ]
机构
[1] Photochim Mol & Macromol Lab, CNRS, UMR 6505, F-63177 Clermont Ferrand, France
关键词
3-hydroxybenzonitrile; phototransformation; water; photoisomerization; photoionization;
D O I
10.1016/S1010-6030(98)00382-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photolysis of 3-hydroxybenzonitrile in water yields 2-amino-5-hydroxybenzaldehyde (I), 3-hydroxybenzaldehyde (II) and cyanohydroquinone (III). I is only observed at pH < 4 whereas II is yielded whatever the pH. Oxygen has no influence on the formation of I but partly inhibits that of II. III is only observed in oxygenated solutions and at pH < 7. The photoionization is likely to be the primary step in the mechanism of formation of II and III. On the other hand, the production of I might be explained by the photoisomerization of 3-hydroxybenzonitrile into a cyclic imine followed by hydrolysis. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:25 / 32
页数:8
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