REACTION OF ALKYL IODIDES WITH PERACETIC ACID IN PRESENCE OF AROMATIC COMPOUNDS

被引:37
作者
OGATA, Y
AOKI, K
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku, Nagoya
关键词
D O I
10.1021/jo01264a048
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of n-alkyl iodides with peracetic acid in the presence of aromatic compounds in acetic acid at 30° affords alkyl acetates and often iodo aromatic compounds in good yields. The rate of the reaction for a mixture of methyl iodide, peracetic acid, and m-xylene can be expressed as v — k[CH3I] [CH3CO3H] and is independent of the concentration of m-xylene. The structure of alkyl iodides affects the yield of iodoaromatic compound in the decreasing order n-alkyl > sec-alkyl > t-alkyl. The reaction mechanism is briefly discussed in terms of the effect of structure on the kinetics and product composition. © 1969, American Chemical Society. All rights reserved.
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页码:3974 / &
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