CLEAVAGE OF HINDERED AROMATIC ETHERS . KINETICS

被引：19

作者：

WILCOX, CF

SEAGER, MA

机构：

[1] Department of Chemistry, Cornell University, Ithaca

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 08期

关键词：

D O I：

10.1021/jo01260a017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rates of ether cleavage by HBr in glacial acetic acid at 76° for trisethers and related monoethers are correlated by a pσ plot. It is concluded that the enhanced rate of cleavage of 1,2,3-trimethoxybenzenes is too large to be accounted for by electrostatic substituent effects and occurs mainly because of the enhanced basicity of the central methoxyl as it is sterically twisted out of the plane of the benzene ring. The role of nonbonded interactions is discussed. © 1969, American Chemical Society. All rights reserved.

引用

页码：2319 / &

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