Synthesis of monoesters of phosphonic acids

被引：66

作者：

Rabinowitz, Robert ^{[1
]}

机构：

[1] Amer Cyanamid Co, Div Cent Res, Stamford Labs, Stamford, CT 06904 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1960年 / 82卷 / 17期

关键词：

D O I：

10.1021/ja01502a030

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dialkyl esters of aryl- and alkylphosphonic acids, RP(O)(OR')(2), can be hydrolyzed smoothly, rapidly, and in high yield by refluxing in aqueous or ethanolic alkali. Furthermore O,O-diethyl phenylpbosphonothioate, C5H5P(S)(OC2H5)(2), was found to hydrolyze to the monoester using excess ethanolic or aqueous base. Attempts to prepare the monoester of CCl3P-(O)(OC2H4)(2), using excess aqueous alkali failed. Finally hydrolysis of C5H6P(O)(OC5H6)(2) with excess alkali presumably resulted in phenylphosphonic acid. Mechanistic interpretations for these findings are presented.

引用

页码：4564 / 4567

页数：4