THE TAUTOMERIC EQUILIBRIUM BETWEEN CYCLOPENTADIENYL-1-CARBOXYLIC ACID AND FULVENE-6,6-DIOL IN AQUEOUS-SOLUTION

被引：72

作者：

URWYLER, B ^{[1
]}

WIRZ, J ^{[1
]}

机构：

[1] UNIV BASEL,INST PHYS CHEM,KLINGELBERGSTR 80,CH-4056 BASEL,SWITZERLAND

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 07期

关键词：

D O I：

10.1002/anie.199007901

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The equilibrium and kinetics of enolization of a carboxylic acid in aqueous solution have been determined for the first time. Remarkable is both the pKE value of 6.7 for 2 and the fact that fulvenediol 1 is a strong dibasic acid (pKa = 1.3, pK′a = 10.4) Compound 2 was obtained via 1, formed by hydrolysis of photochemically generated fulvenone. The enol content of 2 is thus nearly nine orders of magnitude greater than that of mandelic acid. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：790 / 792

页数：3

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