NEW ASPECTS OF THE CHEMISTRY OF 2,4,6-TRIS(TRIFLUOROMETHYL)BENZOIC-ACID AND RELATED-COMPOUNDS

被引:7
作者
FILLER, R
GNANDT, WK
CHEN, W
LIN, S
机构
[1] Department of Chemistry, Illinois Institute of Technology, Chicago
关键词
D O I
10.1016/S0022-1139(00)80325-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
1,3,5-Tris(trifluoromethyl)benzene reacts with n-butyllithium and carbon dioxide to give a high yield of 2,4,6-tris(trifluoromethyl)benzoic acid. The acid has been well characterized by spectral and pKa data. The acid chloride is formed only slowly under stringent conditions. The acid fails to undergo normal esterification with ethanol because of steric hindrance to the required tetrahedral intermediate. The ester does form via the linear acylium ion. A highly substituted phenolic ester of the acid has been obtained via a mixed anhydride. Attempts to prepare the corresponding acetophenone and a related vinyl ketone are described. © 1991.
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页码:99 / 105
页数:7
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