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An NMR study of some substituted 1,3- and 1,4-bistrifluoromethylbenzenes

✍ Scribed by K. D. Bartle; G. Hallas; J. D. Hepworth

Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
276 KB
Volume
5
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Contrary to an earlier report, the metallation of 1,3‐bistrifluoromethylbenzene with n‐butyllithium is found to take place at the 4‐ and 2‐positions. Lithiation of 1,4‐bistrifluoromethylbenzene and subsequent carboxylation gives exclusively the 2‐carboxylic acid. Structures are assigned on the basis of PMR data (100 and 220 MHz). The effects of coupling between aromatic protons and trifluoromethyl groups and the aromatic chemical shifts brought about by esterification are discussed for a series of bistrifluoromethylbenzoic acids.

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