Bulletin of the Korean Chemical Society

Reactions of 4-nitrophenyl 2-thiophenecarboxylates with R 2 NH/R 2 NH 2+ in 20 mol% DMSO (aq). Effects of 5-thienyl substituent and base strength

SY Pyun, BR Cho

Index: Pyun, Sang Yong; Cho, Bong Rae Bulletin of the Korean Chemical Society, 2013 , vol. 34, # 7 p. 2036 - 2040

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Abstract

Abstract Reactions of 4-nitrophenyl 2-thiophenecarboxylate (1a-e) with in 20 mol% DMSO (aq) have been studied kinetically. The order kinetics,= 0.88-0.98, and linear Hammett and Yukawa-Tsuno plots observed for these reactions indicate an addition-elimination mechanism in which the step is rate limiting. The value increased with a stronger electron- withdrawing 5-thienyl substituent, the Hammett plots are linear except for X= MeO, and ...