Intramolecular catalysis in the detritiation of 3-carboxy-2-([3H]acetyl)thiophene

Abstract

The kinetics of detritiation of 3-carboxy-2-([³H]acetyl) thiophene have been studied at 50 °C in aqueous buffer systems as well as at 25 °C in sodium hydroxide solutions. The results, when compared with similar investigations on the corresponding 3-iodo- and 3-thiomethyl-2-([³H]acetyl)thiophenes, serve to show the importance of intramolecular catalysis by the carboxylate group. Estimates of the efficiency of the catalysis have been obtained, these are similar in magnitude to the values previously reported for derivatives of 2′-carboxyacetophenones.