Linear free energy ortho-correlations in the thiophen series. Part IV. Kinetics of alkaline hydrolysis of some methyl 3-substituted thiophen-2-carboxylates in aqueous methanol
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 15,p. 1805-1808
- https://doi.org/10.1039/p29760001805
Abstract
The rate constants for the alkaline hydrolysis of some methyl 3-substituted thiophen-2-carboxylates (I)(substituents OMe, Me, SMe, H, I, Br, SOMe, and SO2Me) in methanol–water (80% v/v) have been determined. The logarithms of the rate constants give an excellent straight line when plotted against the pKa values of the corresponding acids (slope 1.91) and obey an equation of the Yukawa–Tsuno type (ρ+ 2.77, r+ 0.44, R 0.996), confirming the marked difference in behaviour between ortho-like substituted thiophen and benzene derivatives.Keywords
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