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- W1515044713 abstract "2-Thiopicolinoanilide and its meta-and para-substituted derivatives were synthesized. These thioanilides were converted readily to the corresponding O-amides by hydrogen peroxide in alkaline solution. The oxidations of the thiopicolinoanilides by use of a large excess of hydrogen peroxide were kinetically carried out and the activation energies were determined. The small increase in the rates is attributed primarily to the electron-attracting effect of the substituents. On the other hand, these acid dissociation constants were measured in 20% ethanol-water at 20° by spectrophotometry and fitted the Hammett equation with the use of σ (ρ=1.4), but the p-carboethoxy group deviates from the straight line because of its much lower pKa (8.42) value. In the reaction between 2-thiopicolinoanilides and o-aminophenol, the yield of 2-(2-pyridyl) benzoxazole increased with increasing electron-attracting effect of the substituent in the order of the observed acidity of thioanilides." @default.
- W1515044713 created "2016-06-24" @default.
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- W1515044713 date "1976-01-01" @default.
- W1515044713 modified "2023-10-17" @default.
- W1515044713 title "Studies on organosulfur compounds. XIII. The substituent effect on the acid dissociation of thioanilides and on the rate of oxidation by hydrogen peroxide." @default.
- W1515044713 doi "https://doi.org/10.1248/cpb.24.1451" @default.
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