Investigation of Acid-Catalyzed Hydrolysis of 4-Nitrophenyl in Dioxane-Water Solutions

Abstract

In this study, the change of the hydrolysis mechanism of 4-nitrophenyl N-acetyl-4-methylbenzenesulfonimidate was investigated in different solvent ratios. For this, the mechanism was investigated in 20%, 40%, and 60% (v/v) dioxane-water solutions of mineral acids. 20% and 40% (v/v) dioxane over a wider acidity range and rate maxima were observed for perchloric and sulfuric acids. Similarly, rate maxima are observed perchloric and hydrochloric acid in 60% (v/v) dioxane at high acid concentration. Analyses of the data by the Cox–Yates excess acidity method and temperature effects indicate hydrolysis by an A-2 mechanism. It was determined that the mechanism did not change when different solvent ratios were used. © 2023, TUBITAK. All rights reserved.