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

Year 2023, , 526 - 537, 30.09.2023

Seyhan Öztürk , Halil Kütük

https://doi.org/10.31202/ecjse.1269612

Abstract

The hydrolysis of 4-nitrophenyl N-acetyl-4-methylbenzenesulfonimidate in aqueous 20%, 40%, and 60% (v/v) dioxane solutions of mineral acids was investigated. Rate maxima are observed for both perchloric and sulfuric acids since hydrolysis was studied over a wider range of acidity in 20%, and 40% (v/v) dioxane. 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.

Keywords

Sulfonimidate, Acid-catalyzed, Hydrolysis, A-2 mechanism, Excess Acidity

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