Kinetics and mechanism of the acid-catalysed hydrolysis of benzaldehyde diaryl thioacetals and of benzaldehyde S-aryl, S-ethyl acetals in aqueous perchloric acid

Abstract

The effects on the rate of hydrolysis of changes in aryl substituents, acid concentration, temperature, and solvent isotope, show that the acid-catalysed hydrolyses of five benzaldehyde diaryl thioacetals and three benzaldehyde S-aryl, S-ethyl acetals in 2–7 mol dm^–3 aqueous perchloric acid proceed via essentially A1 mechanisms. The pattern of the substituent effects found for the leaving, and remaining, S-aryl groups is similar to that found previously for leaving and remaining groups in O,O- and O,S-acetals.