Nucleophile Substitutionen an funktionellen Kohlensäurederivaten. XVI. Kinetik und Mechanismus der Hydrolyse von Kohlensäure- N,N,N′-triphenylchloramidin

Nucleophilic Substitution to Carbonic Acid Derivatives. XVI. Kinetics and Mechanism of N,N,N′-Triphenylchloroformamidin Hydrolysis First order rate constants of N,N,N′-triphenylchloroformic amidine hydrolysis in dioxane-water have been determined by u.v.-spectroscopy. The effects of water concentration, addition of KClO₄, LiCl, HgCl₂, and AgNO₃ or nucleophilic agents (piperidine) as well as isotopic effects have been investigated. Activation entropy and enthalpy have been determined. According to the data obtained the reaction takes place in two steps – chlorionization and reaction of the formed cation with the nucleophilic agent. Both steps have rates of the same order of magnitude, but can become slow steps in specific conditions.