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

• Published in: Journal für Praktische Chemie
• Main Authors: Bacaloglu, R., Bacaloglu, I., Chicu, A.
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 1982
• Subjects: Carbonic acid
• Online Access: http://dx.doi.org/10.1002/prac.19823240504; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19823240504; https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19823240504

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 KClO 4 , LiCl, HgCl 2 , and AgNO 3 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.