KINETIC-STUDIES OF THE N-ALKYLATION OF SECONDARY-AMINES WITH 1,2-DICHLOROETHANE

Authors
Citation
H. Yang et Fc. Thyrion, KINETIC-STUDIES OF THE N-ALKYLATION OF SECONDARY-AMINES WITH 1,2-DICHLOROETHANE, International journal of chemical kinetics, 26(2), 1994, pp. 309-315
Citations number
8
Categorie Soggetti
Chemistry Physical
ISSN journal
05388066
Volume
26
Issue
2
Year of publication
1994
Pages
309 - 315
Database
ISI
SICI code
0538-8066(1994)26:2<309:KOTNOS>2.0.ZU;2-9
Abstract
The reactions of 1,2-dichloroethane with 2-(ethylamino)ethanol or diet hylamine have been investigated in several solvents from 51 to 80-degr ees-C. A reaction mechanism has been proposed where 1,2-dichloroethane reacts with the secondary amines in both bimolecular substitution (SN 2) and elimination (E2) reactions; the substitution product is rapidl y converted in an aziridinium ion and undergoes a consecutive reaction with the starting amine to give a tetrasubstituted ethylenediamine. T he rate constants as well as the activation energies of these reaction s have been determined. (C) 1994 John Wiley & Sons, Inc.