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Kinetic studies of the N-alkylation of secondary amines with 1,2-dichloroethane

✍ Scribed by H. Yang; F. C. Thyrion

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
348 KB
Volume
26
Category
Article
ISSN
0538-8066

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✦ Synopsis

The reactions of 1,2-dichloroethane with 2-(ethylamino)ethanol or diethylamine have been investigated in several solvents from 51 to 80Β°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 rapidly converted in an aziridinium ion and undergoes a consecutive reaction with the starting amine to give a tetrasubstituted ethylenediamine. The rate constants as well as the activation energies of these reactions have been determined.

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