Tertiary amines nucleophilicity in quaternization reaction with benzyl chloride

Ksenia S. Yutilova, Stanislav G. Bakhtin, Olena M. Shved, Yulia M. Bespalko


Quaternization reaction of tertiary amines with benzyl chloride was investigated. Reaction orders with respect to the reactants were determined. Kinetic scheme of quaternization reaction was found to be corresponding to reversible process. An influence of amines basicity and steric factor of alkyl substituent bound to the nitrogen atom on tertiary amines reactivity as nucleophiles was studied. It was shown that the rate constants of direct reaction step may serve as a measure of nucleophilicity of amines.


hydrazide; nucleophilicity; tertiary amines; quaternization; reversible processes


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DOI: http://dx.doi.org/10.15421/081513


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