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Which of the following amines will be most reactive when treated with HCl?

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in Chemistry – Class 12 by (188k points)
Which of the following amines will be most reactive when treated with HCl?

(a) N-Methylmethanamine

(b) N,N-Dimethylmethanamine

(c) N-Ethylethanamine

(d) N,N-Diethylethanamine

This question was posed to me in an interview for internship.

This is a very interesting question from Amines Chemical Reactions topic in chapter Amines of Chemistry – Class 12

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The correct option is (c) N-Ethylethanamine

Easy explanation: Between methyl substituted and ethyl substituted aqueous amines, the latter will have relatively higher Kb values due to the ethyl group being larger than methyl group. Of the ethyl substituted amines, the secondary amine will be the most basic because of the combined inductive and solvation effect of alkyl group. Thus, being the most basic, it will react faster with HCl.

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