In aqueous solution, the correct order of basicities of the following compounds is
(I) $CH_{3}$ – (II) $CH_{3} CH_{2} NH_{2}$
(III) $(CH_{3})_{2} NH$ (IV)

Question

In aqueous solution, the correct order of basicities of the following compounds is (I) CH 3 ​ – (II) CH 3 ​ CH 2 ​ NH 2 ​ (III) ( CH 3 ​ ) 2 ​ NH (IV)

TestHub · Accepted Answer

I is an amidine-type base: its protonated form delocalizes positive charge between two nitrogens. III , dimethylamine, is a secondary amine; II , ethylamine, is a primary amine. In aqueous solution the secondary amine is stronger than the primary amine in this pair. IV is an amide, whose nitrogen lone pair is delocalized into the carbonyl. Thus I > III > II > IV.

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