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  4. Amides are less basic than amines because

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Q. Amides are less basic than amines because

VMMC MedicalVMMC Medical 2013

Solution:

$ R-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-\overset{\centerdot \,\centerdot }{\mathop{N}}\,{{H}_{2}}\leftrightarrow R-\overset{{{O}^{-}}}{\mathop{\overset{|}{\mathop{O}}\,}}\,=\overset{+}{\mathop{N}}\,{{H}_{2}} $ Resonance decreases electron donating ability of nitrogen hence basic strength of amide compared to amines also decreases