VMMC VMMC Medical Solved Paper-2013

  • question_answer
    Amides are less basic than amines because

    A)  a carbonyl group, donates electrons by resonance

    B)  the carbonyl group withdraws electrons by resonance     

    C)  nitrogen does not have a lone pair of electrons

    D)  nitrogen has a full positive charge

    Correct Answer: B

    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


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