NEET AIPMT SOLVED PAPER SCREENING 2010

  • question_answer
    Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

    A) \[C{{H}_{3}}COOC{{H}_{3}}\]     

    B) \[C{{H}_{3}}CON{{H}_{2}}\]

    C) \[C{{H}_{3}}COOCOC{{H}_{3}}\]               

    D) \[C{{H}_{3}}COCl\]

    Correct Answer: D

    Solution :

    Key Idea Lesser the electron density of acyl carbon atom, more will be the susceptibility of nucleophile to attack it. The Cl atom has strong -I effect and weakest +R effect because of the weak -re-bond between the small sized C-atom and large sized Cl atom. Thus, in \[C{{H}_{3}}COCl\], acyl carbon has least electron density and hence, more susceptible for nucleophilic attack.


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