NEET Chemistry NEET PYQ-Carboxylic Acids

  • question_answer
    Which one of the following esters cannot undergo Claisen self-condensation?          [AIPMT 1998]

    A) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}COO{{C}_{2}}{{H}_{5}}\]

    B) \[{{C}_{6}}{{H}_{5}}COO{{C}_{2}}{{H}_{5}}\]

    C) \[{{C}_{6}}{{H}_{5}}C{{H}_{2}}COO{{C}_{2}}{{H}_{5}}\]            

    D) \[{{C}_{6}}{{H}_{11}}C{{H}_{2}}COO{{C}_{2}}{{H}_{5}}\]

    Correct Answer: B

    Solution :

    [b] It is due to presence of \[\alpha \]-hydrogen atom in ester             [a]             [b] \[{{C}_{6}}{{H}_{5}}COO{{C}_{2}}{{H}_{5}}+{{C}_{6}}{{H}_{5}}COO{{C}_{2}}{{H}_{5}}\]             \[\to \] No reaction because for Claisen condensation an ester with two \[\alpha \]-hydrogens atoms are required             [c]             [d]


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