AIIMS AIIMS Solved Paper-2005

  • question_answer
    \[C{{H}_{3}}C{{O}_{2}}{{C}_{2}}{{H}_{5}}\] on reaction with sodium ethoxide in ethanol gives A, which on heating in the presence of acid gives B. Compound B is:

    A) \[C{{H}_{3}}COC{{H}_{2}}COOH\]

    B) \[C{{H}_{3}}COC{{H}_{3}}\]

    C)

    D)

    Correct Answer: A

    Solution :

    The reaction is known as Claisen condensation \[C{{H}_{3}}COC{{H}_{2}}COO{{C}_{2}}{{H}_{5}}\xrightarrow{(i)\,\,{{C}_{2}}{{H}_{5}}ONa}\]\[\underset{\underset{(A)}{\mathop{Ethyl\,acetoaacetate}}\,}{\mathop{C{{H}_{3}}COC{{H}_{2}}COO{{C}_{2}}{{H}_{5}}}}\,+\underset{Ethanol}{\mathop{{{C}_{2}}{{H}_{5}}OH}}\,\] \[\underset{(A)}{\mathop{C{{H}_{3}}COC{{H}_{2}}COO{{C}_{2}}{{H}_{5}}}}\,\xrightarrow{{{H}_{3}}{{O}^{+}}}\]                           \[\underset{(B)}{\mathop{C{{H}_{3}}COC{{H}_{2}}COOH}}\,+{{C}_{2}}{{H}_{5}}OH\]


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