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CMC Medical CMC-Medical Ludhiana Solved Paper-2007

  • question_answer
    In the set of the given reactions, acetic acid yielded a product C \[C{{H}_{3}}COOH+PC{{l}_{5}}\xrightarrow{{}}A\xrightarrow[anhy.\,AlC{{l}_{3}}]{{{C}_{6}}{{H}_{6}}}\]\[B\xrightarrow[ether]{{{C}_{2}}{{H}_{5}}MgBr}C\] The product C would be

    A)  \[C{{H}_{3}}CH(OH){{C}_{2}}{{H}_{5}}\]

    B)  \[C{{H}_{3}}CO{{C}_{6}}{{H}_{5}}\]

    C)  \[C{{H}_{3}}CH(OH){{C}_{6}}{{H}_{5}}\]

    D)  \[C{{H}_{3}}-\overset{{{C}_{2}}{{H}_{5}}}{\mathop{\overset{\mathbf{|}}{\mathop{C(OH)}}\,}}\,\,-{{C}_{6}}{{H}_{5}}\]

    Correct Answer: D

    Solution :

    \[C{{H}_{3}}COOH\xrightarrow{PC{{l}_{5}}}\underset{(A)}{\mathop{C{{H}_{3}}COCl}}\,\xrightarrow[anhy.\,AlC{{l}_{3}}]{{{C}_{6}}{{H}_{6}}}\] \[\underset{ether\downarrow {{C}_{2}}{{H}_{5}}MgBr}{\mathop{{{C}_{6}}{{H}_{5}}COC{{H}_{3}}}}\,\]       \[\underset{(C)}{\mathop{{{C}_{6}}{{H}_{5}}-\underset{{{C}_{2}}{{H}_{5}}}{\overset{OH}{\mathop{\underset{\mathbf{|}}{\overset{\mathbf{|}}{\mathop{C}}}\,}}}\,-C{{H}_{3}}}}\,\xleftarrow[{}]{{}}{{C}_{6}}{{H}_{5}}-\underset{{{C}_{2}}{{H}_{5}}}{\overset{OMgBr}{\mathop{\underset{\mathbf{|}}{\overset{\mathbf{|}}{\mathop{C}}}\,}}}\,-C{{H}_{3}}\]


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