CMC Medical CMC-Medical VELLORE Solved Paper-2013

  • question_answer
    \[C{{H}_{2}}=CH\underset{OH}{\mathop{\underset{|}{\mathop{CH}}\,}}\,C{{H}_{2}}C{{H}_{2}}OH\xrightarrow[{}]{Mn{{O}_{2}}}A,\,A\,\,\text{is}\]

    A)  \[C{{H}_{2}}=CHCOC{{H}_{2}}C{{H}_{2}}OH\]

    B)  \[C{{H}_{2}}=CH-\underset{OH}{\mathop{\underset{|}{\mathop{CH}}\,}}\,C{{H}_{2}}CHO\]

    C)  \[C{{H}_{2}}=CHCOC{{H}_{2}}CHO\]

    D)  \[C{{H}_{2}}=CHCOC{{H}_{2}}COOH\]

    Correct Answer: A

    Solution :

                    \[Mn{{O}_{2}}\]oxidises allylic and benzylic alcohols. \[\underset{allylic}{\mathop{\underset{\nearrow }{\mathop{C{{H}_{2}}=CH}}\,}}\,\underset{OH}{\mathop{\underset{|}{\mathop{CH}}\,}}\,\underset{This\,is\,not\,affected}{\mathop{\underset{\nearrow }{\mathop{C{{H}_{2}}C{{H}_{2}}}}\,}}\,OH\xrightarrow{Mn{{O}_{4}}}\] \[C{{H}_{2}}=CHCOC{{H}_{2}}C{{H}_{2}}OH\]


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