CMC Medical CMC-Medical VELLORE Solved Paper-2013

  • question_answer
    \[C{{H}_{3}}-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-Br+C{{H}_{3}}C{{H}_{2}}OH\xrightarrow{C{{H}_{3}}C{{H}_{2}}OH}A\,(major)\]\[\xrightarrow[C{{H}_{3}}C{{H}_{2}}OH]{C{{H}_{3}}C{{H}_{2}}ONa}\,B\,(major)\] Possible products can be\[\begin{align}   & C{{H}_{3}}\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{CO}}}\,}}}\,C{{H}_{2}}C{{H}_{3}}\,\,\,\,C{{H}_{3}}-\underset{C{{H}_{2}}}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\, \\  & \,\,\,\,\,\,\,\,\,\,\,\begin{matrix}    I & \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,II  \\ \end{matrix} \\ \end{align}\]A and 5 can be respectively

    A)  I, II

    B)  II, I                               

    C)  II in both cases

    D)  I in both cases

    Correct Answer: A

    Solution :

                    \[C{{H}_{3}}C{{H}_{2}}OH\]causes\[{{S}_{N}}\]reaction giving  as major product where \[C{{H}_{3}}C{{H}_{2}}{{O}^{-}}\]( a strong nucleophile) causes elimination reaction giving  as major product).


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