VMMC VMMC Medical Solved Paper-2014

  • question_answer
    Elimination of bromine from 2-bromobutane results in the formation of

    A) predominantly-2-butyne

    B) predominantly-1-butene

    C) predominantly-2-butene

    D) equimolar mixture of 1 and 2 butene

    Correct Answer: C

    Solution :

    \[C{{H}_{3}}C{{H}_{3}}\underset{\begin{smallmatrix}  | \\  Br \end{smallmatrix}}{\mathop{C}}\,HC{{H}_{3}}\to C{{H}_{3}}C{{H}_{2}}\overset{+}{\mathop{C}}\,HC{{H}_{3}}\xrightarrow[{}]{-{{H}^{+}}}\]\[\underset{\begin{smallmatrix}  less\,substituted \\  \,\,\,\,\,\,\,\,\,\,\,\,\,\,(II) \end{smallmatrix}}{\mathop{C{{H}_{3}}C{{H}_{2}}CH=C{{H}_{2}}}}\,\underset{\begin{smallmatrix}  more\,\,substituted \\  \,\,\,\,\,\,\,\,\,\,\,\,\,\,(I) \end{smallmatrix}}{\mathop{+C{{H}_{3}}CH=CHC{{H}_{3}}}}\,\] Stability of I > II, hence' (I) is predominant product.


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