Punjab Medical Punjab - MET Solved Paper-2008

  • question_answer
    \[t-\]butyl chloride preferably undergo hydrolysis by

    A) \[{{S}_{N}}1\]mechanism

    B) \[{{S}_{N}}2\]mechanism

    C)  any of (a) and (b)

    D)  None of the above

    Correct Answer: A

    Solution :

    Tertiary halide preferentially undergo\[{{S}_{N}}1\] substitution as they give stable carbocation. \[{{H}_{3}}C-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}}  \\  t-butyl\,\,chloride \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-Cl\xrightarrow[-Cl]{Slow}\underset{Carbocation}{\mathop{{{({{H}_{3}}C)}_{3}}{{C}^{+}}}}\,\xrightarrow[fast]{+O{{H}^{-}}}\]\[\underset{t-butyl\,\,alcohol}{\mathop{{{({{H}_{3}}C)}_{3}}COH}}\,\]


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