Haryana PMT Haryana PMT Solved Paper-2003

  • question_answer
    t-butyl chloride  preferrably  undergo hydrolysis by:

    A)  \[S{{N}^{1}}\] mechanism

    B)  SN mechanism

    C)  any of (a) and (b)

    D)  none of these

    Correct Answer: A

    Solution :

                    Tertiary halide preferentially undergo \[S{{N}^{1}}\] substitution as they can give stable carbocation. \[\underset{t-butylchloride}{\mathop{{{H}_{3}}C-\underset{C{{H}_{3}}}{\mathop{\underset{|}{\mathop{\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{C}}\,}}\,}}\,}}\,-Cl}}\,\xrightarrow[-Cl]{slow}\underset{carbocation}{\mathop{{{({{H}_{3}}C)}_{3}}{{C}^{+}}}}\,\]\[\xrightarrow[fast]{+O{{H}^{-}}}{{({{H}_{3}}C)}_{3}}COH\]


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