JCECE Medical JCECE Medical Solved Paper-2004

  • question_answer
    \[t-\]butyl chloride preferrably 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 :

     Key Idea: [c] (i) Alkyl   halides   undergo, nucleophilic substitution. (ii)\[{{\text{3}}^{\text{o}}}\]alkyl halides undergo\[{{\text{S}}_{\text{N}}}\text{2}\]reaction mechanism. (iii) \[{{\text{1}}^{\text{o}}}\]alkyl halides undergo\[{{\text{S}}_{\text{N}}}\text{1}\]reaction mechanism. \[C{{H}_{3}}-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-Cl({{3}^{o}}-\text{butyl}\,\text{chloride})\] It is \[{{\text{3}}^{\text{o}}}\] alkyl halide, so it will undergo \[{{\text{S}}_{\text{N}}}\text{1}\]reaction mechanism. \[{{\text{S}}_{\text{N}}}\text{1}\]mechanism: \[{{H}_{3}}C-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-Cl\xrightarrow[-\text{C}{{\text{l}}^{-}}]{\text{Slow}}{{(C{{H}_{3}})}_{3}}{{C}^{+}}\] \[\xrightarrow[\text{fast}]{+O{{H}^{-}}}{{(C{{H}_{3}})}_{3}}C-OH\]


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