JCECE Engineering JCECE Engineering Solved Paper-2004

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

    A)  \[{{S}_{N}}1\] mechanism

    B)  \[{{S}_{N}}2\] mechanism

    C)   any of [b] and [b]

    D)   none of the above

    Correct Answer: A

    Solution :

    Key Idea: (i) Alkyl   halides   undergo   nucleophilic substitution. (ii) \[{{3}^{o}}\]alkyl halides undergo \[{{S}_{N}}2\] reaction mechanism. (iii) \[{{3}^{o}}\] alkyl halides undergo 5^1 reaction mechanism.                 \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-Cl\]\[({{3}^{o}}-\]butyl chloride) It is \[{{3}^{o}}\] alkyl halide, so it will undergo \[{{S}_{N}}1\] reaction mechanism. \[{{\mathbf{S}}_{\mathbf{N}}}\mathbf{1}\]mechanism:                 \[{{H}_{3}}C-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-Cl\xrightarrow[-C{{l}^{-}}]{Slow}{{(C{{H}_{3}})}_{3}}{{C}^{+}}\]                 \[\xrightarrow[fast]{+O{{H}^{-}}}{{(C{{H}_{3}})}_{3}}C-OH\]


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