AIIMS AIIMS Solved Paper-2006

  • question_answer
    The correct increasing order of the reactivity of halides for \[{{S}_{N}}1\] reaction is:

    A)  \[C{{H}_{3}}-C{{H}_{2}}-X<{{(C{{H}_{3}})}_{2}}CH-X\]\[<C{{H}_{2}}=CH-C{{H}_{2}}-X<PhC{{H}_{2}}-X\]

    B)  \[{{(C{{H}_{3}})}_{2}}CH-X<C{{H}_{3}}-C{{H}_{2}}-X\]\[<C{{H}_{2}}=CH-C{{H}_{2}}X<PhC{{H}_{2}}-X\]

    C)  \[PhC{{H}_{2}}-X<{{(C{{H}_{3}})}_{2}}CH-X\]\[<C{{H}_{3}}-C{{H}_{2}}-X<C{{H}_{2}}=CH-C{{H}_{2}}-X\]

    D)  \[C{{H}_{2}}=CH-C{{H}_{2}}-X<Ph-C{{H}_{2}}-X\]\[<{{(C{{H}_{3}})}_{2}}CH-X<C{{H}_{3}}-C{{H}_{2}}-X\]

    Correct Answer: A

    Solution :

    The relative stability of alkyl carbocation is due to inductive effect and hyperconjugation, while that of stable carbocation is due to resonance. The order is: \[C{{H}_{3}}C{{H}_{2}}X<{{(C{{H}_{3}})}_{2}}CH-X\]                      \[<C{{H}_{2}}=CH-C{{H}_{2}}X<PhC{{H}_{2}}-X.\]


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