JEE Main & Advanced JEE Main Paper (Held On 15 April 2018) Slot-II

  • question_answer
    On the treatment of the following compound with a strong acid, the most susceptible site for bond cleavage is? [JEE Online 15-04-2018 (II)]

    A)         \[O2-C3\]                           

    B) \[O5-C6\]           

    C) \[C4-O5\]           

    D)          \[C1-O2\]

    Correct Answer: B

    Solution :

    On the treatment of the given compound with a strong acid, the most susceptible site for bond cleavage is \[O5-C6\]. The lone pair of electrons on \[O2\] is involved in resonance with\[C=C\]. Hence, \[O2\] will not be protonated. The lone pair of electrons on \[O5\] is not involved in resonance with \[C=C\]. Hence, \[O5\]will be protonated. Chloride ion will then attack least substituted C atom \[(C6)\]


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