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JEE Mains · Chemistry · STD 11 - 8.4. Organic chemistry reaction mechanism

On the treatment of the following compound with a strong acid, the most susceptible site for bond cleavage is

  1. A \(O2- C3\)
  2. B \(O5 - C6\)
  3. C \(C4- O5\)
  4. D \(C1 - O2\)
Verified Solution

Answer & Solution

Correct Answer

(B) \(O5 - C6\)

Step-by-step Solution

Detailed explanation

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…
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