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Question 43

The major product of the following reaction is:

image
  1. Carbocation Generation:

    In the presence of a Lewis acid or under ionizing conditions, the chloride leaving group ($$\text{Cl}^\ominus$$) departs from the saturated ring, generating a reactive carbocation intermediate.


  2. Intramolecular Electrophilic Attack:

    The electron-rich aromatic ring, heavily activated by the strongly electron-donating methoxy group ($$\text{--OCH}_3$$) via resonance ($$+R$$ effect), acts as an internal nucleophile. The aromatic system attacks the newly formed carbocation center to close a new ring, generating the localized arenium ion (Wheland intermediate) shown on the right side of the scheme.


  3. Deprotonation (Aromatization):

    As explicitly highlighted by the step labeled $$-\text{H}^\oplus$$, the arenium intermediate undergoes rapid loss of a proton from the site of substitution. This deprotonation removes the localized positive charge and restores the fully conjugated, thermodynamically stable aromatic system.

Conclusion:

The loss of the proton ($$\text{H}^\oplus$$) from the arenium intermediate regenerates the aromaticity of the benzene ring containing the methoxy substituent, completing the intramolecular cyclization framework.

Answer: Option B

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