Chemistry - GOC Question with Solution | TestHub

This is an aromatic Claisen rearrangement, a concerted [3,3] sigmatropic shift involving three arrows. The terminal CH₂ of the allyl group bonds to the ortho carbon. The O–CH₂ bond breaks, and the C–O bond becomes a C=O double bond, forming the non-aromatic dienone (6-allyl-4-methylcyclohexa-2,4-dienone). This dienone then tautomerizes (keto to enol) to regain its aromaticity. Since the para position is blocked by a CH₃ group, the final product is 2-allyl-4-methylphenol, which corresponds to answer (D).