Question

Propose mechanism of formation of products in the following reaction

Answer 1

The pi electrons of aliphatic double bond are donated to Hydrogen ion to form secondary carbocation. This is followed by intramolecular nucleophilic attack of hydroxidem ion and deprotonation to form 5 member heterocyclic ring. The secondary carbocation rearranges to more stable tertiary carbocation via 1,2 methyl shift. The loss of proton forms more substituted alkene. Nucleophilic attack of water molecule followed by loss of proton forms the hydroxy phenol.