Chemistry - GOC Question with Solution | TestHub

The lone pair of electrons on $\mathrm{O}2$ is involved in resonance with $\mathrm{C}=\mathrm{C}$. Hence $\mathrm{O}2$ will not be protonated. The lone pair of electrons on O5 is not involved in resonance with $\mathrm{C}=\mathrm{C}$. Hence, O5 will be protonated. Chloride ion will then attack least substituted $\mathrm{C}$ atom (C6)