Question

An alcohol $A$, when heated with conc. $H_{2}S{O}_4$ gives an alkene $B$. When $B$ is bubbled through bromine water and the product obtained is dehydrohalogenated with excess of sodamide, a new compound $C$ is obtained. The compound $C$ gives $D$ when treated with warm dilute $H_{2}S{O}_4$ in presence of $HgS{O}_4$. $D$ can also be obtained either by oxidising $A$ with $KMn{O}_4$ or from acetic acid through its calcium salt. Identify $A,B,C$ and $D$.

Answer 1