Question

A compound $(A)$ of molecular formula $C_7H_8O$ is insoluble in water and dilute sodium bicarbonate but dissolves in dilute aqueous sodium hydroxide and gives a characteristic colour with aqueous $FeCl_3$. On treatment with bromine water, it readily gives a precipitate of $C_7H_5OBr_3$. Write down the structure of the compound $(A)$.

• A.
• B.
• C.
• D.

Answer 1

Answer: (D)

Answer 2

(i) Since $A$ gives characteristic colour with aqueous $FeCl_3$ so it contains a phenolic group. (ii) Since $A$ when treated with $Br_2$ forms $C_7H_5OBr_3$ $(ppt.)$ and considering the molecular formula of $A$, it is most likely to be cresol. undefined (iii) Since A on bromination forms tribromo derivative so, it is m-cresol i.e. The reactions are :