Q. An organic compound (A) with molecular formula $C _{7} H _{8} O$ dissolves in $NaOH$ and gives characteristic colour with $FeCl _{3}$. On treatment with $Br _{2}$, it gives a tribromo product $C _{7} H _{5} OBr _{3}$. The compound is:
Alcohols Phenols and Ethers
Solution:
Four $DU$ in $A$ and $( C : H \approx 1: 1)$ suggest benzene ring with one extra $C$ atom. Reactivity with $NaOH$ and $FeCl _{3}$ suggests $( A )$ to be a phenol. The formation of a tribromo product suggests that $O$ - and $p$-positions are vacant. So methyl group should be present at $m$-position. Hence, (A) is $m$-cresol.
