Question

An organic compound (X) with molecular formula $C_7{H}_{8}O$ is insoluble in aqueous $NaHC{O}_3$ but dissolves in $NaOH$ . When treated with bromine water (X) rapidly gives (Y), $C_7{H}_{5}OB{r}_3$ The compounds (X) and (Y) respectively are

• A. benzyl alcohol and $2,4,6$ -tribromo-$3$-methoxybenzene
• B. benzyl alcohol and $2,4,6$-tribromo-$3$-methylphenol
• C. o-cresol and $3,4,5$-tribromo-$2$-methyl phenol
• D. m-cresol and $2,4,6$-tribromo-$3$-methyl phonol

Answer 1

Answer: (D)

Compound $X$ must be phenolic compound. It gives $Y$ with $3Br$ atoms on treatment with bromine water so the placement of $OH$ and $C{H}_3$ must be such that they give electrophilic substitution