Q. An organic compound ‘X ’ with molecular formula, $C_{7}H_{8}O\$is insoluble in aqueous $NaHCO_{3}$ but dissolves in $NaOH$. When treated with bromine water ‘X ’ rapidly gives ‘Y ’ $C_{7}H_{5}OBr_{3}$. The compounds ‘X ’ and ‘Y ’ respectively, are

A) Benzyl alcohol and 2, 4, 6-tribromo-3-methoxy benzene
B) Benzyl alcohol and 2, 4, 6-tribromo-3-methyl phenol
C) o-cresol and 3, 4, 5-tribromo-2-methyl phenol
D) Methoxybenzene and 2, 4, 6-tribromo-3-methoxy benzene
Explanation

(c)
Compound ‘X ’ ($C_{7}H_{8}O$) is insoluble in aqueous $NaHCO_{3}$ but soluble in NaOH, so it is a phenol. Since, the number of carbon atoms remains the same after bromination, the compound must be meta cresol and reactions takes place as follows
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Dr. Abubacker
Reviewed by Dr. Abubacker

Physics Educator & NEET/JEE Specialist

Ph.D. in Physics with 19+ years of teaching experience.