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}}OB{{r}_{3}} $ . The compounds $ (X) $ and $ (Y) $ respectively, are
Solution:
Compound X $ ({{C}_{7}}{{H}_{8}}O) $ insoluble in aqueous $ NaHC{{O}_{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:
