Aryl Halides and Phenols - Result Question 50
50. A compound of molecular formula $\mathrm{C}_7 \mathrm{H}_8 \mathrm{O}$ is insoluble in water and dilute sodium bicarbonate but dissolve in dilute $NaOH$ solution and gives a characteristic colour with $\mathrm{FeCl}_3$. On treatment with bromine water, it readily gives a precipitate of $\mathrm{C}_7 \mathrm{H}_5 \mathrm{OBr}_3$. Write down the structure of the compound.
$(1985,2 M)$
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Solution:
The compound must contain a hydroxy group on the ring with all three ortho/para positions vacant :
BETA
