Aryl Halides and Phenols - Result Question 46

####50. A compound of molecular formula $C _7 H _8 O$ is insoluble in water and dilute sodium bicarbonate but dissolve in dilute $NaOH$ solution and gives a characteristic colour with $FeCl _3$. On treatment with bromine water, it readily gives a precipitate of $C _7 H _5 OBr _3$. Write down the structure of the compound.

$(1985,2 M)$

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Solution:

  1. The compound must contain a hydroxy group on the ring with all three ortho/para positions vacant :



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