Solution:
Solution
Phenol reacts with bromine in carbon disulphide at low temperature to give. In nonpolar solvents or solvents of low polarity phenol does not ionize to yield phenoxide ion. Therefore, electophile Br+ has no option but to attack the less active benzene ring of phenol.
Reaction can be limited to monohalogenation if halogenation is carried out in non polar solvant like CS2, CCl4 or in a solvent of low polarity such as CHCl3 at a low temperature

In nonpolar solvents or solvents of low polarity phenol does not ionize to yield phenoxide ion. Therefore, electophile Br+Br+ has no option but to attack the less active benzene ring of phenol.