Q.

Given below are two statements:

Statement I: Bromination of phenol in solvent with low polarity such as CHCl3 or CS2 requires Lewis acid catalyst.

Statement II: The Lewis acid catalyst polarises the bromine to generate Br+.

In the light of the above statements, choose the correct answer from the options given below:                    [2024]

1 Statement I is true but Statement II is false.  
2 Both Statement I and Statement II are true.  
3 Both Statement I and Statement II are false.  
4 Statement I is false but Statement II is true.  

Ans.

(4)

The usual halogenation of benzene takes place in the presence of a Lewis acid, such as FeBr3, which polarises the halogen molecule. In case of phenol, the polarisation of bromine molecule takes place even in the absence of Lewis acid. It is due to the highly activating effect of –OH group attached to the benzene ring, due to which charge density on ring increases and polarization of Br2 occurs even in absence of Lewis acid.