Question of the Day – Crack the DAT

Question of the Day

What will be the product formed when phenol reacts with Br2 in CCl4 medium?
Because the non-polar solvent (i.e. CCl4) induces a weaker dipole in Br-Br as compared to the polar solvent (i.e. water), a weaker electrophile (Br+) is produced that undergoes electrophilic aromatic substitution with the benzene ring. Consequently, we get mono-bromination with Br (in CCl4) with compared with tri-bromination Br (in aq.).