Predict the product of reaction of aniline with bromine in non-polar solvent such as CS2.
The products formed in the reaction of aniline with bromine in non-polar solvent such as CS2 are 4-Bromoaniline and 2-Bromoaniline where 4-Bromoaniline is the major product. In non-polar solvent medium, the activating effect of –NH2 group of aniline is reduced because of resonance and thus, mono-substitution occurs only at ortho- and para-positions.