However, the specific product depends on the reaction conditions, particularly the amount of bromine used.
Here's a breakdown:
1. Monobromination:
* If a limited amount of bromine is used, the primary product will be 2-bromoaniline.
* This is due to the directing effect of the amino group (-NH2) which is an ortho/para director. The bromine atom preferentially substitutes at the ortho position (position 2) due to steric hindrance at the para position (position 4).
2. Further Bromination:
* If excess bromine is used, further bromination will occur.
* The next position to be brominated is the para position (position 4), yielding 2,4-dibromoaniline.
* With even more bromine, further bromination can occur, leading to 2,4,6-tribromoaniline.
Important Note:
* In non-polar solvents, the reaction is less controlled and can lead to a mixture of products.
* The presence of a catalyst like FeBr3 can influence the selectivity of the reaction.
Therefore, the product of the reaction between bromine and aniline in a non-polar solvent is a mixture of brominated anilines, ranging from 2-bromoaniline to 2,4,6-tribromoaniline, depending on the reaction conditions.
