AIEEE 2008 Solved Paper

NOTE : Toluenecontains −CH3 group
is o-, p - directing group so on nitration of toluene the NO2 group will occupy o−,p - positions.on reduction with Sn‌/‌HCl they will form corresponding anilines in which −NO2 group changes to −NH2.
The mixture now containsThese anilines when diazotized and then treated with CuBr forms o−,p− bromotoluenes.