Question

NO2 1. H2, Pd/C 2. Cl2, FeCl3 HBr SO3H Door z duch 2 CuCl2 ON KMnO4 HO, heat CH3 HNO3 H2SO4 H3C H3C-S-ci AICI: NH2 Brz FeBr3
Complete the reactions

Answer 1

NH2 1.H2, Pd/C reduces nitro group to amine 2.Cl2/FeCl3: amine is highly active, so chlorine is get added to ortho and para positions HBr major secondary allylic carbocation minor secondary carbocation secondary allylic carbo cation is more stable Br S037 SO3H ortho attack is favoured due to greater stability despite steric hinderance. Here the stability favours over the steric hinderance

KMNO4 ON OH neat KMNO4 is a strong oxidising agent. It oxidises benzyl carbon to acid. HNO NO2 HNO3 H2SO4 nitration reaction. Here both methyl and NHAC are ring activators/ ortho/para directors. Methyl group-weak ortho/para activator NHAC- moderate ortho/para activator. So, in competion between these two, NHAC wins. so electrophile adds ortho to NHAC Oso AICI: NH NH2 Br2 Br FeBr 3 amine is highly/strong ortho/paradirectors. it adds bromine on all three positions, but second position is blocked. so it adds on the other two positions