Question

Draw the structure of the product of each step in the following three-step synthesis. Show the formal charges, if applicable. As a start, the benzene ring is drawn for you in each product. Although the first step produces a mixture of isomers, the para isomer is isolated as the sole product of interest and used in the second step. Give only the major product for the second and third steps.

Answer 1

Drawn below is the scheme for electrophilic aromatic nitration reaction

Drawn below is the scheme for bromination of toluene, nitration and then again bromination