Question

Draw the structure of the product of each step in the following three-step synthesis. If a nitro group is in the structure, use the functional group tool to put it in, do not draw it out (i.e. put in NO2). 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. HNO Brz Br2 H,SO, FeBr3 FeBr para isomer only

Answer 1

Explanation: -OCOCH_3 group is an electron donating group which directs the incoming electrophile to para position. Further nitration produces electrophile at ortho position to -OCOCH_3 group. Further bromination occurs at another ortho position to -OCOCH_3 group.