b) Fill in the gaps by drawing the structures of the missing reagents, intermediates and/or products of the following electrophilic aromatic substitutions. Chemical formulas have been added for guidance. Step 1 Step 2 CH3 HNO3 H2 1. C6H5NO2 C,HgN H2SO4 `NO2 Pd/C 2 4 CH3 Br2/FeBr3 C3H;Bro 6 Using resonance structures, justify whether the acetyl group of compound 5 will direct the bromination reaction to the meta or ortho/para positions.

b) Fill in the gaps by drawing the structures of the missing reagents, intermediates and/or products of the following electrophilic aromatic substitutions. Chemical formulas have been added for guidance. Step 1 Step 2 CH3 HNO3 H2 1. C6H5NO2 C,HgN H2SO4 `NO2 Pd/C 2 4 CH3 Br2/FeBr3 C3H;Bro 6 Using resonance structures, justify whether the acetyl group of compound 5 will direct the bromination reaction to the meta or ortho/para positions.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.44P

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