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 ENO, H2 1. CH;N Pd:C NO2 2 4 CH3 Br FeBr C3H;Bro Using resonance structures, justify whether the acetyl group of compound 5 will direct the bromination reaction to the meta or ortho/para position.

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
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.25P: It is typically very difficult to do a substitution reaction on an aromatic ring when the leaving...
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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
HNO.
1.
CH;NO2
C;H3N
Pd/C
NO2
3
1
2
4
CH3
Brz FeBr
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
Transcribed Image Text: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 HNO. 1. CH;NO2 C;H3N Pd/C NO2 3 1 2 4 CH3 Brz FeBr 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
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