Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Identify the flaws in the given synthesis.

1) HNO3, H₂SO4.
2) EtCI, AICI3
NO₂
Et
Identify the flaw(s) in the synthesis. Select all that apply.
There is too much steric hindrance for the first reaction to take place at the desired position.
The first reaction does not give the desired product because a carbocation rearrangement occurs.
There is too much steric hindrance for the second reaction to take place at the desired position.
The group added first is an ortho/para director, but a meta director is needed.
The second reaction fails because the ring is too deactivated.
The second reaction does not give the desired product because a carbocation rearrangement occurs.
The group added first is a meta director, but an ortho/para director is needed.
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Transcribed Image Text:1) HNO3, H₂SO4. 2) EtCI, AICI3 NO₂ Et Identify the flaw(s) in the synthesis. Select all that apply. There is too much steric hindrance for the first reaction to take place at the desired position. The first reaction does not give the desired product because a carbocation rearrangement occurs. There is too much steric hindrance for the second reaction to take place at the desired position. The group added first is an ortho/para director, but a meta director is needed. The second reaction fails because the ring is too deactivated. The second reaction does not give the desired product because a carbocation rearrangement occurs. The group added first is a meta director, but an ortho/para director is needed.
1) Br₂, FeBr3
០០
2)
AICI
Br
Identify the flaw(s) in the synthesis. Select all that apply.
The second reaction fails because the ring is too deactivated.
The first reaction does not give the desired product because a carbocation rearrangement occurs.
The group added first is a meta director, but an ortho/para director is needed.
There is too much steric hindrance for the first reaction to take place at the desired position.
The second reaction does not give the desired product because a carbocation rearrangement occurs.
There is too much steric hindrance for the second reaction to take place at the desired position.
The group added first is an ortho/para director, but a meta director is needed.
expand button
Transcribed Image Text:1) Br₂, FeBr3 ០០ 2) AICI Br Identify the flaw(s) in the synthesis. Select all that apply. The second reaction fails because the ring is too deactivated. The first reaction does not give the desired product because a carbocation rearrangement occurs. The group added first is a meta director, but an ortho/para director is needed. There is too much steric hindrance for the first reaction to take place at the desired position. The second reaction does not give the desired product because a carbocation rearrangement occurs. There is too much steric hindrance for the second reaction to take place at the desired position. The group added first is an ortho/para director, but a meta director is needed.
Expert Solution
Check Mark
Step 1

The electron withdrawing groups at benzene ring deactivates the ring and are meta directing. But in case of nitrobenzene it is too much deactivated to give a further electrophilic reaction.

The electron donating groups at benzene activates the benzene ring and ortho and para directing.

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