1) HNO3, H₂SO4 2) EtCI, AICI3 NO₂ Et dentify 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) HNO3, H₂SO4 2) EtCI, AICI3 NO₂ Et dentify 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.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 26E
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Question
Identify the flaws in the given synthesis.
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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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