5- Explain why the -NHCOCH3 in acetanilide is only moderately activating while the -NH2 group in aniline is strongly activating.

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.38P
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5- Explain why the -NHCOCH3 in acetanilide is only moderately activating while the
-NH2 group in aniline is strongly activating.
6- Acetanilide, Aniline, and Anisole undergo bromination reaction, how would you
arrange the three substituent groups (acetamido, amino, and methoxy) in order
to decrease the ability to activate the benzene ring?
Transcribed Image Text:5- Explain why the -NHCOCH3 in acetanilide is only moderately activating while the -NH2 group in aniline is strongly activating. 6- Acetanilide, Aniline, and Anisole undergo bromination reaction, how would you arrange the three substituent groups (acetamido, amino, and methoxy) in order to decrease the ability to activate the benzene ring?
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