1. How would you prepare 2-chloro-4-nitroaniline from aniline?

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
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.51P
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PROBLEMS
1.
2.
3.
4.
5,
How would you prepare 2-chloro-4-nitroaniline from aniline?
Give a complete mechanism for the bromination reaction of phenol
Explain the role of the sodium bisulfite used in the reaction sequence. What other similar
reagents could have been used (provide two).
Provide complete mechanisms for the hydrolysis of p-bromoacetanilide in the presence of acid
and of base, respectively.
Allocate the signals in the 'H NMR spectrum of your product.
B
Transcribed Image Text:PROBLEMS 1. 2. 3. 4. 5, How would you prepare 2-chloro-4-nitroaniline from aniline? Give a complete mechanism for the bromination reaction of phenol Explain the role of the sodium bisulfite used in the reaction sequence. What other similar reagents could have been used (provide two). Provide complete mechanisms for the hydrolysis of p-bromoacetanilide in the presence of acid and of base, respectively. Allocate the signals in the 'H NMR spectrum of your product. B
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