A precursor for para-aminophenol, para-nitrophenol, can be obtained by the nitration of phenol using nitric acid and sulfuric acid. a) What is (are) the major product(s) of the nitration reaction. Explain this selectivity, and support your answer with an appropriate drawing. b) Rank the following compounds in decreasing order of expected acidity (i.e. from strongest to weakest) of the phenol group, and briefly explain your answer: phenol, 4- nitrophenol, 4-aminophenol, 4-bromophenol.

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
Chapter23: Amines
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Problem 23.32P: Suppose you have a mixture of these three compounds. Devise a chemical procedure based on their...
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A precursor for para-aminophenol, para-nitrophenol, can be obtained by the nitration of
phenol using nitric acid and sulfuric acid.
a) What is (are) the major product(s) of the nitration reaction. Explain this selectivity, and
support your answer with an appropriate drawing.
b) Rank the following compounds in decreasing order of expected acidity (i.e. from
strongest to weakest) of the phenol group, and briefly explain your answer: phenol, 4-
nitrophenol, 4-aminophenol, 4-bromophenol.
Transcribed Image Text:A precursor for para-aminophenol, para-nitrophenol, can be obtained by the nitration of phenol using nitric acid and sulfuric acid. a) What is (are) the major product(s) of the nitration reaction. Explain this selectivity, and support your answer with an appropriate drawing. b) Rank the following compounds in decreasing order of expected acidity (i.e. from strongest to weakest) of the phenol group, and briefly explain your answer: phenol, 4- nitrophenol, 4-aminophenol, 4-bromophenol.
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