Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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The -NH, group is listed in our textbook as the strongest o,p-directing activator in electrophilic aromatic
substitution reactions. However, when aniline is subjected to standard nitration conditions poor yields of
m-nitroaniline result.
Draw all the resonance forms of aniline showing the electron-donating effect of the -NH,
a.
substituent.
b. Clearly, the reaction conditions are influencing the directing effect of the -NH, group. Explain
why this occurs, using both words and structures.
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Transcribed Image Text:The -NH, group is listed in our textbook as the strongest o,p-directing activator in electrophilic aromatic substitution reactions. However, when aniline is subjected to standard nitration conditions poor yields of m-nitroaniline result. Draw all the resonance forms of aniline showing the electron-donating effect of the -NH, a. substituent. b. Clearly, the reaction conditions are influencing the directing effect of the -NH, group. Explain why this occurs, using both words and structures.
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