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.

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.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 7CTQ

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