Pyrrole undergoes electrophilic aromatic substitution preferentially at the 2 position as illustrated by the synthesis of 2-nitropyrrole. CH,COOH + HNO3 + H,O `NO2 5°C H Рyrrole 2-Nitropyrrole Write resonance contributing structures for the intermediate formed by attack of NO,+ at the 2 and 3 positions of pyrrole. From examination of these intermediates, offer an explanation for preferential nitration at the 2 position.

Pyrrole undergoes electrophilic aromatic substitution preferentially at the 2 position as illustrated by the synthesis of 2-nitropyrrole. CH,COOH + HNO3 + H,O `NO2 5°C H Рyrrole 2-Nitropyrrole Write resonance contributing structures for the intermediate formed by attack of NO,+ at the 2 and 3 positions of pyrrole. From examination of these intermediates, offer an explanation for preferential nitration at the 2 position.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

Pyrrole undergoes electrophilic aromatic substitution preferentially at the 2 position as
illustrated by the synthesis of 2-nitropyrrole.
CH,COOH
+ HNO3
+ H,O
`NO2
5°C
H
Рyrrole
2-Nitropyrrole
Write resonance contributing structures for the intermediate formed by attack of NO,+
at the 2 and 3 positions of pyrrole. From examination of these intermediates, offer an
explanation for preferential nitration at the 2 position.

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