Pyridine undergoes electrophilic aromatic substitution preferentially at the 3 position as illustrated by the synthesis of 3-nitropyridine. NO2 H,SO, + HNO3 + H2O 300°C Pyridine 3-Nitropyridine Under these acidic conditions, the species undergoing nitration is not pyridine, but its conjugate acid. Write resonance contributing structures for the intermediate formed by attack of NO,+ at the 2, 3, and 4 positions of the conjugate acid of pyridine. From examination of these intermediates, offer an explanation for preferential nitration at the 3 position.

Pyridine undergoes electrophilic aromatic substitution preferentially at the 3 position as illustrated by the synthesis of 3-nitropyridine. NO2 H,SO, + HNO3 + H2O 300°C Pyridine 3-Nitropyridine Under these acidic conditions, the species undergoing nitration is not pyridine, but its conjugate acid. Write resonance contributing structures for the intermediate formed by attack of NO,+ at the 2, 3, and 4 positions of the conjugate acid of pyridine. From examination of these intermediates, offer an explanation for preferential nitration at the 3 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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