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Imidazole forms part of the structure of the amino acid histidine and can act as both an

Organic Chemistry | 8th Edition | ISBN: 9780840054449 | Authors: John E. McMurry ISBN: 9780840054449 463

Solution for problem 2.18 Chapter 2.11

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780840054449 | Authors: John E. McMurry

Organic Chemistry | 8th Edition

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Problem 2.18

Imidazole forms part of the structure of the amino acid histidine and can act as both an acid and a base. O C O N N H H3N + H H H N N HH Imidazole Histidine (a) Look at the electrostatic potential map of imidazole, and identify the most acidic hydrogen atom and the most basic nitrogen atom. (b) Draw structures for the resonance forms of the products that result when imidazole is protonated by an acid and deprotonated by a base.

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Textbook: Organic Chemistry
Edition: 8
Author: John E. McMurry
ISBN: 9780840054449

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Imidazole forms part of the structure of the amino acid histidine and can act as both an