5th Edition

ISBN: 9780078021558

Author: Janice Gorzynski Smith Dr.

Publisher: McGraw-Hill Education

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Textbook Question

Chapter 17, Problem 17.50P

a. Explain why protonation of pyrrole occurs at C 2 to form A, rather than on the N atom to form B.

b. Explain why A is more acidic than C, the conjugate acid of pyridine.

Chapter 17, Problem 17.50P, 17.50 a. Explain why protonation of pyrrole occurs at to form A, rather than on the N atom to form

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Chapter 17, Problem 17.49P

Chapter 17, Problem 17.51P

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A. B. b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion and B. is a neutral molecule. One of these molecules is a highly reactive compound first characterized in frozen noble gas matrices, that self-reacts rapidly at temperatures above liquid nitrogen temperature. The other compound was isolated at room temperature in the early 1960s, and is a stable ligand used in organometallic chemistry. Which molecule is the more stable molecule, and why?

Where are the chiral centers in this molecule? Also is this compound meso yes or no?

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Chapter 17 Solutions

Organic Chemistry

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a. Explain why protonation of pyrrole occurs at C 2 to form A , rather than on the N atom to form B . b. Explain why A is more acidic than C , the conjugate acid of pyridine.

Solution Summary: The author explains that protonation of pyrrole occurs at C_ 2 to form A rather than on the

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