Pearson eText Organic Chemistry -- Instant Access (Pearson+)

9th Edition

ISBN: 9780135213728

Author: Leroy Wade, Jan Simek

Publisher: PEARSON+

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Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compound…

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Textbook Question

Chapter 19, Problem 19.54SP

Pyrrole undergoes electrophilic aromatic substitution more readily than benzene, and mild reagents and conditions are sufficient. These reactions normally occur at the 2-position rather than the 3-position, as shown in the following example.

Chapter 19, Problem 19.54SP, Pyrrole undergoes electrophilic aromatic substitution more readily than benzene, and mild reagents

a. Propose a mechanism for the acetylation of pyrrole just shown. You may begin with pyrrole and the acylium ion, CH3-C ≡ O+ . Be careful to draw all the resonance structures of the intermediate.
b. Explain why pyrrole reacts more readily than benzene, and also why substitution occurs primarily at the 2-position rather than the 3-position.

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Chapter 19, Problem 19.53SP

Chapter 19, Problem 19.55SP

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Chapter 19 Solutions

Pearson eText Organic Chemistry -- Instant Access (Pearson+)

Ch. 19.2A - Prob. 19.1P Ch. 19.2B - Prob. 19.2P Ch. 19.2B - Give correct names for the following amines:Ch. 19.3 - Prob. 19.4P Ch. 19.4 - Prob. 19.5P Ch. 19.6 - Rank each set of compounds in order of increasing...Ch. 19.8A - Prob. 19.7P Ch. 19.8C - Prob. 19.8P Ch. 19.8C - Prob. 19.9P Ch. 19.8D - a. Show how fragmentation occurs to give the base...

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