Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
Question
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Chapter 22.2, Problem 22.4P

(a)

Interpretation Introduction

Interpretation:

For the given starting material, structural formula for the nitration product has to be drawn.

Concept Introduction:

Activating and deactivating groups:

If the substituents on benzene carbon are electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.

If the substituents on benzene carbon are electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.

(b)

Interpretation Introduction

Interpretation:

For the given starting material, structural formula for the nitration product has to be drawn.

Concept Introduction:

Activating and deactivating groups:

If the substituents on benzene carbon are electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.

If the substituents on benzene carbon are electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.

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Chapter 22 Solutions

Organic Chemistry

Ch. 22 - What product do you predict from the reaction of...Ch. 22 - Other groups besides H+ can act as leaving groups...Ch. 22 - Prob. 22.14PCh. 22 - Prob. 22.15PCh. 22 - Prob. 22.16PCh. 22 - Prob. 22.17PCh. 22 - Suggest a reason why the nitroso group, N=O, is...Ch. 22 - Prob. 22.19PCh. 22 - Prob. 22.20PCh. 22 - The following molecules each contain two aromatic...Ch. 22 - Prob. 22.22PCh. 22 - Prob. 22.23PCh. 22 - The insecticide DDT is prepared by the following...Ch. 22 - Prob. 22.25PCh. 22 - Prob. 22.26PCh. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Prob. 22.32PCh. 22 - Show how to prepare each compound from...Ch. 22 - Prob. 22.34PCh. 22 - Show reagents and conditions to bring about the...Ch. 22 - Prob. 22.36PCh. 22 - Propose a synthesis for each compound from...Ch. 22 - The first widely used herbicide for the control of...Ch. 22 - The first widely used herbicide for the control of...Ch. 22 - Prob. 22.40PCh. 22 - Prob. 22.41PCh. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - Cancer of the prostate is the second leading cause...Ch. 22 - Prob. 22.45PCh. 22 - Prob. 22.46PCh. 22 - Prob. 22.47PCh. 22 - When certain aromatic compounds are treated with...Ch. 22 - Prob. 22.49PCh. 22 - Following is the structure of miconazole, the...Ch. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Show how the antidepressant venlafaxine (Effexor)...Ch. 22 - Prob. 22.57PCh. 22 - Given this retrosynthetic analysis, propose a...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - A newer generation of antipsychotics, among them...Ch. 22 - Prob. 22.63P
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