Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 22, Problem 22.19P

(a)

Interpretation Introduction

Interpretation:

Given compounds has to be arranged in their decreasing order of reactivity towards electrophilic aromatic substitution.

(a)

Expert Solution
Check Mark

Explanation of Solution

Given compounds,

Organic Chemistry, Chapter 22, Problem 22.19P , additional homework tip  1

General trend of compounds reactivity in electrophilic aromatic substitution for a set of compounds having similar structure is given by,

Presenceofelectrondonatingsubstituents>Nosubstituents>Electronwithdrawingsubstituents

So, electron donating substituents will increases the reactivity, while electron withdrawing substituents will decreases the reactivity.

Therefore, the decreasing order of reactivity towards electrophilic aromatic substitution of the given compounds are given below,

B>A>C

(b)

Interpretation Introduction

Interpretation:

Given compounds has to be arranged in their decreasing order of reactivity towards electrophilic aromatic substitution.

(b)

Expert Solution
Check Mark

Explanation of Solution

Given compounds,

Organic Chemistry, Chapter 22, Problem 22.19P , additional homework tip  2

General trend of compounds reactivity in electrophilic aromatic substitution for a set of compounds having similar structure is given by,

Presenceofelectrondonatingsubstituents>Nosubstituents>Electronwithdrawingsubstituents

So, electron donating substituents will increases the reactivity, while electron withdrawing substituents will decreases the reactivity.

Therefore, the decreasing order of reactivity towards electrophilic aromatic substitution of the given compounds are given below,

C>B>A

(c)

Interpretation Introduction

Interpretation:

Given compounds has to be arranged in their decreasing order of reactivity towards electrophilic aromatic substitution.

(c)

Expert Solution
Check Mark

Explanation of Solution

Given compounds,

Organic Chemistry, Chapter 22, Problem 22.19P , additional homework tip  3

General trend of compounds reactivity in electrophilic aromatic substitution for a set of compounds having similar structure is given by,

Presenceofelectrondonatingsubstituents>Nosubstituents>Electronwithdrawingsubstituents

So, electron donating substituents will increases the reactivity, while electron withdrawing substituents will decreases the reactivity.

Therefore, the decreasing order of reactivity towards electrophilic aromatic substitution of the given compounds are given below,

A>B>C

(d)

Interpretation Introduction

Interpretation:

Given compounds has to be arranged in their decreasing order of reactivity towards electrophilic aromatic substitution.

(d)

Expert Solution
Check Mark

Explanation of Solution

Given compounds,

Organic Chemistry, Chapter 22, Problem 22.19P , additional homework tip  4

General trend of compounds reactivity in electrophilic aromatic substitution for a set of compounds having similar structure is given by,

Presenceofelectrondonatingsubstituents>Nosubstituents>Electronwithdrawingsubstituents

So, electron donating substituents will increases the reactivity, while electron withdrawing substituents will decreases the reactivity.

Therefore, the decreasing order of reactivity towards electrophilic aromatic substitution of the given compounds are given below,

C>A>B

(e)

Interpretation Introduction

Interpretation:

Given compounds has to be arranged in their decreasing order of reactivity towards electrophilic aromatic substitution.

(e)

Expert Solution
Check Mark

Explanation of Solution

Given compounds,

Organic Chemistry, Chapter 22, Problem 22.19P , additional homework tip  5

General trend of compounds reactivity in electrophilic aromatic substitution for a set of compounds having similar structure is given by,

Presenceofelectrondonatingsubstituents>Nosubstituents>Electronwithdrawingsubstituents

So, electron donating substituents will increases the reactivity, while electron withdrawing substituents will decreases the reactivity.

Therefore, the decreasing order of reactivity towards electrophilic aromatic substitution of the given compounds are given below,

A>B>C

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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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