ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 16, Problem 16.32P

Draw all reasonable resonance structures for each species.

a.Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  1 b.Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  2 c.Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  3 d.Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  4 e.Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  5 f. Chapter 16, Problem 16.32P, 16.32 Draw all reasonable resonance structures for each species.
	a.	b.	c.	d.	e.	f. 
 , example  6

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  1

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  2

Figure 1

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  3

Figure 2

Conclusion

The possible resonance structure for the given species is shown in Figure 2.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  4

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance. Carbocation shows resonance structures when double bond is present in conjugation with it.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  5

Figure 3

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  6

Figure 4

Conclusion

The possible resonance structure for the given species is shown in Figure 4.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  7

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  8

Figure 5

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  9

Figure 6

Conclusion

The possible resonance structure for the given species is shown in Figure 6.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  10

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  11

Figure 7

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  12

Figure 8

Conclusion

The possible resonance structure for the given species is shown in Figure 8.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  13

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  14

Figure 9

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  15

Figure 10

Conclusion

The possible resonance structure for the given species is shown in Figure 10.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The possible resonance structure for the given species is to be drawn.

Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

The delocalization of electrons results in the formation resonance structure.

Answer to Problem 16.32P

The possible resonance structure for the given species is,

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  16

Explanation of Solution

The method by which overall delocalization of electrons can be described in a particular molecule is known as resonance.

The given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  17

Figure 11

Delocalization of electrons from one position to the other position result in the formation of resonance structure. The resonance structure for the given species is shown below.

ORGANIC CHEMISTRY, Chapter 16, Problem 16.32P , additional homework tip  18

Figure 12

Conclusion

The possible resonance structure for the given species is shown in Figure 12.

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Chapter 16 Solutions

ORGANIC CHEMISTRY

Ch. 16 - Problem 16.11 Neuroprotectin D1 (NPD1) is...Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.16 Draw the products formed when each...Ch. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.18PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Problem 16.22 Rank the following dienophiles in...Ch. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Problem 16.25 What diene and dienophile are needed...Ch. 16 - Prob. 16.26PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.28PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.30PCh. 16 - 16.31 Which of the following systems are...Ch. 16 - 16.32 Draw all reasonable resonance structures for...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Prob. 16.36PCh. 16 - 16.37 Draw the structure of each compound. a. in...Ch. 16 - Prob. 16.38PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.40PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.42PCh. 16 - 16.43 Treatment of alkenes A and B with gives the...Ch. 16 - 16.44 Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.45PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.54PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.56PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Prob. 16.58PCh. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - 16.65 The treatment of isoprene with one...Ch. 16 - 16.66 The treatment of with forms B (molecular...Ch. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74PCh. 16 - Prob. 16.75P
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