Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Question
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Chapter 16, Problem 16.33P
Interpretation Introduction

(a)

Interpretation:

To draw all reasonable resonance structures for the given species

Concept introduction:

Resonance structure is an important concept in organic chemistry and it must be understand what it means exactly. The resonance structure does not mean the structure is flipping back and forth between the two structures. It is a static and an average of the two resonance structure. Simply, it is a mixture of all possible resonance structure. And it is the electron pairs drawn in different location in the structure that are delocalized. If the delocalization of electron density is in large volume then the resonance hybrid structure is a stable one.

Organic Chemistry, Chapter 16, Problem 16.33P , additional homework tip  1

The resonance structure must be shown in double headed resonance arrow to separate them. Example for the resonance structure is given below.

Interpretation Introduction

(b)

Interpretation:

To draw all reasonable resonance structures for the given species

Concept introduction:

Resonance structure is an important concept in organic chemistry and it must be understand what it means exactly. The resonance structure does not mean the structure is flipping back and forth between the two structures. It is a static and an average of the two resonance structure. Simply, it is a mixture of all possible resonance structure. And it is the electron pairs drawn in different location in the structure that are delocalized. If the delocalization of electron density is in large volume then the resonance hybrid structure is a stable one.

Organic Chemistry, Chapter 16, Problem 16.33P , additional homework tip  2

The resonance structure must be shown in double headed resonance arrow to separate them. Example for the resonance structure is given below.

Interpretation Introduction

(c)

Interpretation:

To draw all reasonable resonance structures for the given species

Concept introduction:

Resonance structure is an important concept in organic chemistry and it must be understand what it means exactly. The resonance structure does not mean the structure is flipping back and forth between the two structures. It is a static and an average of the two resonance structure. Simply, it is a mixture of all possible resonance structure. And it is the electron pairs drawn in different location in the structure that are delocalized. If the delocalization of electron density is in large volume then the resonance hybrid structure is a stable one.

Organic Chemistry, Chapter 16, Problem 16.33P , additional homework tip  3

The resonance structure must be shown in double headed resonance arrow to separate them. Example for the resonance structure is given below.

Interpretation Introduction

(d)

Interpretation:

To draw all reasonable resonance structures for the given species

Concept introduction:

Resonance structure is an important concept in organic chemistry and it must be understand what it means exactly. The resonance structure does not mean the structure is flipping back and forth between the two structures. It is a static and an average of the two resonance structure. Simply, it is a mixture of all possible resonance structure. And it is the electron pairs drawn in different location in the structure that are delocalized. If the delocalization of electron density is in large volume then the resonance hybrid structure is a stable one.

Organic Chemistry, Chapter 16, Problem 16.33P , additional homework tip  4

The resonance structure must be shown in double headed resonance arrow to separate them. Example for the resonance structure is given below.

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Chapter 16 Solutions

Organic Chemistry

Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.17PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Rank the following dienophiles in order of...Ch. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.27PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Explain each statement using resonance theory. a....Ch. 16 - 16.37 Draw the structure of each compound. a. in...Ch. 16 - Draw and name all dienes of molecular formula...Ch. 16 - Prob. 16.39PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.41PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.43PCh. 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. 16.46PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.58PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Draw the products of each reaction. Indicate the...Ch. 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 - Rank the following compounds in the order of...Ch. 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. 16.74P
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