(a) Interpretation: The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained. Concept introduction: Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

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Answer 1

Question

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

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Rank the compounds in each group according to their reactivity towardelectrophilic substitution.(a) Chlorobenzene, o-dichlorobenzene, benzene(b) p-Bromonitrobenzene , nitrobenzene, phenol(c) Fluorobenzene, benzaldehyde, a-xylene(d) Benzonitrile, p-methylbenzonitr ile,p-methoxybenzonitrile

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Explain the following behaviours :(i) Alcohols are more soluble in water than the hydrocarbons of comparable molecular masses.(ii) Ortho-nitrophenol is more acidic than ortho-methoxyphenol.

Answer 2

Question

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

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Answer 3

Question

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

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Answer 4

Question

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

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Answer 5

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

Answer 6

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Answer 7

Chapter 28, Problem 28.22P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the anionic oxyCope reaction of compound A is to be given and the stereoisomer B does not react under the same conditions-the statement is to be explained.

Concept introduction:

Generally, [3, 3] sigmatropic reactions of 1, 5-diences are called as cope reactions. When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction. Moreover, the enhanced increase in rate of sigmatropic reaction and the decreased in the reaction temperature is observed as compared to parent alcohols.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure of the product, including its stereochemistry expected from the anion oxyCope reaction of the following compound is to be given.

Concept introduction:

When the diene is having the oxygen at C3 or C4 position the sigmatropic reaction is called as oxy cope reaction. Notably, when the alkoxide fragment is involved it is referred as anionic oxy cope reaction.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 28 - Prob. 28.1P Ch. 28 - Prob. 28.2P Ch. 28 - Prob. 28.3P Ch. 28 - Prob. 28.4P Ch. 28 - Prob. 28.5P Ch. 28 - Prob. 28.6P Ch. 28 - Prob. 28.7P Ch. 28 - Prob. 28.8P Ch. 28 - Prob. 28.9P Ch. 28 - Prob. 28.10P

Solution Summary: The author explains the curved-arrow mechanism for the anionic oxyCope reaction of compound A and the stereoisomer B.

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Chapter 28 Solutions