(a) Interpretation: The reason as to why the equilibrium favors the α , β -unsaturated ketone over its β , γ -unsaturated isomer is to be stated. Concept introduction: In organic chemistry , the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

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Answer 1

Question

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

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Answer 2

Question

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

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Answer 3

Question

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

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Answer 4

Question

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

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Answer 5

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 6

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 7

Chapter 22, Problem 22.73AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the equilibrium favors the α,β-unsaturated ketone over its β,γ-unsaturated isomer is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The mechanism of the given reaction in an aqueous NaOH solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The mechanism of the given reaction in a dilute aqueous H2SO4 solution is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 12

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 13

Interpretation Introduction

(d)

Interpretation:

Whether the equilibrium reaction constant for the analogous reaction of 4−methyl−3−cyclohexenone is greater or smaller is to be stated.

Concept introduction:

In organic chemistry, the class of functional group which is derived from conjugated diene by replacing one double bond with a carbonyl group. The dienone compound is in conjugation to each other. The conversion of dienone to phenol is known as dienone-phenol rearrangement.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 22 - Prob. 22.1P Ch. 22 - Prob. 22.2P Ch. 22 - Prob. 22.3P Ch. 22 - Prob. 22.4P Ch. 22 - Prob. 22.5P Ch. 22 - Prob. 22.6P Ch. 22 - Prob. 22.7P Ch. 22 - Prob. 22.8P Ch. 22 - Prob. 22.9P Ch. 22 - Prob. 22.10P

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Chapter 22 Solutions