For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained. Concept introduction: Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes ( π-system ) , in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic . The mechanism of rearrangement is represented by using curved arrows . The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets . The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ -bond which is forming . Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

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Answer 1

Question

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

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6. Consider the following exothermic reaction below. 2Cu2+(aq) +41 (aq)2Cul(s) + 12(aq) a. If Cul is added, there will be a shift left/shift right/no shift (circle one). b. If Cu2+ is added, there will be a shift left/shift right/no shift (circle one). c. If a solution of AgNO3 is added, there will be a shift left/shift right/no shift (circle one). d. If the solvent hexane (C6H14) is added, there will be a shift left/shift right/no shift (circle one). Hint: one of the reaction species is more soluble in hexane than in water. e. If the reaction is cooled, there will be a shift left/shift right/no shift (circle one). f. Which of the changes above will change the equilibrium constant, K?

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Answer 2

Question

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

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Answer 3

Question

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

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Answer 4

Question

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

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Answer 5

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 6

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 7

Chapter 17.10, Problem 26CC

(a)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 8

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 9

(b)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 10

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 11

(c)

Interpretation Introduction

Interpretation:

For the rearrangement reaction of the given compound, the mechanism should be drawn, the type of Sigmatropic rearrangement should be identified and the reason for completion of reaction should be explained.

Concept introduction:

Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.

The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.

Three membered rings are highly unstable as compared to seven membered rings because the angle strain is increase with decrease in the bond angle.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 17.1 - Prob. 1CC Ch. 17.2 - Prob. 2CC Ch. 17.2 - Prob. 3CC Ch. 17.2 - Prob. 4CC Ch. 17.2 - Prob. 5CC Ch. 17.3 - Prob. 6CC Ch. 17.4 - Prob. 1LTS Ch. 17.4 - Prob. 7PTS Ch. 17.4 - Prob. 8ATS Ch. 17.4 - Prob. 9ATS

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Chapter 17 Solutions