The product formed in the given reaction has to be drawn. Concept introduction: Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction. In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.” Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3. Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Answer 1

Question

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Students have asked these similar questions

Draw the product of the [3,3] sigmatropic rearrangement of each compound.

Draw the favored product(s) of the following reactions (organic chemistry)

What product is formed by the [3,3] sigmatropic rearrangement of each compound?

Answer 2

Question

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Answer 3

Question

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Answer 4

Question

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Answer 5

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 6

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 7

Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 28.1 - Prob. 1P Ch. 28.2 - Prob. 2P Ch. 28.2 - Prob. 3P Ch. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5P Ch. 28.3 - Prob. 6P Ch. 28.3 - Prob. 7P Ch. 28.3 - Prob. 8P Ch. 28.4 - Prob. 9P Ch. 28.4 - Prob. 11P

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Chapter 28 Solutions