[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained. 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. There are mainly three types of pericyclic reactions, 1) Electrocyclic reactions 2) Cycloaddition reactions 3) Sigmatropic reactions In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.” Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows, Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital. Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows, Carbon migrating with one lobe of its p orbital interacting Carbon migrating with both lobe of its p orbital interacting

Question

Want to see the full answer?

Answer 1

Question

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

So I need help with understanding how to solve these types of problems. I'm very confused on how to do them and what it is exactly, bonds and so forth that I'm drawing. Can you please help me with this and thank you very much!

So I need help with this problem, can you help me please and thank you!

Draw the reaction mechanism to predict the product of the transformation below: N H ? H₂O

Answer 2

Question

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Answer 6

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Answer 7

Chapter 28.5, Problem 17P

Interpretation Introduction

Interpretation:

[1,3]sigmatropic migrations of hydrogen cannot occur under thermal conditions but [1,3] sigmatropic migration of carbon can. Reason for this should be explained.

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.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

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

Sigmatropic rearrangement reactions are named 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. When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.

Migration of carbon in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

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. 10P Ch. 28.4 - Prob. 11P

Concept explainers

Want to see the full answer?

Chapter 28 Solutions