The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given. 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.

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Answer 1

Question

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

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Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Answer d, e, and f

If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1

Answer 2

Question

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

Expert Solution & Answer

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Answer 3

Question

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

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Answer 4

Question

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

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Answer 5

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

Answer 6

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

Answer 7

Chapter 28.5, Problem 12P

(a)

Interpretation Introduction

Interpretation: The kind of sigmatropic rearrangement that occurs in each of the given reactions has to be given.

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.

Answer 8

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

Answer 9

(b)

Interpretation Introduction

Interpretation: Using arrows the electron rearrangement takes place in the given reactions has to be shown.

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.

Answer 10

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Answer 11

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Answer 12

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Answer 13

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

Solution Summary: The author explains the sigmatropic rearrangement that occurs in each of the given reactions.

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Chapter 28 Solutions