The expected product of the given 3 ο allylic alcohol with Bobbitt’s reagent. Interpretation: The expected product of the given 3 ο allylic alcohol with Bobbitt’s reagent is to be stated. Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

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Answer 1

Question

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

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Answer 2

Question

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

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Answer 3

Question

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

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Answer 4

Question

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

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Answer 5

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 6

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 7

Chapter 11, Problem 11.66SP

(a)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 8

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 9

(b)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 10

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 11

(c)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 12

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 13

(d)

Interpretation Introduction

To determine: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent.

Interpretation: The expected product of the given 3ο allylic alcohol with Bobbitt’s reagent is to be stated.

Concept introduction: Under normal conditions tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it undergoes a migration of the double bond (that is called an allylic shift) and subsequent oxidation of alcohol. Bobbitt’s reagent is helpful in such kind of oxidation reactions.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 11.1 - Prob. 11.1P Ch. 11.2C - Prob. 11.2P Ch. 11.3 - Prob. 11.3P Ch. 11.3 - Prob. 11.4P Ch. 11.3 - Prob. 11.5P Ch. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...

Solution Summary: The author analyzes the expected product of the 3 allylic alcohol with Bobbitt’s reagent. Under normal conditions tertiary alcohols are not oxidized.

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