The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn. Concept introduction: Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide . Reactive ylide gives the final product after the rapid ring opening of the epoxide.

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Answer 1

Question

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

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Answer 2

Question

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

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Answer 3

Question

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

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Answer 4

Question

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

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Answer 5

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

Answer 6

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

Answer 7

Chapter 18, Problem 18.91P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the given example of Wittig-Horner’s reaction is to be drawn.

Concept introduction:

Wittig-Horner's reaction is a similar mechanism like Wittig's reaction. The reaction of a carbonyl compound with stabilized phosphorus ylides or phosphonate carbanions leads to olefins with E-selectivity. Butyl lithium is a strong enough base to deprotonate the carbon and make a carbon nucleophilic that can attack the carbonyl compound in nucleophilic addition. Followed by the nucleophilic addition, the P-O bond produces an intermediate of an epoxide. Reactive ylide gives the final product after the rapid ring opening of the epoxide.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 18 - Prob. 18.1P Ch. 18 - Prob. 18.2P Ch. 18 - Prob. 18.3P Ch. 18 - Prob. 18.4P Ch. 18 - Prob. 18.5P Ch. 18 - Prob. 18.6P Ch. 18 - Prob. 18.7P Ch. 18 - Prob. 18.8P Ch. 18 - Prob. 18.9P Ch. 18 - Prob. 18.10P

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Chapter 18 Solutions