(a) Interpretation: By using 1, 4-cyclohexanedione monoethylene acetal , synthesis of 4-ethylidenecyclohexanone is to be determined. Concept introduction: Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed. For the deprotection of monoethylene acetal group to carbonyl group, acidic condition ( H 3 O + ) is used.

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Answer 1

Question

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

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First image: I have to explain why the molecule C is never formed in these conditions Second image: I have to propose a synthesis for the lactone A

Answer 2

Question

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

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Answer 3

Question

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

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Answer 4

Question

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

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Answer 5

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

Answer 6

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Answer 7

Chapter 19, Problem 19.74P

Interpretation Introduction

(a)

Interpretation:

By using 1, 4-cyclohexanedione monoethylene acetal, synthesis of 4-ethylidenecyclohexanone is to be determined.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

For the deprotection of monoethylene acetal group to carbonyl group, acidic condition (H3O+) is used.

Answer 8

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

Answer 9

Interpretation Introduction

(b)

Interpretation:

What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained.

Concept introduction:

Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 19 - Prob. 19.1P Ch. 19 - Prob. 19.2P Ch. 19 - Prob. 19.3P Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Prob. 19.6P Ch. 19 - Prob. 19.7P Ch. 19 - Prob. 19.8P Ch. 19 - Prob. 19.9P Ch. 19 - Prob. 19.10P

(b) Interpretation: What problem would arise while synthesis of 4-ethylidenecyclohexanone from 1, 4-cyclohexanedione is to be explained. Concept introduction: Reaction of aldehyde or ketone with the Wittig reagent leads to the formation of alkene product. In this reaction, new C-C bond is formed.

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Chapter 19 Solutions