(a) Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted. Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

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Answer 1

Question

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

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Which common intermediate is formed during acetal formation and acetal hydrolysis?

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Drawing an Enol and a Ketone Formed by Hydration of an Alkyne Draw the enol intermediate and the ketone product formed in the following reaction.

Answer 2

Question

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

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Answer 3

Question

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

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Answer 4

Question

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

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Answer 5

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 6

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 7

Chapter 23, Problem 23.27P

Interpretation Introduction

(a)

Interpretation: The alkyl halides needed to prepare the given ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 8

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 9

Interpretation Introduction

(b)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 10

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 11

Interpretation Introduction

(c)

Interpretation: The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

Concept introduction: The α hydrogen attached to the β- keto ester is acidic in nature and the hydrolysis and decarboxylation of the product obtained by substitution reaction of enolate ion with alkyl halide gives ketone. The ketone comprises of two components the alkyl group of alkyl halide and the β- keto ester.

Answer 12

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Answer 14

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Answer 15

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains that the alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are to be predicted.

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