(a) Interpretation: The structure of all of the products which would form after the reaction of ( ± ) - α - phenylglutaric anhydride and ( ± ) - 1 - phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified. Concept introduction: Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

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Answer 1

Question

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

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1. Refer to the compounds below to answer the following questions: CO₂Et 0 C. H O O₂N-CH2-C-CH3 0 OEt || 111 A. Indicate all the acidic hydrogens in Compounds I through IV. IV B. Indicate which hydrogens in Compound II are the most acidic. Explain your answer C. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Show how you would accomplish the following transformations. More than one step may be required. ow all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3CH2C-CN CH3 CH3.

Show how you would accomplish the following transformations. More than one step may be required. now all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3 CH3CH2C-CN CH3

Answer 2

Question

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

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Answer 3

Question

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

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Answer 4

Question

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

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Answer 5

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Answer 6

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Answer 7

Chapter 21, Problem 21.42AP

Interpretation Introduction

(a)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure of all of the products which would form after the reaction of (±)-α- phenylglutaric anhydride and S enantiomer of (±)-1- phenylethanol are to be predicted. The product which should be separable without enantiomeric resolution is to be identified. products should be obtained in equal amounts and in different amounts are to be identified.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification. The ester is also be formed by the reaction of derivatives of carboxylic acids with alcohol. Acid anhydride after reaction with ethanol gives a mixture of carboxylic acid and esters.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 21 - Prob. 21.1P Ch. 21 - Prob. 21.2P Ch. 21 - Prob. 21.3P Ch. 21 - Prob. 21.4P Ch. 21 - Prob. 21.5P Ch. 21 - Prob. 21.6P Ch. 21 - Prob. 21.7P Ch. 21 - Prob. 21.8P Ch. 21 - Prob. 21.9P Ch. 21 - Prob. 21.10P

Solution Summary: The author explains the structure of all of the products which would form after the reaction of (pm )-alpha

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Chapter 21 Solutions