(a) Interpretation: Enantiomeric excess of the given solution is to be calculated. Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

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Answer 1

Question

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

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The [a] of pure quinine, an antimalarial drug, is –165. a. Calculate the ee of a solution with the following [a] values: –50, –83, and –120. b. For each ee, calculate the percent of each enantiomer present. c. What is [a] for the enantiomer of quinine? d. If a solution contains 80% quinine and 20% of its enantiomer, what is the ee of Но е ее the solution? CH30 e. What is [a] for the solution described in part (d)? N quinine (antimalarial drug)

Explain each statement by referring to compounds A-E. он он HO .OH CI OH A в E a. A has a mirror image but no enantiomer. b. B has an enantiomer and no diastereomer. c. C has both an enantiomer and a diastereomer. d. D has a diastereomer but no enatiomer. e. E has a diastereomer but no enantiomer. E..

The [α] of pure quinine, an antimalarial drug, is −165. a.Calculate the ee of a solution with the following [α] values: −50, −83, and −120. b. For each ee, calculate the percent of each enantiomer present. c.What is [α] for the enantiomer of quinine? d. If a solution contains 80% quinine and 20% of its enantiomer, what is the ee of the solution? e. What is [α] for the solution described in part (d)?

Answer 2

Question

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

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Answer 3

Question

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

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Answer 4

Question

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

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Answer 5

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 6

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 7

Chapter 5, Problem 68P

Interpretation Introduction

(a)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 8

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 9

Interpretation Introduction

(b)

Interpretation: The percent of each enantiomer in the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 10

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Answer 11

Interpretation Introduction

(c)

Interpretation: The specific rotation [α] for the enantiomer of quinine is to be predicted.

Concept introduction: Enantiomers are stereoisomers, which are non-superimposable images of each other. They have identical physical and chemical properties in symmetric environment. They rotate the plane-polarized light in equal amounts and in opposite directions.

Answer 12

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 13

Interpretation Introduction

(d)

Interpretation: Enantiomeric excess of the given solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 14

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 15

Interpretation Introduction

(e)

Interpretation: The [α] value for the solution is to be calculated.

Concept introduction: Enantiomeric excess is the excess of major enantiomer over the minor enantiomer. Enantiomeric excess is equivalent to the optical purity. Enantiomeric excess is the fraction of observed rotation of the mixture to specific rotation of the pure enantiomer.

Answer 16

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Answer 17

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Answer 18

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Answer 19

Ch. 5.1 - Prob. 1P Ch. 5.2 - Prob. 2P Ch. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4P Ch. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17P Ch. 5.6 - Prob. 18P Ch. 5.7 - Prob. 19P Ch. 5.7 - Prob. 20P Ch. 5.7 - Problem 5.18 Compounds E and F are two isomers of...

Solution Summary: The author explains that the enantiomeric excess of the given solution is equivalent to the optical purity.

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