(a) Interpretation: The specific relationship between the given pair of molecules is to be identified. Concept introduction: If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

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Answer 1

Question

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

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For the following pair of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Assign the absolute configuration (R/S) on all the chiral center(s), if it applicable. (4) Name the molecule on the left side. VS.

Which conformation is lower in energy? Explain.

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Answer 2

Question

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

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Answer 3

Question

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

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Answer 4

Question

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

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Answer 5

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 6

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 7

Chapter 5, Problem 5.72P

Interpretation Introduction

(a)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 14

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 15

Interpretation Introduction

(e)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 16

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 17

Interpretation Introduction

(f)

Interpretation:

The specific relationship between the given pair of molecules is to be identified.

Concept introduction:

If two cyclic molecules have different molecular formula, they are unrelated molecules. If they have the same molecular formula, same connectivity, and can be interconverted by a chair flip, they are conformers. Configurational isomers are the isomers having the same connectivity of atoms but differ in spatial arrangement at chiral centers. If configurational isomers have different configuration at each chiral center, they are enantiomers. If they differ in configuration at some but not all chiral centers, they are diastereomers.

Answer 18

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Answer 19

Expert Solution & Answer

Answer 20

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Answer 21

Ch. 5 - Prob. 5.1P Ch. 5 - Prob. 5.2P Ch. 5 - Prob. 5.3P Ch. 5 - Prob. 5.4P Ch. 5 - Prob. 5.5P Ch. 5 - Prob. 5.6P Ch. 5 - Prob. 5.7P Ch. 5 - Prob. 5.8P Ch. 5 - Prob. 5.9P Ch. 5 - Prob. 5.10P

Solution Summary: The author explains that two cyclic molecules have the same molecular formula, same connectivity, and can be interconverted by a chair flip.

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