Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined. Concept introduction: In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

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Answer 1

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Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

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Draw the Newman projections for the most and least stable conformations and indicate what strain(s) the least stable conformation has. Look in the direction of arrow.

Problem: Following are the alternative chair conformations for trans-1,4-dimethylcyclohexane.

Which of the conformations has a lower energy?

Answer 2

Question

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

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Answer 3

Question

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

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Answer 4

Question

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

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Answer 5

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

Answer 6

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

Answer 7

Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of cis-1, 2-dimethylcyclohexane are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 4 - Prob. 4.1P Ch. 4 - Prob. 4.2P Ch. 4 - Prob. 4.3P Ch. 4 - Prob. 4.4P Ch. 4 - Prob. 4.5P Ch. 4 - Prob. 4.6P Ch. 4 - Prob. 4.7P Ch. 4 - Prob. 4.8P Ch. 4 - Prob. 4.9P Ch. 4 - Prob. 4.10P

Solution Summary: The author explains the structure of cis-1, 2-dimethylcyclohexane. The two chairs conformations have precisely the same stability as each of them have a methyl group

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