(a) Interpretation: For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable. Concept introduction: In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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Answer 1

Question

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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Shown below is the mechanism presented for the formation of biasplatin in reference 1 from the Background and Experiment document. The amounts used of each reactant are shown. Either draw or describe a better alternative to this mechanism. (Note that the first step represents two steps combined and the proton loss is not even shown; fixing these is not the desired improvement.) (Hints: The first step is correct, the second step is not; and the amount of the anhydride is in large excess to serve a purpose.)

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Draw a reasonable mechanism for the following reaction:

Answer 2

Question

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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Answer 3

Question

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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Answer 4

Question

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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Answer 5

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 6

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 7

Chapter 4, Problem 4.44P

Interpretation Introduction

(a)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 8

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 9

Interpretation Introduction

(b)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 10

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 11

Interpretation Introduction

(c)

Interpretation:

For the given disubstituted cyclohexane, it is to be determined if the cis or trans isomer is more stable.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the opposite side of the ring are trans to each other and the substituents which are on the same side are cis to each other. In the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

Answer 12

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Answer 13

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Answer 14

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Answer 15

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 that in the case of disubstituted cyclohexane, the conformation in which maximum substituents are in equatorial position is favored and is more stable.

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