(a) Interpretation: The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted. Concept introduction: Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

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Answer 1

Question

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

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Part II. two unbranched ketone have molecular formulla (C8H100). El-ms showed that both of them have a molecular ion peak at m/2 =128. However ketone (A) has a fragment peak at m/2 = 99 and 72 while ketone (B) snowed a fragment peak at m/2 = 113 and 58. 9) Propose the most plausible structures for both ketones b) Explain how you arrived at your conclusion by drawing the Structures of the distinguishing fragments for each ketone, including their fragmentation mechanisms.

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Answer 2

Question

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

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Answer 3

Question

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

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Answer 4

Question

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

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Answer 5

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 6

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 7

Chapter 7, Problem 7.43AP

Interpretation Introduction

(a)

Interpretation:

The structure of an achiral tetramethylcyclohexane for which the chair interconversion results in identical molecules is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane, the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure of a chiral trimethylcyclohexane with two chair forms that are conformational diastereomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure of a tetramethylcyclohexane with chair forms that are conformational enantiomers is to be predicted.

Concept introduction:

Conformation isomers are formed by the rotation about single bond while the atoms and connectivity remains same. For cyclohexane the most stable conformation is chair conformation in which all the carbon-hydrogen bonds are staggered. Axial bonds are above or below the plane of the ring while equatorial bonds are in the plane of the ring.

Answer 14

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Answer 17

Ch. 7 - Prob. 7.1P Ch. 7 - Prob. 7.2P Ch. 7 - Prob. 7.3P Ch. 7 - Prob. 7.4P Ch. 7 - Prob. 7.5P Ch. 7 - Prob. 7.6P Ch. 7 - Prob. 7.7P Ch. 7 - Prob. 7.8P Ch. 7 - Prob. 7.9P Ch. 7 - Prob. 7.10P

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