(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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(B) Draw two chair conformations of the following substituted cyclohexane and identify the most stable conformation. Clearly show the axial and equatorial bonds.

If molecules A and B are isomers of each other, then what kinds of isomers could they be (i.e., enantiomers, diastereomers, or constitutional isomers) under each of the following conditions?(a) Both molecules have the same IHD.(b) Molecule A has a ring but molecule B does not.(c) Molecules A and B contain different functional groups.(d) Molecules A and B share exactly the same functional groups.(e) Molecule A has a plane of symmetry but molecule B does not.

If either of the following molecules has a stereogenic carbon (chirality center), give structures for both of the enantiomers. (a) 2-bromopropane (b) 2-bromobutane

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 15

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Answer 16

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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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