(a) Interpretation: TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected. Concept introduction: when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa. When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms. When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position. When a bulkier group present in the axial position, that conformation get less stable. In cis conformation, both substituents are in the same side.

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Answer 1

Question

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

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Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each description. a.a 1,1-disubstituted cyclohexane with an axial CH3CH2 group b. a cis-1,2-disubstituted cyclohexane with an axial CH3 group c. a trans-1,3-disubstituted cyclohexane with an equatorial CH3 group d. a trans-1,4-disubstituted cyclohexane with an equatorial CH3CH2 group.

Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each description. a. a 1,1-disubstituted cyclohexane with an axial CH3CH2 group b. a cis-1,2-disubstituted cyclohexane with an axial CH3 group c. a trans-1,3-disubstituted cyclohexane with an equatorial CH3 group d. a trans-1,4-disubstituted cyclohexane with an equatorial CH3CH2 group

4. Which structure below represents the most stable conformation of cis-1-t-butyl-4-methylcyclohexane? A B D 5. The planar form of which ring would have bond angles close to the tetrahedral value, but is destabilized by eclipsing interactions (torsional strain)? Which of the following statements about conformations is FALSE? A) Conformations can be isolated and separated at room temperature B) Conformations are interconverted by rotation about o-bonds C) For butane the staggered anti conformation is the most stable D) For ethane the eclipsed conformation is the least stable 6. 7. Which of the following compounds has two chirality centers? .H H. H3C

Answer 2

Question

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

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Answer 3

Question

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

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Answer 4

Question

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

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Answer 5

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

Answer 6

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Answer 7

Chapter 26, Problem 48E

Interpretation Introduction

(a)

Interpretation:

TThe two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

In cis conformation, both substituents are in the same side.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The two possible chair conformations for the cis-4-tert-butylcyclohexanol should be drawn and named every substituent as axial or equatorial and most stable conformer should be selected.

Concept introduction:

when the cyclohexane ring converts from one chair conformation to another, the equatorial hydrogen atoms are converted into axial hydrogen atoms and vice versa.

When the cyclohexane has one substituent then the conformation which contain the substituent in equatorial position is more stable due to less steric strain with axial hydrogen atoms.

When two substituents are present in the structure, in order to find the more stable conformation can be determined by looking at the groups in the axial position.

When a bulkier group present in the axial position, that conformation get less stable.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 26 - Prob. 1E Ch. 26 - Draw a structural formula for each of the...Ch. 26 - Prob. 3E Ch. 26 - Write structural formulas corresponding to these...Ch. 26 - Prob. 5E Ch. 26 - Prob. 6E Ch. 26 - Prob. 7E Ch. 26 - Prob. 8E Ch. 26 - What is the relationship, if any, between the...Ch. 26 - Prob. 10E

Solution Summary: The author explains the two possible chair conformations for the cis-1-isopropyl-3-methylcyclohexane.

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