(a) Interpretation: The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure. Concept Introduction: Steroids are the third major class of lipids. These are the compounds containing the following ring system:

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Answer 1

Question

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

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Answer 2

Question

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

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Answer 3

Question

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

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Answer 4

Question

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

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Answer 5

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

Answer 6

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Answer 7

Chapter 16, Problem 70P

Interpretation Introduction

(a)

Interpretation:

The differences in the structural formula of testosterone and methandrostenolone should be determined along with functional groups present in the structure.

Concept Introduction:

Steroids are the third major class of lipids. These are the compounds containing the following ring system:

Answer 8

Expert Solution

Answer to Problem 70P

Both methandrostenolone and testosterone hormone contains hydroxyl functional group (alcohol) and carbonyl functional group (kentone).

In the structural formula of testosterone hormone, there is only one double bond and it has only one methyl group attached to cyclopentane ring whereas in methandrostenolone there are two double bonds and two methyl groups are attached to the cyclopentane ring.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

Testosterone and methandrostenolone both the hormones contain one −OH group attached to cyclopentane ring and one >C=O group in cyclohexene ring. Therefore both alcoholic and ketone functional groups present in both hormones.

In the structure of testosterone there is only a double bond in cyclohexene ring having ketonic group and no methyl group is present on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 4

In the structure of methandrostenolone, there are two double bonds in cyclohexene ring having ketonic group and one methyl group attached on the carbon of cyclopentane ring having alcoholic group as shown:

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 5

Answer 13

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

Answer 14

Interpretation Introduction

(b)

Interpretation:

In both the given hormones mark all the stereocenters and state the number of stereoisomer possible for each.

Concept Introduction:

Stereoisomers are the compounds that are differ only in the spatial arrangement of their atoms. Each stereoisomer has at least one stereocenter. A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it. For a molecule with n sterocenters, a maximum of 2n stereoisomers are possible.

Answer 15

Expert Solution

Answer to Problem 70P

Stereocenters in testosterone:

Since testosterone has six stereocenters therefore it has 64 possible stereoisomers.

Stereocenters in methandrostenolone:

Since methandrostenolone has six stereocenters therefore it has 64 possible stereoisomers.

Answer 16

Expert Solution

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Explanation of Solution

A stereocenter is a tetrahedral carbon atom that has four different groups bonded to it.

Stereocenters in testosterone:

In testosterone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 8

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of testOsterOne= 2nHere, n =6∴ number of stereOisOmers of testOsterOne = 26 = 64

Stereocenters in methandrostenolone:

In methandrostenolone there are six stereocenters.

Introduction To General, Organic, And Biochemistry, Chapter 16, Problem 70P , additional homework tip 9

For a molecule with n stereocenter, a maximum of 2n stereoisomers are possible. Therefore.

Number of stereOisOmers of metHandrOstenOlOne= 2nHere, n =6∴ number of stereOisOmers of metHandrOstenOlOne = 26 = 64.

Answer 20

Ch. 16.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 16.2 - Prob. 16.2QC Ch. 16.2 - Prob. 16.3QC Ch. 16.4 - Prob. 16.4QC Ch. 16.4 - Prob. 16.5QC Ch. 16.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 16.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 16.5 - Prob. 16.8QC Ch. 16 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 16 - Prob. 2P

Answer to Problem 70P

Explanation of Solution

Answer to Problem 70P

Explanation of Solution

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Chapter 16 Solutions