(a) Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated. Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A , B , C , and D . Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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Answer 1

Question

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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Draw a complete structure for vanillin showing all C atoms, H atoms, andlone pairs, and give the molecular formula. Vanillin is the principalcomponent of the extract of the vanilla bean. ?

(a) Draw a skeletal structure of the anabolic steroid methenolone from the following description. Methenolone contains the tetracyclic steroid skeleton with a carbonyl group at C3, a hydroxyl at C17, a double bond between C1 and C2, and methyl groups bonded to C1, C10, and C13. (b) Add wedges and dashed wedges for all stereogenic centers with thefollowing information: the configuration at C10 is R, the configuration at C13 is S, the configuration at C17 is S, and all substituents at ring fusions are trans to each other. (c) Draw the structure of Primobolan, the product formed when methenolone is treated with CH3(CH2)5COCl and pyridine. Primobolan is an anabolic steroid that can be taken orally or by injection and has been used illegally by well-known Major League Baseball players.

Draw the organic products formed when each compound is treated with H2, Pd-C. Indicate the three-dimensional structure of all stereoisomers formed.

Answer 2

Question

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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Answer 3

Question

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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Answer 4

Question

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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Answer 5

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Answer 6

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Answer 7

Chapter 31, Problem 31.19P

Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Answer 8

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Answer 9

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Answer 10

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Answer 12

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Answer 13

Ch. 31 - Problem 31.1 One component of jojoba oil is a wax...Ch. 31 - Problem 31.2 How would you expect the melting...Ch. 31 - Problem 31.3 Draw the products formed when...Ch. 31 - Problem 31.4 The main fatty acid component of the...Ch. 31 - Prob. 31.5P Ch. 31 - Problem 31.6 Draw the structure of a lecithin...Ch. 31 - Prob. 31.7P Ch. 31 - Problem 31.8 Why are phospholipids, but not...Ch. 31 - Problem 31.9 Explain why regularly ingesting a...Ch. 31 - Problem 31.10 Locate the isoprene units in each...

Solution Summary: The author explains how the ball-and-stick model of androsterone is converted to a skeletal structure by replacing black ball with C.

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Chapter 31 Solutions