(a) Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn. Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

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Answer 1

Question

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

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Answer 2

Question

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

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Answer 3

Question

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

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Answer 4

Question

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

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Answer 5

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

Answer 6

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Answer 7

Chapter 31, Problem 31.35P

Interpretation Introduction

(a)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

Answer 8

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Answer 9

Interpretation Introduction

(b)

Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.

Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.

The stereogenic centers with R,S configuration are assigned according to Cahn-Ingold-Prelog rules. According to these rules, the substituents attached to stereogenic centers are given priority. On moving from higher priority to lower priority substituent in clockwise direction, the compound is assigned with R configuration. On moving from higher priority to lower priority substituent in anticlockwise direction, the compound is assigned with S configuration.

Answer 10

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

Answer 11

Interpretation Introduction

(c)

Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with CH3(CH2)5COCl and pyridine is to be drawn.

Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.

Answer 12

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Answer 13

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Answer 14

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Answer 15

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 the skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers.

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Chapter 31 Solutions