(a) Interpretation: The orientation of CH 3 and OH groups in the given compound is to be predicted. Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Answer 1

Question

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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5a. Draw a Newman Projection for the following compound. 5b. Rotation about the C3 – C4 bond in conformer 1 leads to two less stable staggered conformers. Draw a Newman Projection for one of these less stable conformers, as viewed down the C3 to C4 bond. What is the single highest energy gauche interaction in the Newman Projection?

Answer the following questions about compound A, which contains a CH3 group and OH group bonded to the carbon skeleton that consists of three six-membered rings in the conformation shown.a.Are the CH3 and OH groups oriented cis or trans to each other? b. Is a substituent on Ca that is cis to the CH3 group located in the axial or equatorial position? c. Is an equatorial Br at Cb oriented cis or trans to the OH group? d. Is the H atom on Cc located cis or trans to the OH group? e.Is a substituent on Cd that is trans to the OH group located in the axial or equatorial position?

Which statement is true about these conformers? H. H. H H CH3 H3C H. H,C H,C H. H. A O A and B are equally stable O Difficult to predict O A more stable than B ) B more stable than

Answer 2

Question

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Answer 3

Question

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Answer 4

Question

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Answer 5

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 6

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 7

Chapter 4, Problem 4.57P

Interpretation Introduction

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 8

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 9

Interpretation Introduction

(b)

Interpretation: The location of substituent on Ca that is cis to CH3 group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 10

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 11

Interpretation Introduction

(c)

Interpretation: The orientation of an equatorial Br at Cb to the OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 12

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 13

Interpretation Introduction

(d)

Interpretation: The orientation of substituent H on Cc to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 14

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 15

Interpretation Introduction

(e)

Interpretation: The location of substituent on Cd that is tans to OH group in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Answer 16

Expert Solution & Answer

Answer 17

Expert Solution & Answer

Answer 18

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Answer 19

Ch. 4 - Prob. 4.1P Ch. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4P Ch. 4 - Prob. 4.5P Ch. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P

(a) Interpretation: The orientation of CH 3 and OH groups in the given compound is to be predicted. Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Solution Summary: The author explains that the orientation of CH‘s methyl and hydroxyl groups in the given compound is trans.

Concept explainers

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Chapter 4 Solutions

(a) Interpretation: The orientation of CH 3 and OH groups in the given compound is to be predicted. Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

Solution Summary: The author explains that the orientation of CH­‘s methyl and hydroxyl groups in the given compound is trans.

Concept explainers

(a) Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted. Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.

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Chapter 4 Solutions

Solution Summary: The author explains that the orientation of CH‘s methyl and hydroxyl groups in the given compound is trans.

(a)

Interpretation: The orientation of CH3 and OH groups in the given compound is to be predicted.

Concept introduction: Cis–trans isomers are geometrical isomers. Cis-isomer contains two groups on the same side of the ring. Trans-isomer contains two groups on the opposite side of the ring.