(a) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Answer 1

Question

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE

Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br A

Answer 2

Question

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Answer 3

Question

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Answer 4

Question

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Answer 5

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 6

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 7

Chapter 5, Problem 5.9P

Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 8

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 9

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 10

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 11

Interpretation Introduction

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 12

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 13

Interpretation Introduction

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 14

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 15

Interpretation Introduction

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 16

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 17

Interpretation Introduction

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Answer 18

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Answer 19

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Answer 20

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Answer 21

Ch. 5 - Prob. 5.1P Ch. 5 - Prob. 5.2P Ch. 5 - Draw the mirror image of each compound. Label each...Ch. 5 - Prob. 5.4P Ch. 5 - A molecule is achiral if it has a plane of...Ch. 5 - Problem 5.6 Locate the stereogenic centers in each...Ch. 5 - The facts in section 5.4A can be used to locate...Ch. 5 - Prob. 5.8P Ch. 5 - Prob. 5.9P Ch. 5 - Prob. 5.10P

(a) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Solution Summary: The author explains the stereogenic centers in the given compound.

Concept explainers

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Chapter 5 Solutions

(a) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

Solution Summary: The author explains the stereogenic centers in the given compound.

Concept explainers

(a) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(b) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(c) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(d) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(e) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(f) Interpretation: The stereogenic centers in the given compound are to be located. Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

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Chapter 5 Solutions

(a)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(b)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(c)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(d)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(e)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.

(f)

Interpretation: The stereogenic centers in the given compound are to be located.

Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.