(a) Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration. Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

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Answer 1

Question

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

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Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. c. How are ephedrine and pseudoephedrine related? N, d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 15 2.5

Part D. Do the two structures A and B of each pair drawn below represent the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, further classify them as enantiomers or diastereomers. H3C Structure A H3C HO H3C H3C Br T H H3C H HO H3CC H C Br HC H H H H CH₂Br CH₂CH3 H CH₂CH3 CH₂OH OH H HO G G H HO H HO G CH3 CH3 CH3 Br Hallo H H3C H Structure B H3C CH3 Br WING H Br HOCH₂ CH3 CH3 HO H CH₂OH H CH₂CH3 H CH₂CH3 H H H H H H Gim CH3 H OH "H ·GII. CH3 HO. OH OH CH3 CH3 OH Relationship of A and B

Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. C. How are ephedrine and pseudoephedrine related? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 825 1S 25

Answer 2

Question

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

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Answer 3

Question

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

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Answer 4

Question

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

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Answer 5

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 6

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 7

Chapter 5, Problem 5.50P

Interpretation Introduction

(a)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 8

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 9

Interpretation Introduction

(b)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 10

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 11

Interpretation Introduction

(c)

Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.

Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.

Answer 12

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Answer 15

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 - Prob. 5.5P Ch. 5 - Prob. 5.6P 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

Solution Summary: The author explains that the stereogenic center in the given molecule must be assigned R or S configuration.

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