(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? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 825 1S 25

Locate the stereogenic centers in each molecule. Compounds may have one or more stereogenic centers.

Locating Stereogenic Centers Locate the stereogenic centers in each drug. Albuterol is a bronchodilator— that is, it widens airways—so it is used to treat asthma. Chloramphenicol is an antibiotic used extensively in developing countries because of its low cost.

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 13

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Answer 14

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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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