(a) Interpretation: The reason corresponding to the fact that after the reaction of ( R ) − 2 − methylcyclohexanone with NaOH in the presence of H 2 O , the optically active solution gradually loses optical activity is to be stated. Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers. The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture. The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

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Answer 1

Question

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

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Explain each observation: (a) When (R)-2-methylcyclohexanone is treated with NaOH in H2O, the optically active solution gradually loses optical activity. (b) When (R)-3-methylcyclohexanone is treated with NaOH in H2O, the solution remains optically active.

When each halohydrin is treated with NaH, a product of molecular formula C4H8O is formed. Draw the structure of the product and indicate its stereochemistry.

When (R)-6-bromo-2,6-dimethylnonane is dissolved in CH3OH, nucleophilic substitution yields an optically inactive solution. When the isomeric halide (R)-2-bromo-2,5-dimethylnonane is dissolved in CH3OH under the same conditions, nucleophilic substitution forms an optically active solution. Draw the products formed in each reaction, and explain why the difference in optical activity is observed.

Answer 2

Question

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

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Answer 3

Question

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

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Answer 4

Question

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

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Answer 5

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Answer 6

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Answer 7

Chapter 23, Problem 23.11P

Interpretation Introduction

(a)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−2−methylcyclohexanone with NaOH in the presence of H2O, the optically active solution gradually loses optical activity is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Answer 8

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Answer 9

Interpretation Introduction

(b)

Interpretation: The reason corresponding to the fact that after the reaction of (R)−3−methylcyclohexanone with NaOH in the presence of H2O, the solution remains optically active is to be stated.

Concept introduction: The stereoisomers that possess the mirror images of each other which are not superimposable or not identical to each other are termed as enantiomers.

The process of producing the equal mixture of possible enantiomers if any compound undergoes a transformation then this process is termed as racemization. The resultant mixture is known as racemic mixture.

The phenomenon by which a chiral molecule is observed to rotate the polarized light in either a clockwise direction or anticlockwise direction is called optical activity of that molecule.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains that the optically active solution loses optical activity after the reaction of (R)-2-methylcyclohexanone

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