(a) Interpretation: An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/ HN O 3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated. Concept Introduction: Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Question

Want to see the full answer?

Answer 1

Question

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

In an SN2 reaction between 2-chlorobutane and iodide ion, what happens to the rate of the reaction if: (a) the concentration of 2-chlorobutane is doubled? (b) the concentration of iodide is doubled?

In an aqueous solution containing sodium bicarbonate, aniline reacts quickly withbromine to give 2,4,6-tribromoaniline. Nitration of aniline requires very strong conditions,however, and the yields (mostly m-nitroaniline) are poor.(a) What conditions are used for nitration, and what form of aniline is present under theseconditions?

The following questions concern ethyl (2-oxocyclohexane)carboxylate.(a) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)-carboxylate by a Dieckmann cyclization.(b) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)-carboxylate by acylation of a ketone.(c) Write structural formulas for the two most stable enol forms of ethyl (2-oxocyclohexane)carboxylate.(d) Write the three most stable resonance contributors to the most stable enolate derived from ethyl (2-oxocyclohexane)carboxylate.(e) Show how you could use ethyl (2-oxocyclohexane)carboxylate to prepare 2-methylcyclohexanone.(f) Give the structure of the product formed on treatment of ethyl (2-oxocyclohexane)-carboxylate with acrolein (H2C=CHCH=O) in ethanol in the presence of sodium ethoxide

Answer 2

Question

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Answer 6

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Answer 7

Chapter 22, Problem 22.13P

Interpretation Introduction

(a)

Interpretation:

An explanation as to why the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in acetic acid/HNO3 and the rate of racemization of 1-phenyl-2-methyl-1-butanone are identical in the same conditions is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. Racemic mixture is the mixture containing equal amount of two enantiomers. Racemization is the process of formation of a racemic mixture.

Answer 8

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Answer 9

Interpretation Introduction

(b)

Interpretation:

An explanation as to why the rate of bromination and iodination of acetophenone are identical at a given acid concentration is to be stated.

Concept Introduction:

Halogenation reaction of ketone takes place at the α carbon. Halogenation reaction can takes place either in acidic or in basic medium. In the halogenation reaction of ketone first keto gets converted into enol then halogen gets added to the enol structure to form intermediate which after elimination of HX forms haloketone.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 22 - Prob. 22.1P Ch. 22 - Prob. 22.2P Ch. 22 - Prob. 22.3P Ch. 22 - Prob. 22.4P Ch. 22 - Prob. 22.5P Ch. 22 - Prob. 22.6P Ch. 22 - Prob. 22.7P Ch. 22 - Prob. 22.8P Ch. 22 - Prob. 22.9P Ch. 22 - Prob. 22.10P

Solution Summary: The author explains that the rate of iodination of optically active 1-phenyl-2-methyl-1-butanone in aqueous acetic acid is identical.

Want to see the full answer?

Chapter 22 Solutions