The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed. Concept introduction: In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

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Answer 1

Question

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

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Answer 2

Question

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

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Answer 3

Question

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

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Answer 4

Question

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

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Answer 5

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 6

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

Answer 7

Chapter 18.16, Problem 18.28P

(a)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

In the acid catalyzed reaction of cyclohexanone, proton first attacks on cyclohexanone and protonation takes place. After protonation the addition of alcohol is done. In the last step deprotonation occurs to get the final product.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The mechanisms for the acid-catalyzed reaction of cyclohexanone and for the acid-catalyzed hydrolysis of cyclohexanone are to be compared in reverse order and the similarities between them are to be stated.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The mechanism for the acid-catalyzed hydrolysis of acetal is to be proposed.

Concept introduction:

Hydrolysis is defined as the phenomenon in which the chemical breakdown of a compound takes place by its reaction with water. A functional group is defined as a portion of the compound that is a recognizable group of bound atoms.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5P Ch. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7P Ch. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P

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Chapter 18 Solutions