The major product, when the given amine undergoes exhaustive methylation, treatment with Ag 2 O , and heating is to be predicted. Concept introduction: Hofmann elimination reactions comprise the conversion of an amine into an alkene . The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Question

We learned four factors (ARIO) for comparing the relative acidity of compounds. When two of these factors are in competition, the order of priority is the order in which these factors were covered ("atom" being the most important factor and "orbital" being the least important). However, we also mentioned that there are exceptions to this order of priority. Compare the two compounds and identify the exception. OH PK-4.75 SH PK-10.6 5. "Resonance" is more important than "atom" because the conjugate base of first compound is more stable than the second. "Atom" is more important than "resonance" because the conjugate base of first compound is more stable than the second. "Resonance" is more important than "atom" because the conjugate base of second compound is more stable than the first. "Atom" is more important than "resonance" because the conjugate base of second compound is more stable than the first.

Answer 1

Question

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

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We learned four factors (ARIO) for comparing the relative acidity of compounds. When two of these factors are in competition, the order of priority is the order in which these factors were covered ("atom" being the most important factor and "orbital" being the least important). However, we also mentioned that there are exceptions to this order of priority. Compare the two compounds and identify the exception. OH PK-4.75 SH PK-10.6 5. "Resonance" is more important than "atom" because the conjugate base of first compound is more stable than the second. "Atom" is more important than "resonance" because the conjugate base of first compound is more stable than the second. "Resonance" is more important than "atom" because the conjugate base of second compound is more stable than the first. "Atom" is more important than "resonance" because the conjugate base of second compound is more stable than the first.

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Answer 2

Question

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

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Answer 3

Question

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

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Answer 4

Question

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

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Answer 5

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 6

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 7

Chapter 19.14, Problem 19.20P

(a)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The formation of major product, when the given amine undergo exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 14

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 15

(e)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 16

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 17

(f)

Interpretation Introduction

Interpretation:

The major product, when the given amine undergoes exhaustive methylation, treatment with Ag2O, and heating is to be predicted.

Concept introduction:

Hofmann elimination reactions comprise the conversion of an amine into an alkene. The quaternary ammonium salt is formed as an intermediate in these reactions followed by beta elimination to form the desired product. The major alkene will have less substitution at double bond of the alkene compound.

Answer 18

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Answer 29

Ch. 19.2A - Prob. 19.1P Ch. 19.2B - Prob. 19.2P Ch. 19.2B - Give correct names for the following amines:Ch. 19.3 - Prob. 19.4P Ch. 19.4 - Prob. 19.5P Ch. 19.6 - Rank each set of compounds in order of increasing...Ch. 19.8A - Prob. 19.7P Ch. 19.8C - Prob. 19.8P Ch. 19.8C - Prob. 19.9P Ch. 19.8D - a. Show how fragmentation occurs to give the base...

Solution Summary: The author explains how Hofmann elimination reactions comprise the conversion of an amine into an alkene.

Chapter 19 Solutions