ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
Question
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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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Chapter 19 Solutions

ORGANIC CHEMISTRY

Ch. 19.10B - Propose a mechanism for nitration of pyridine at...Ch. 19.10B - Prob. 19.12PCh. 19.10C - Prob. 19.13PCh. 19.10C - Prob. 19.14PCh. 19.11 - Propose a mechanism to show the individual...Ch. 19.11 - Prob. 19.16PCh. 19.12 - Give the products expected from the following...Ch. 19.13 - Prob. 19.18PCh. 19.13 - Prob. 19.19PCh. 19.14 - Prob. 19.20PCh. 19.15 - Prob. 19.21PCh. 19.15 - Prob. 19.22PCh. 19.16 - Prob. 19.23PCh. 19.17 - Prob. 19.24PCh. 19.17 - Prob. 19.25PCh. 19.18 - Prob. 19.26PCh. 19.19 - Prob. 19.27PCh. 19.20A - Addition of one equivalent of ammonia to...Ch. 19.20A - Prob. 19.29PCh. 19.20B - Show how you would accomplish the following...Ch. 19.20C - Prob. 19.31PCh. 19 - For each compound, 1. classify the...Ch. 19 - Prob. 19.33SPCh. 19 - Within each structure, rank the indicated...Ch. 19 - In each pair of compounds, select the stronger...Ch. 19 - Which of the following compounds are capable of...Ch. 19 - Complete the following proposed acid-base...Ch. 19 - Predict the products of the following reactions:...Ch. 19 - Prob. 19.39SPCh. 19 - Show how m-toluidine can be converted to the...Ch. 19 - The mass spectrum of tert-butylamine follows shows...Ch. 19 - Prob. 19.42SPCh. 19 - The following drugs are synthesized using the...Ch. 19 - Prob. 19.44SPCh. 19 - Synthesize from benzene. (Hint: All of these...Ch. 19 - Propose mechanisms for the following reactions.Ch. 19 - Prob. 19.47SPCh. 19 - Prob. 19.48SPCh. 19 - Prob. 19.49SPCh. 19 - Show how you can synthesize the following...Ch. 19 - Prob. 19.51SPCh. 19 - The alkaloid coniine has been isolated from...Ch. 19 - A chemist is summoned to an abandoned...Ch. 19 - Pyrrole undergoes electrophilic aromatic...Ch. 19 - Prob. 19.55SPCh. 19 - Prob. 19.56SPCh. 19 - An unknown compound shows a weak molecular ion at...Ch. 19 - A compound of formula C11H16N2 gives the IR,...Ch. 19 - (A true story.) A drug user responded to an ad...Ch. 19 - Prob. 19.60SPCh. 19 - Prob. 19.61SPCh. 19 - Prob. 19.62SPCh. 19 - Prob. 19.63SPCh. 19 - Prob. 19.64SPCh. 19 - Prob. 19.65SP
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