Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
Question
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Chapter 19, Problem 19.42SP

(a)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

In the conversion of benzene to amide electrophilic aromatic substitution reaction takes place. Further this reaction is followed by reduction with good reducing agent like lithium aluminium hydride. Such reduction forms aniline.

(b)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

The reaction of aryl sulfonyl chloride with aniline leads to the formation of corresponding sulphonamide. In this reaction hydrogen chloride molecule removes as a side product.

(c)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

In the conversion of cyclic amine to acyclic alkenamine excess amount of methylating agent is used. The use of this methylating leads to the formation of quaternary ammonium salt. That salt on hydrolysis coverts to the corresponding acyclic alkenamine.

(d)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

In the conversion of cyclic ketone to cyclic amine, ketone is first reacted with alcohol, followed by reduction in the presence of Ni,Pd,Pt.

(e)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

The reaction of amines (tertiary amines) with hydrogen peroxide gives N-oxide. This elimination is called cope-elimination because here cyclic transition state is formed.

(f)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

The reaction of amines (tertiary amines) with hydrogen peroxide gives N-oxide. This elimination is called cope-elimination because here cyclic transition state is formed. Here, beta hydrogen of nitrogen is abstracted by oxygen atom and gives alkene and hydroxyl amine as a major product. This elimination is like cis elimination because here cyclic transition state is formed.

(g)

Interpretation Introduction

Interpretation:

The given synthesis by using the necessary reagents is to be shown.

Concept introduction:

The conversion of carboxylic acid to acid chloride is completed by PCl5,SOCl2 so on. The further reaction of acid chloride with diethyl amine leads to the conversion of acid chloride into acid amide.

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Chapter 19 Solutions

Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition

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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