Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 19, Problem 19.51SP

(a)

Interpretation Introduction

Interpretation:

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

Concept introduction:

In the synthesis of para-butyl aniline the starting material is benzene. This on acid hydrolysis converts to ketonic product. Ketonic product reduces to butyl benzene which on nitration in presence of nitric acid and sulphuric acid gives a mixture of ortho-para products. After the separation of para product it further reduces in the presence of metallic catalyst to the butyl aniline.

(b)

Interpretation Introduction

Interpretation:

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

Concept introduction:

The starting material for the given synthesis is a bicyclic amine. The name of this organic compound is quinuclidine. It is used as a starting material for the preparation of 1-methyl-4-vinylpiperidine.

(c)

Interpretation Introduction

Interpretation:

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

Concept introduction:

In the given synthesis the starting material is biphenyl compound. In the compound of biphenyl two benzene rings are attached with each other by the carbon-carbon bond and with the loss of two hydrogen atoms. Biphenyl first undergoes nitration with nitric acid and sulphuric acid. Then it undergoes reduction for nitro group to amine group. Biphenyl amine reacts with ethyl chloride and converts to ethylbiphenyl amine. On further reduction and reaction with suitable reagent desired product is formed.

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Synthesize the products shown below starting from the reactants provided and using any other necessary reagents. Clearly draw out all reagents and intermediates on the pathway to the product.
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Chapter 19 Solutions

Organic Chemistry (9th 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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