EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 8220100591310
Author: McMurry
Publisher: CENGAGE L
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Chapter 16.SE, Problem 56AP
Interpretation Introduction

a)

EBK ORGANIC CHEMISTRY, Chapter 16.SE, Problem 56AP , additional homework tip  1

Interpretation:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how p-chloroacetophenone can be synthesized is to be stated.

Concept introduction:

In aromatic electrophilic substitution reactions halogens are ortho and para directing groups while the keto group is a meta directing group. Hence to prepare p-chloroacetophenone, benzene has to be halogenated and the halobenzene obtained should be subjected to Friedal-Crafts acylation.

To state:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how p-chloroacetophenone can be synthesized.

Interpretation Introduction

b)

EBK ORGANIC CHEMISTRY, Chapter 16.SE, Problem 56AP , additional homework tip  2

Interpretation:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how m-bromonitrobenzene can be synthesized is to be stated.

Concept introduction:

In aromatic electrophilic substitution reactions halogens are ortho and para directing groups while the nitro group is a meta directing group. Hence to prepare m-bromonitrobenzene, benzene has to be first nitrated and the nitrobenzene obtained should be halogenated.

To state:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how m–bromonitrobenzene can be synthesized.

Interpretation Introduction

c)

EBK ORGANIC CHEMISTRY, Chapter 16.SE, Problem 56AP , additional homework tip  3

Interpretation:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how o-bromobenzenesulfonic acid can be synthesized is to be stated.

Concept introduction:

In aromatic electrophilic substitution reactions halogens are ortho and para directing groups while the sulfonic acid group is a meta directing group. Hence to prepare o-bromobenzenesulfonic acid, benzene has to be halogenated and the halobenzene obtained should be subjected to sulfonation.

To state:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how o-bromobenzenesulfonic acid can be synthesized.

Interpretation Introduction

d)

EBK ORGANIC CHEMISTRY, Chapter 16.SE, Problem 56AP , additional homework tip  4

Interpretation:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how m-chlorobenzenesulfonic acid can be synthesized is to be stated.

Concept introduction:

In aromatic electrophilic substitution reactions halogens are ortho and para directing groups while the sulfonic acid group is a meta directing group. Hence to prepare m-chlorobenzenesulfonic acid, benzene has to be sulfonated and the benzenesulfonicacid obtained should be halogenated.

To state:

Starting from benzene as the only source of aromatic compounds and assuming that the ortho and para isomers can be separated, if necessary, how m-chlorobenzenesulfonic acid can be synthesized.

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Chapter 16 Solutions

EBK ORGANIC CHEMISTRY

Ch. 16.4 - Prob. 11PCh. 16.4 - Acetanilide is less reactive than aniline toward...Ch. 16.4 - Prob. 13PCh. 16.5 - At what position would you expect electrophilic...Ch. 16.5 - Show the major product(s) from reaction of the...Ch. 16.6 - The herbicide oxyfluorfen can be prepared by...Ch. 16.7 - Treatment of p-bromotoluene with NaOH at 300°C...Ch. 16.8 - Prob. 18PCh. 16.8 - Prob. 19PCh. 16.8 - Prob. 20PCh. 16.9 - Prob. 21PCh. 16.10 - Prob. 22PCh. 16.10 - Prob. 23PCh. 16.SE - Prob. 24VCCh. 16.SE - The following molecular model of a...Ch. 16.SE - Prob. 26VCCh. 16.SE - Prob. 27VCCh. 16.SE - Aromatic iodination can be carried out with a...Ch. 16.SE - Prob. 29MPCh. 16.SE - The carbocation electrophile in a Friede1-Crafts...Ch. 16.SE - Prob. 31MPCh. 16.SE - The nitroso group, —N=O, is one of the few...Ch. 16.SE - Triphenylmethane can be prepared by reaction of...Ch. 16.SE - Using resonance structures of the intermediates,...Ch. 16.SE - Benzene and alkyl -substituted benzenes can be...Ch. 16.SE - Prob. 36MPCh. 16.SE - Hexachlorophene, a substance used in the...Ch. 16.SE - Benzenediazonium carboxylate decomposes when...Ch. 16.SE - 4-Chloropyridine undergoes reaction with...Ch. 16.SE - Propose a mechanism to account for the following...Ch. 16.SE - In the Gatterman-Kochreaction, a formyl group...Ch. 16.SE - Treatment of p-tert-butylphenol with a strong acid...Ch. 16.SE - Benzyl bromide is converted into benzaldehyde by...Ch. 16.SE - Prob. 44MPCh. 16.SE - Prob. 45MPCh. 16.SE - Prob. 46APCh. 16.SE - Prob. 47APCh. 16.SE - Prob. 48APCh. 16.SE - Predict the major monoalkylation products you...Ch. 16.SE - Name and draw the major product(s) of...Ch. 16.SE - Prob. 51APCh. 16.SE - Prob. 52APCh. 16.SE - What product(s) would you expect to obtain from...Ch. 16.SE - Prob. 54APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 56APCh. 16.SE - Prob. 57APCh. 16.SE - Prob. 58APCh. 16.SE - Prob. 59APCh. 16.SE - Prob. 60APCh. 16.SE - Prob. 61APCh. 16.SE - Prob. 62APCh. 16.SE - Prob. 63APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 65APCh. 16.SE - Prob. 66APCh. 16.SE - Draw resonance structures of the intermediate...Ch. 16.SE - Prob. 68APCh. 16.SE - p-Bromotoluene reacts with potassium amide to give...Ch. 16.SE - Prob. 70APCh. 16.SE - Prob. 71APCh. 16.SE - Prob. 72APCh. 16.SE - Use your knowledge of directing effects, along...Ch. 16.SE - Identify the reagents represented by the letters...Ch. 16.SE - Phenols (ArOH) are relatively acidic, and the...Ch. 16.SE - Prob. 76APCh. 16.SE - Prob. 77APCh. 16.SE - Melamine, used as a fire retardant and a component...
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