Organic Chemistry - MasteringChemistry
Organic Chemistry - MasteringChemistry
7th Edition
ISBN: 9780321867148
Author: Bruice
Publisher: PEARSON
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Chapter 19.13, Problem 12P

(a)

Interpretation Introduction

Interpretation: The structure of the given compound para-toluidine has to be drawn.

Concept introduction:

To indicate relative position on a benzene ring, three terms are mainly used and they are,

  1. (1) Ortho-(o): On adjacent carbons (1,2)
  2. (2) Meta-(m): Separated by one carbon (1,3)    
  3. (3) Para-(p): Separated by two carbons (1,4)

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  1

Aryl amines are the group of amines in which one or more of the hydrogen atoms of ammonia are replaced by aromatic group. Example: Aniline

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  2

Toluidine is an aryl amine whose structure is similar to aniline except that a methyl group is substituted onto the benzene ring.

(b)

Interpretation Introduction

Interpretation: The structure of the given compound meta-cresol has to be drawn.

Concept Introduction:

To indicate relative position on a benzene ring, three terms are mainly used and they are,

  1. (1) Ortho-(o): On adjacent carbons (1,2)
  2. (2) Meta-(m): Separated by one carbon (1,3)    
  3. (3) Para-(p): Separated by two carbons (1,4)

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  3

Phenol is an aromatic organic compound which contains an -OH group in benzene ring.

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  4

Cresol is a derivative of phenol which contains a methyl group other than the OH group in phenol.  Depend on the position of methyl group cresol can be exists in ortho, para and Meta forms.

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  5

(c)

Interpretation Introduction

Interpretation: The structure of the given compound para-xylene has to be drawn.

Concept Introduction:

To indicate relative position on a benzene ring, three terms are mainly used and they are,

  1. (1) Ortho-(o): On adjacent carbons (1,2)
  2. (2) Meta-(m): Separated by one carbon (1,3)
  3. (3) Para-(p): Separated by two carbons (1,4)

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  6

Dimethyl benzene compounds are known as xylene. Depends on the position of methyl group it can be exist as ortho, para and Meta compound.

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  7

(d)

Interpretation Introduction

Interpretation:

The structure of the given compound ortho-chlorobenzenesulfonic acid has to be drawn.

Concept introduction:

To indicate relative position on a benzene ring, three terms are mainly used and they are,

  1. (1) Ortho-(o): On adjacent carbons (1,2)
  2. (2) Meta-(m): Separated by one carbon (1,3)
  3. (3) Para-(p): Separated by two carbons (1,4)

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  8

Benzene sulfonic acid is an organosulfur compound with the following structure.

Organic Chemistry - MasteringChemistry, Chapter 19.13, Problem 12P , additional homework tip  9

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Chapter 19 Solutions

Organic Chemistry - MasteringChemistry

Ch. 19.13 - Prob. 13PCh. 19.13 - Prob. 14PCh. 19.14 - Prob. 15PCh. 19.14 - List the compounds in each set from most reactive...Ch. 19.15 - Prob. 18PCh. 19.15 - What product(s) result from nitration of each of...Ch. 19.15 - Prob. 20PCh. 19.16 - Which acid in each of the following pairs is...Ch. 19.16 - Prob. 23PCh. 19.16 - Prob. 24PCh. 19.18 - Show how the following compounds can be...Ch. 19.18 - Give the products, if any, of each of the...Ch. 19.19 - a. Does a coupling reaction have to be used to...Ch. 19.19 - PROBLEM 28 Show how each of the following...Ch. 19.20 - What is the major product(s) of each of the...Ch. 19.20 - Prob. 30PCh. 19.21 - Why isn't FeBr3 used as a catalyst in the first...Ch. 19.21 - Prob. 33PCh. 19.21 - Write the sequence of steps required for the...Ch. 19.21 - Prob. 35PCh. 19.22 - What product is formed from reaction of...Ch. 19.22 - Prob. 37PCh. 19.22 - Draw the structure of the activated ring and the...Ch. 19.23 - Prob. 39PCh. 19.23 - Prob. 40PCh. 19.23 - Diazomethane can be used to convert a carboxylic...Ch. 19.24 - Prob. 42PCh. 19.24 - Prob. 43PCh. 19.24 - Prob. 44PCh. 19.25 - Prob. 45PCh. 19 - Draw the structure for each of the following: a....Ch. 19 - Prob. 47PCh. 19 - Prob. 48PCh. 19 - Prob. 49PCh. 19 - For each of the statements in Column I, choose a...Ch. 19 - What product is obtained from the reaction of...Ch. 19 - Draw the product(s) of each of the following...Ch. 19 - Rank the following substituted anilines from most...Ch. 19 - Prob. 54PCh. 19 - The compound with the 1H NMR spectrum shown below...Ch. 19 - Prob. 56PCh. 19 - Show how the following compounds can be...Ch. 19 - Prob. 58PCh. 19 - Rank each group of compounds from most reactive to...Ch. 19 - Prob. 60PCh. 19 - Describe two ways to prepare anisole from benzene.Ch. 19 - For each of the following components, indicate the...Ch. 19 - Prob. 63PCh. 19 - Prob. 64PCh. 19 - Prob. 65PCh. 19 - Prob. 66PCh. 19 - An aromatic hydrocarbon with a molecular formula...Ch. 19 - The following tertiary alkyl bromides undergo an...Ch. 19 - Show how the following compounds can be...Ch. 19 - Use the four compounds shown below to answer the...Ch. 19 - a. Rank the following esters from most reactive to...Ch. 19 - A mixture of 0.10 mol benzene and 0.10 mol...Ch. 19 - Prob. 73PCh. 19 - Benzene underwent a Friedel-Crafts acylation...Ch. 19 - Prob. 75PCh. 19 - Prob. 76PCh. 19 - Prob. 77PCh. 19 - Friedel-Crafts alkylations can be carried out with...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - Prob. 80PCh. 19 - Prob. 81PCh. 19 - a. Describe four ways the following reaction can...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 84PCh. 19 - Describe how naphthalene can he prepared from the...Ch. 19 - Prob. 86PCh. 19 - Using resonance contributors for the carbocation...Ch. 19 - Prob. 88PCh. 19 - When heated with chromic acid, compound A forms...Ch. 19 - Prob. 90PCh. 19 - Prob. 91PCh. 19 - What reagents are required to carry out the...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - An unknown compound reacts with ethyl chloride and...Ch. 19 - How can you distinguish the following compounds...Ch. 19 - P-Fluoronitrobenzene is more reactive toward...Ch. 19 - a. Explain why the following reaction leads to the...Ch. 19 - Describe how mescaline can be synthesized from...Ch. 19 - Propose a mechanism for the following reaction...Ch. 19 - Explain why hydroxide ion catalyzes the reaction...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 102PCh. 19 - Prob. 103PCh. 19 - Describe how 3-methyl-1-phenyl-3-pentanol can he...Ch. 19 - a. How can aspirin be synthesized from benzene? b....Ch. 19 - Prob. 106PCh. 19 - Show how Novocain, a painkiller used frequently by...Ch. 19 - Prob. 108PCh. 19 - Saccharin, an artificial sweetener, is about 300...
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