Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
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Chapter 16, Problem 16.2P
Interpretation Introduction

(a)

Interpretation:

The structure of p-chlorophenol is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 16.2P

The structure of p-chlorophenol is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  1

Explanation of Solution

The aromatic compound, p-chlorophenol contains a phenyl ring attached to a hydroxyl group and a chlorine atom substituted at the para-position as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  2

Figure 1

Conclusion

The structure of p-chlorophenol is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation:

The structure of m-nitrotoluene is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 16.2P

The structure of m-nitrotoluene is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  3

Explanation of Solution

The aromatic compound, m-nitrotoluene contains a phenyl ring attached to a methyl group and a nitro group substituted at the meta-position as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  4

Figure 2

Conclusion

The structure of m-nitrotoluene is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation:

The structure of 3, 4-dichlorotoluene is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 16.2P

The structure of 3, 4-dichlorotoluene is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  5

Explanation of Solution

The aromatic compound, 3, 4-dichlorotoluene contains a phenyl ring attached to a methyl group and two chlorine atoms substituted at the meta-and para-position with respect to the methyl group as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  6

Figure 3

Conclusion

The structure of 3, 4-dichlorotoluene is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation:

The structure of 1-bromo-2-propylbenzene is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 16.2P

The structure of 1-bromo-2-propylbenzene is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  7

Explanation of Solution

The aromatic compound, 1-bromo-2-propylbenzene contains a benzene ring attached to a propyl group and a bromine atom substituted at the ortho-position with respect to the bromine atom as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  8

Figure 4

Conclusion

The structure of 1-bromo-2-propylbenzene is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation:

The structure of methyl phenyl ether is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 16.2P

The structure of methyl phenyl ether is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  9

Explanation of Solution

The compound, methyl phenyl ether contains a methyl group and a phenyl ring as a substituent attached to the oxygen atom of the ether functional group position as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  10

Figure 5

Conclusion

The structure of methyl phenyl ether is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation:

The structure of benzyl methyl ether is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 16.2P

The structure of benzyl methyl ether is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  11

Explanation of Solution

Benzene ring with a methyl substituent is known as a benzyl group. The compound, benzyl methyl ether contains a methyl group and a benzyl group as a substituent on the oxygen atom of the ether functional group as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  12

Figure 6

Conclusion

The structure of benzyl methyl ether is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation:

The structure of p-xylene is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 16.2P

The structure of p-xylene is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  13

Explanation of Solution

The common name of 1, 4-dimethylbenzene is p-xylene. The aromatic compound, p-xylene contains a phenyl ring attached to two methyl groups at the para-positions with respect to each other as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  14

Figure 7

Conclusion

The structure of p-xylene is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation:

The structure of o-cresol is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 16.2P

The structure of o-cresol is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  15

Explanation of Solution

The common name of 2-methylphenol is o-cresol. The aromatic compound, o-cresol contains a phenyl ring attached to a hydroxyl group and a methyl group substituted at the ortho-position with respect to the hydroxyl group as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  16

Figure 8

Conclusion

The structure of o-cresol is shown in Figure 8.

Interpretation Introduction

(i)

Interpretation:

The structure of 2, 4, 6-trichloroanisole is to be stated.

Concept introduction:

Aromatic compounds are those compounds which contains at least one aromatic ring. The naming of aromatic compounds uses the same rules as aliphatic compounds. The six-membered aromatic ring is named as benzene. IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 16.2P

The structure of 2, 4, 6-trichloroanisole is shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  17

Explanation of Solution

The aromatic compound, 2, 4, 6-trichloroanisole contains a phenyl ring attached to a methoxy group and three chlorine atoms substituted at both the ortho-positions and one at the para-position with respect to the methoxy group as shown below.

Organic Chemistry, Chapter 16, Problem 16.2P , additional homework tip  18

Figure 9

Conclusion

The structure of 2, 4, 6-trichloroanisole is shown in Figure 9.

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Chapter 16 Solutions

Organic Chemistry

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