Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 20, Problem 20.2P
Interpretation Introduction

(a)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is 2,2dimethylbutanoicacid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  1

Figure 1

When a compound is named, the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  2

Figure 2

It contains a carboxyl group which is a higher priority functional group. The numbering is started from the carboxyl group. The parent chain is identified as butane. It is disubstituted at C2 position. There are two methyl groups present at C2 position. Therefore, the given compound is named as 2,2dimethylbutanoicacid.

Conclusion

The given compound is named as 2,2dimethylbutanoicacid.

Interpretation Introduction

(b)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is 9methyloctanoicacid.

Explanation of Solution

The structure of the given compound is shown as below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  3

Figure 3

When a compound is named the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  4

Figure 4

It contains a carboxyl group which is a higher priority functional group. The numbering is started from the carboxyl group. The parent chain is identified as decane. It is monosubstituted at C9 position. There is only one methyl group present at C9 position. Therefore the given compound is named as 9methyloctanoicacid.

Conclusion

The given compound is named as 9methyloctanoicacid.

Interpretation Introduction

(c)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is 3hydroxy4oxocyclohexanecarboxylicacid.

Explanation of Solution

The structure of the given compound is shown as below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  5

Figure 5

When a compound is named the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  6

Figure 6

It contains a carboxyl group which is a higher priority functional group. The numbering is started from the carboxyl group. The parent chain is identified as cyclohexane. Cyclohexane is disubstituted at C3 and C4 position. There is one hydroxyl group and one ketone group is present at C3 and C4 position respectively. Therefore the given compound is named as 3hydroxy4oxocyclohexanecarboxylicacid.

Conclusion

The given compound is named as 3hydroxy4oxocyclohexanecarboxylicacid.

Interpretation Introduction

(d)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is 2, 4dichlorobenzoic acid

Explanation of Solution

The structure of the given compound is shown as below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  7

Figure 7

When a compound is named the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  8

Figure 8

It contains a carboxyl group which is a higher priority functional group. The numbering is started from the carboxyl group. The parent chain is identified as benzene. Benzene is disubstituted at C2 and C4 position. There are two chlorine groups is present at C2 and C4 position respectively. Therefore, the given compound is named as 2, 4dichlorobenzoic acid.

Conclusion

The given compound is named as 2, 4dichlorobenzoic acid.

Interpretation Introduction

(e)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is 2methylpropanedioic acid.

Explanation of Solution

The structure of the given compound is shown as below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  9

Figure 9

When a compound is named the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  10

Figure 10

The numbering is started from the carboxyl group since the carboxyl group has higher priority over others. The parent chain is identified as propane. It contains two carboxyl groups named as a propanedioic acid. It is monosubstituted at C2 position. There is one methyl group is present at C2 position. Therefore, the given compound is named as 2methylpropanedioic acid.

Conclusion

The given compound is named as 2methylpropanedioic acid.

Interpretation Introduction

(f)

Interpretation:

The name of the given compound is to be stated.

Concept introduction:

Carboxylic acid is a class of organic compound that contains a COOH group attached with a hydrocarbon chain. They occur widely in nature that includes amino acid, acetic acid (vinegar) and so on. Deprotonation of carboxylic acid gives carboxylate anion which is mostly present in soaps. The name of these compounds ends with a suffix oicacid or icacid . Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.

• The next step is to identify the groups attached to the longest chain.

• Identify the position, location, and a number of the substituents bonded to the carbon chain.

• Use prefix di, tri, tetra if the same type of substituents are present.

• Name the substituents in alphabetical order.

Expert Solution
Check Mark

Answer to Problem 20.2P

The name of the given compound is cyclopropanoic acid..

Explanation of Solution

The structure of the given compound is shown as below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  11

Figure 11

When a compound is named the first thing is to identify the longest parent chain. If the parent chain is substituted, then it is numbered in such a manner so that the substituent gets the lowest locant number. In the given case, the structure is numbered as shown below.

Organic Chemistry, Chapter 20, Problem 20.2P , additional homework tip  12

Figure 12

It contains a carboxyl group which is a higher priority functional group. The numbering is started from the carboxyl group. The parent chain is identified as cyclopropane. Therefore the given compound is named as cyclopropanoic acid

Conclusion

The given compound is named as cyclopropanoic acid.

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