Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 19, Problem 19.28P

Give the IUPAC name for each compound.

a. (CH 3 ) 2 CHCH 2 CH 2 CO 2 H e. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  1 h. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  2

b. BrCH 2 COOH

c. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  3 f. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  4 i. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  5

d. CH 3 CH 2 CH 2 COO Li + g. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  6 j. Chapter 19, Problem 19.28P, Give the IUPAC name for each compound. a. (CH3)2CHCH2CH2CO2H e. h. b. BrCH2COOH c. f. i. d. , example  7

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of the parent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 4- methylpentanoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  1

Figure 1

The above compound has a chain of five carbon atoms. The carboxylic acid is present as a functional group in the compound. One methyl group is present at the fourth carbon atom. Therefore, the name of the compound is 4- methylpentanoic acid.

Conclusion

The name of the compound is 4- methylpentanoic acid.

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Interpretation Introduction

(b)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of the parent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 2- bromoethanoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  2

Figure 2

The above compound has a chain of two carbon atoms. The carboxylic acid is present as a functional group in the compound. One bromo group is present at the second carbon atom. Therefore, the name of the compound is 2- bromoethanoic acid.

Conclusion

The name of the compound is 2- bromoethanoic acid.

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Interpretation Introduction

(c)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of the parent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 4,4,5,5- tetramethyloctanoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  3

Figure 3

The above compound has a chain of eight carbon atoms. The carboxylic acid is present as a functional group in the compound. Two methyl groups are present at thefourth carbon atom and two methyl groups are present at the fifth carbon atom. Therefore, the name of the compound is 4,4,5,5- tetramethyloctanoic acid.

Conclusion

The name of the compound is 4,4,5,5- tetramethyloctanoic acid.

Expert Solution
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Interpretation Introduction

(d)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is lithium butanoate.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  4

Figure 4

The above compound has a chain of five carbon atoms. The compound contains the salt of carboxylic acid as a functional group. Therefore, the name of the compound is lithium butanoate.

Conclusion

The name of the compound is lithium butanoate.

Expert Solution
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Interpretation Introduction

(e)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 1- ethylcyclopentanecarboxylic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  5

Figure 5

The above compound contains cyclopentyl ring. The carboxylic acid is present as a functional group in the compound. Ethyl group is attached to first carbon atom. Therefore, the name of the compound is 1- ethylcyclopentanecarboxylic acid.

Conclusion

The name of the compound is 1- ethylcyclopentanecarboxylic acid.

Expert Solution
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Interpretation Introduction

(f)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of the parent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 2,4- dimethylcyclohexanecarboxylic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  6

Figure 6

The above compound contains cyclohexyl ring. The carboxylic acid is present as a functional group in the compound. One methyl group is present at the second carbon atom and other at the fourth carbon atom. Therefore, the name of the compound is 2,4- dimethylcyclohexanecarboxylic acid.

Conclusion

The name of the compound is 2,4- dimethylcyclohexanecarboxylic acid.

Expert Solution
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Interpretation Introduction

(g)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 2-bromobenzoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  7

Figure 7

The above compound contains an aromatic ring. The carboxylic acid is present as a functional group in the compound. The bromogroupis attached to second carbon atom. Therefore, the name of the compound is 2-bromobenzoic acid.

Conclusion

The name of the compound is 2-bromobenzoic acid.

Expert Solution
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Interpretation Introduction

(h)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 4-ethylbenzoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  8

Figure 8

The above compound contains an aromatic ring. The carboxylic acid is present as a functional group in the compound. The ethyl group is attached to fourth carbon atom. Therefore, the name of the compound is 4-ethylbenzoic acid.

Conclusion

The name of the compound is 4-ethylbenzoic acid.

Expert Solution
Check Mark
Interpretation Introduction

(i)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is sodium 2- methylhexaneoate.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  9

Figure 9

The above compound contains the chain of six carbon atoms. The salt of a carboxylic acid is a functional group in the compound. Methyl group is attached to second carbon atom. Therefore, the name of the compound is sodium 2- methylhexaneoate.

Conclusion

The name of the compound is sodium 2- methylhexaneoate.

Expert Solution
Check Mark
Interpretation Introduction

(j)

Interpretation: The IUPAC name for each compound is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. One should follow the given three steps to derive the structure of the compound from its IUPAC name. The first step involves the identification of theparent name and the functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is the addition of substituents at appropriate carbon atoms.

Answer to Problem 19.28P

The name of the compound is 7- ethyl -5- isopropyl -3- methyldecanoic acid.

Explanation of Solution

The structure of the given compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.28P , additional homework tip  10

Figure 10

The above compound contains a chain of ten carbon atoms. The carboxylic acid is a functional group in the compound. The methyl, isopropyl andethyl groupsare attached to third, fifth and seventh carbon atom respectively. Therefore, the name of the compound is 7- ethyl -5- isopropyl -3- methyldecanoic acid.

Conclusion

The name of the compound is 7- ethyl -5- isopropyl -3- methyldecanoic acid.

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Chapter 19 Solutions

Organic Chemistry

Ch. 19 - Prob. 19.11PCh. 19 - Draw the products of each acid-base reaction.Ch. 19 - Problem 19.14 Given the values in Appendix A,...Ch. 19 - Problem 19.15 Rank the labeled protons in...Ch. 19 - Problem 19.16 Match each of the following values ...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - Prob. 19.18PCh. 19 - Which of the following pairs of compounds can be...Ch. 19 - Problem 19.21 Two other commonly used sulfonic...Ch. 19 - Problem 19.22 Draw both enantiomers of each amino...Ch. 19 - Problem 19.23 Explain why amino acids, unlike most...Ch. 19 - Problem 19.24 Draw the positively charged,...Ch. 19 - Prob. 19.24PCh. 19 - Problem 19.26 Explain why the of the group of...Ch. 19 - Answer each question for A and B depicted in the...Ch. 19 - Prob. 19.27PCh. 19 - Give the IUPAC name for each compound. a....Ch. 19 - Prob. 19.29PCh. 19 - Draw the structures and give the IUPAC names for...Ch. 19 - Prob. 19.31PCh. 19 - Rank the compounds in each group in order of...Ch. 19 - 19.33 Draw the organic products formed in each...Ch. 19 - 19.34 Identify the lettered compounds in each...Ch. 19 - 19.35 Using the table in Appendix A, determine...Ch. 19 - Draw the products of each acid-base reaction, and...Ch. 19 - Which compound in each pair has the lower pKa?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - 19.40 Match the values to the appropriate...Ch. 19 - Prob. 19.41PCh. 19 - 19.42 Which carboxylic acid has the lower ,...Ch. 19 - Prob. 19.43PCh. 19 - 19.44 Explain the following statement. Although...Ch. 19 - Prob. 19.45PCh. 19 - 19.46 Explain why the of compound A is lower than...Ch. 19 - 19.47 Rank the following compounds in order of...Ch. 19 - Explain the following result. Acetic acid...Ch. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.51PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.54PCh. 19 - Can octane and octan -1- ol be separated using an...Ch. 19 - 19.57 Identify each compound from its spectral...Ch. 19 - 19.58 Use the NMR and IR spectra given below to...Ch. 19 - 19.59 An unknown compound (molecular formula )...Ch. 19 - 19.60 Propose a structure for (molecular formula...Ch. 19 - Prob. 19.60PCh. 19 - 19.61 Match the data to the appropriate...Ch. 19 - Prob. 19.62PCh. 19 - Prob. 19.63PCh. 19 - Prob. 19.64PCh. 19 - 19.65 For each amino acid ,draw its neutral,...Ch. 19 - Calculate the isoelectric point for each amino...Ch. 19 - 19.67 Lysine and tryptophan are two amino acids...Ch. 19 - Prob. 19.68PCh. 19 - Prob. 19.69PCh. 19 - Prob. 19.70PCh. 19 - Prob. 19.71PCh. 19 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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