ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 19, Problem 19.29P

Give the IUPAC name for each compound.

a. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  1 d. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  2

b. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  3 e. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  4

c. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  5 f. Chapter 19, Problem 19.29P, 19.29 Give the IUPAC name for each compound.
a. 			d. 
b. 		e. 
c. 			f. 
 , example  6

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 19.29P

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 19.29P , additional homework tip  1

Figure 1

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 the fourth 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
Check Mark
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 19.29P

The name of the compound is lithium 2-ethylpentanoate.

Explanation of Solution

The structure of the given compound is shown below.

ORGANIC CHEMISTRY, Chapter 19, Problem 19.29P , additional homework tip  2

Figure 2

The above compound has a chain of five carbon atoms. The compound contains the salt of carboxylic acid as a functional group. Ethyl group is attached to the second carbon atom. Therefore, the name of the compound is lithium 2-ethylpentanoate.

Conclusion

The me of the compound is lithium 2-ethylpentanoate.

Expert Solution
Check Mark
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 19.29P

The name of the compound is 1-ethyl-3-isobutylcyclopentanecarboxylic acid.

Explanation of Solution

The structure of the given compound is shown below.

ORGANIC CHEMISTRY, Chapter 19, Problem 19.29P , additional homework tip  3

Figure 3

The above compound contains cyclopentyl ring. The carboxylic acid is present as a functional group in the compound. Ethyl and isobutyl group are attached to first and third carbon atoms respectively. Therefore, the name of the compound is 1-ethyl-3-isobutylcyclopentanecarboxylic acid.

Conclusion

The name of the compound is 1-ethyl-3-isobutylcyclopentanecarboxylic acid.

Expert Solution
Check Mark
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 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 19.29P

The name of the compound is 5-bromo-4-ethyl-2-nitrobenzoic acid.

Explanation of Solution

The structure of the given compound is shown below.

ORGANIC CHEMISTRY, Chapter 19, Problem 19.29P , additional homework tip  4

Figure 4

The above compound contains an aromatic ring. The carboxylic acid is present as a functional group in the compound. The nitro, ethyl and bromo groups are attached to second, fourth and fifth carbon atoms respectively. Therefore, the name of the compound is 5-bromo-4-ethyl-2-nitrobenzoic acid.

Conclusion

The name of the compound is 5-bromo-4-ethyl-2-nitrobenzoic acid.

Expert Solution
Check Mark
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 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 19.29P

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 19.29P , additional homework tip  5

Figure 5

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

(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 19.29P

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 19.29P , additional homework tip  6

Figure 6

The above compound contains a chain of ten carbon atoms. The carboxylic acid is a functional group in the compound. The methyl, isopropyl and ethyl groups are 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 - Problem 19.11 Identify A-D in the following...Ch. 19 - Problem 9.12 Draw the cation that results when a...Ch. 19 - Problem 19.13 Draw the products of each acid-base...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 - Problem 19.17 Rank the compounds in each group in...Ch. 19 - Problem 19.18 Rank the compounds in each group in...Ch. 19 - Prob. 19.19PCh. 19 - Problem 19.20 Which of the following pairs of...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. 19.25PCh. 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. 19.28PCh. 19 - 19.29 Give the IUPAC name for each compound. a....Ch. 19 - 19.30 Draw the structure corresponding to each...Ch. 19 - Prob. 19.31PCh. 19 - 19.32 Rank the following compounds 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 - 19.36 Draw the products of each acid-base...Ch. 19 - 19.37 Which compound in each pair has the lower ?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - 19.39 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 - Prob. 19.48PCh. 19 - Prob. 19.49PCh. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.52PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.55PCh. 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 - 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 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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