Draw the structure corresponding to each name. (a) 3 , 3 − dimethylpentanoic acid (b) 4 − chloro − 3 − phenylheptanoic acid (c) ( R ) − 2 − chloropropanoic acid (d) m − hydroxybenzoic acid (e) potassium acetate (f) sodium α − bromobutyrate (g) 2 , 2 − dichloropentanedioic acid (h) 4 − isopropyl − 2 − methyloctanedioic acid

Question

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Answer 1

Textbook Question

Chapter 19, Problem 19.30P

Draw the structure corresponding to each name.

(a) 3 , 3 − dimethylpentanoic acid

(b) 4 − chloro − 3 − phenylheptanoic acid

(c) ( R ) − 2 − chloropropanoic acid

(d) m − hydroxybenzoic acid

(e) potassium acetate

(f) sodium α − bromobutyrate

(g) 2 , 2 − dichloropentanedioic acid

(h) 4 − isopropyl − 2 − methyloctanedioic acid

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

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Answer 2

Textbook Question

Chapter 19, Problem 19.30P

Draw the structure corresponding to each name.

(a) 3 , 3 − dimethylpentanoic acid

(b) 4 − chloro − 3 − phenylheptanoic acid

(c) ( R ) − 2 − chloropropanoic acid

(d) m − hydroxybenzoic acid

(e) potassium acetate

(f) sodium α − bromobutyrate

(g) 2 , 2 − dichloropentanedioic acid

(h) 4 − isopropyl − 2 − methyloctanedioic acid

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

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Answer 3

Textbook Question

Chapter 19, Problem 19.30P

Draw the structure corresponding to each name.

(a) 3 , 3 − dimethylpentanoic acid

(b) 4 − chloro − 3 − phenylheptanoic acid

(c) ( R ) − 2 − chloropropanoic acid

(d) m − hydroxybenzoic acid

(e) potassium acetate

(f) sodium α − bromobutyrate

(g) 2 , 2 − dichloropentanedioic acid

(h) 4 − isopropyl − 2 − methyloctanedioic acid

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

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Answer 4

Textbook Question

Chapter 19, Problem 19.30P

Draw the structure corresponding to each name.

(a) 3 , 3 − dimethylpentanoic acid

(b) 4 − chloro − 3 − phenylheptanoic acid

(c) ( R ) − 2 − chloropropanoic acid

(d) m − hydroxybenzoic acid

(e) potassium acetate

(f) sodium α − bromobutyrate

(g) 2 , 2 − dichloropentanedioic acid

(h) 4 − isopropyl − 2 − methyloctanedioic acid

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

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Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

Answer 8

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 13

Answer to Problem 19.30P

The structure corresponding to 3,3−dimethylpentanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 1

Answer 14

Explanation of Solution

The name of the compound is 3,3−dimethylpentanoic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On third carbon atom, two methyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 2

Figure 1

Answer 15

Conclusion

The structure of 3,3−dimethylpentanoic acid is drawn in Figure 1.

Answer 16

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 21

Answer to Problem 19.30P

The structure corresponding to 4−chloro−3−phenylheptanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 3

Answer 22

Explanation of Solution

The name of the compound is 4−chloro−3−phenylheptanoic acid. The name suggests that the longest carbon chain consists of seven carbon atoms. On third and fourth carbon atoms, phenyl and chlorine groups are attached respectively. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 4

Figure 2

Answer 23

Conclusion

The structure of 4−chloro−3−phenylheptanoic acid is drawn in Figure 2.

Answer 24

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 29

Answer to Problem 19.30P

The structure corresponding to (R)−2−chloropropanoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 5

Answer 30

Explanation of Solution

The name of the compound is (R)−2−chloropropanoic acid. The name suggests that the longest carbon chain consists of three carbon atoms. Chlorine group is attached to the second carbon atom.

The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The configuration of the compound is R because the movement from higher priority to lower priority substituent is in anti clockwise direction and the lowest priority group is present above the plane.

Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 6

Figure 3

Answer 31

Conclusion

The structure of (R)−2−chloropropanoic acid is drawn in Figure 3.

Answer 32

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 37

Answer to Problem 19.30P

The structure corresponding to m−hydroxybenzoic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 7

Answer 38

Explanation of Solution

The name of the compound is m−hydroxybenzoic acid. The name suggests that the compound contains an aromatic benzene ring. The functional group present in the compound is carboxylic acid. The hydroxyl group is attached at meta position in the benzoic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 8

Figure 4

Answer 39

Conclusion

The structure of m−hydroxybenzoic acid is drawn in Figure 4.

Answer 40

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 45

Answer to Problem 19.30P

The structure corresponding to potassium acetate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 9

Answer 46

Explanation of Solution

The name of the compound is potassium acetate. The name suggests that potassium is present in the place of hydrogen in acetic acid. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 10

Figure 5

Answer 47

Conclusion

The structure of potassium acetate is drawn in Figure 5.

Answer 48

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 53

Answer to Problem 19.30P

The structure corresponding to sodium α−bromobutyrate is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 11

Answer 54

Explanation of Solution

The name of the compound is sodium α−bromobutyrate. The name suggests that the longest carbon chain consists of four carbon atoms. On second carbon atom, bromine group is attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 12

Figure 6

Answer 55

Conclusion

The structure of sodium α−bromobutyrate is drawn in Figure 6.

Answer 56

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Answer 57

Expert Solution

Answer 58

Expert Solution

Answer 59

Expert Solution

Answer 60

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 61

Answer to Problem 19.30P

The structure corresponding to 2,2−dichloropentanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 13

Answer 62

Explanation of Solution

The name of the compound is 2,2−dichloropentanedioic acid. The name suggests that the longest carbon chain consists of five carbon atoms. On second carbon atom, two chlorine groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 14

Figure 7

Answer 63

Conclusion

The structure of 2,2−dichloropentanedioic acid is drawn in Figure 7.

Answer 64

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8

Conclusion

The structure of 4−isopropyl−2−methyloctanedioic acid 2,2−dichloropentanedioic acid is drawn in Figure 8.

Answer 65

Expert Solution

Answer 66

Expert Solution

Answer 67

Expert Solution

Answer 68

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be stated.

Concept introduction: International Union of Pure and Applied Chemistry gave guidelines to write the chemical name of molecules. There are 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 69

Answer to Problem 19.30P

The structure corresponding to 4−isopropyl−2−methyloctanedioic acid is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 15

Answer 70

Explanation of Solution

The name of the compound is 4−isopropyl−2−methyloctanedioic acid. The name suggests that the longest carbon chain consists of eight carbon atoms. On second and fourth carbon atom, methyl and isopropyl groups are attached. Therefore, the structure corresponding to the given name is,

PKG ORGANIC CHEMISTRY, Chapter 19, Problem 19.30P , additional homework tip 16

Figure 8