Structural formula has to be drawn for a secondary arylamine with molecular formula C 7 H 9 N . Concept introduction: In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond. Amines are the derivatives of ammonia ( N H 3 ) with one or more of the hydrogens replaced with a substituent such as an alkyl group. Depending on the number of carbon side chain of the amide, different types of amides can form. If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine. If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine. If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine. If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Question

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Answer 1

Question

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

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Answer 2

Question

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Question

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

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Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Question

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

Answer 6

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

Answer 7

Chapter 23, Problem 23.20P

(a)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a secondary arylamine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 8

(a)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with two carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a secondary arylamine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 2

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

Answer 13

(b)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary arylamine with molecular formula $C8H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 14

(b)

Expert Solution

Explanation of Solution

Given molecular formula is $C8H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must attach to an aryl group.

Therefore,

Structural formula of a tertiary arylamine with molecular formula $C8H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 4

Answer 15

(b)

Expert Solution

Answer 16

(b)

Expert Solution

Answer 17

Expert Solution

Answer 18

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

Answer 19

(c)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a primary aliphatic amine with molecular formula $C7H9N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 20

(c)

Expert Solution

Explanation of Solution

Given molecular formula is $C7H9N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an alkyl group.

Therefore,

Structural formula of a primary aliphatic amine with molecular formula $C7H9N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 6

Answer 21

(c)

Expert Solution

Answer 22

(c)

Expert Solution

Answer 23

Expert Solution

Answer 24

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

Answer 25

(d)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral primary amine with molecular formula $C4H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chiral carbon: A carbon is said to be chiral carbon if it is bonded to four different substituents.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 26

(d)

Expert Solution

Explanation of Solution

Given molecular formula is $C4H11N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Since the compound is chiral, one carbon atom should be bonded with four different groups.

Therefore,

Structural formula of a chiral primary amine with molecular formula $C4H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 8

Chiral carbon is labelled with asterisk (*) as above.

Answer 27

(d)

Expert Solution

Answer 28

(d)

Expert Solution

Answer 29

Expert Solution

Answer 30

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

Answer 31

(e)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a tertiary heterocyclic amine with molecular formula $C6H11N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 32

(e)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H11N$ .

The compound is secondary amine so the nitrogen of amine group should be bonded with three carbon containing groups. Also this nitrogen atom must be one of the atoms of the ring since the compound is a heterocyclic amine.

Therefore,

Structural formula of a tertiary heterocyclic amine with molecular formula $C6H11N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 10

Answer 33

(e)

Expert Solution

Answer 34

(e)

Expert Solution

Answer 35

Expert Solution

Answer 36

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

Answer 37

(f)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a trisubstituted primary arylamine with molecular formula $C9H13N$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

If nitrogen atom of amine group is attached only to alkyl groups, then it is an aliphatic amine.

If nitrogen atom of amine group is attached to at least one aryl groups, then it is an aromatic amine.

If nitrogen atom of amine group is a part of an aromatic ring, then it is a heterocyclic aromatic amine.

If nitrogen atom of amine group is a part of a ring, then it is a heterocyclic amine.

Answer 38

(f)

Expert Solution

Explanation of Solution

Given molecular formula is $C9H13N$ .

The compound is primary amine so the nitrogen of amine group should be bonded with only one carbon containing group. Also this nitrogen atom must attach to an aryl group that has three substituents.

Therefore,

Structural formula of a trisubstituted primary arylamine with molecular formula $C9H13N$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 12

Answer 39

(f)

Expert Solution

Answer 40

(f)

Expert Solution

Answer 41

Expert Solution

Answer 42

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.

Answer 43

(g)

Interpretation Introduction

Interpretation:

Structural formula has to be drawn for a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ .

Concept introduction:

In chemistry Structure is the arrangement of chemical bonds between atoms in a molecule, specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.

Amines are the derivatives of ammonia $(NH3)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

If nitrogen atom in amine group is attached with four atoms or group of atoms then the compound can be named as the salt of the corresponding amine (quaternary ammonium salt).

Answer 44

(g)

Expert Solution

Explanation of Solution

Given molecular formula is $C6H16NCl$ .

The compound is quaternary ammonium salt so the nitrogen of amine group should be bonded with group of atoms. Since the compound is chiral, the four groups attached to this nitrogen should be different.

Therefore,

Structural formula of a chiral quaternary ammonium salt with molecular formula $C6H16NCl$ is,

OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 23, Problem 23.20P , additional homework tip 14

Chiral atom is labelled with asterisk (*) as above.