Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
Question
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Chapter 25, Problem 25.3P
Interpretation Introduction

(a)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  1

Explanation of Solution

The IUPAC name of the compound is 2, 4-dimethylhexan-3-amine. The parent chain consists of hexane with amino group. Amino group is present at third carbon atom. Two methyl groups are present on second and fourth carbon atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  2

Figure 1

Conclusion

The structure of the given compound is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  3

Explanation of Solution

The IUPAC name of the compound is N-methylpentan-1-amine. The parent chain consists of pentane with amino group. Amino group is present at first carbon atom. Methyl group is bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  4

Figure 2

Conclusion

The structure of the given compound is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  5

Explanation of Solution

The IUPAC name of the compound is N-isopropyl-p-nitroaniline. The parent ring consists of aniline. Amino group and nitro group are present at para position in the benzene ring. Isopropyl group is bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  6

Figure 3

Conclusion

The structure of the given compound is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  7

Explanation of Solution

The IUPAC name of the compound is N-methylpiperidine. The parent amine is piperidine. Methyl group is bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  8

Figure 4

Conclusion

The structure of the given compound is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  9

Explanation of Solution

The IUPAC name of the compound is N,N-dimethylethanamine.The parent chain consists of ethane with amino group. Two methyl groups are bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  10

Figure 5

Conclusion

The structure of the given compound is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  11

Explanation of Solution

The IUPAC name of the compound is 2-aminocyclohexanone. The parent ring consists of cyclohexane with keto group. Amino group is present on second carbon atom. Methyl group is bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  12

Figure 6

Conclusion

The structure of the given compound is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

2. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

3. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  13

Explanation of Solution

The IUPAC name of the compound is N-methylaniline. The parent ring consists of aniline. Methyl group is bonded to nitrogen atom. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  14

Figure 7

Conclusion

The structure of the given compound is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to given compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for hydrocarbon are:

1. The hydrocarbon is named after the longest carbon chain.

1. The parent hydrocarbon containing amino group is named as alkane with suffix amine.

2. When the nitrogen atom of amine is substituted with alkyl groups, then the amine is named with prefix N before the alkyl groups.

Expert Solution
Check Mark

Answer to Problem 25.3P

The structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  15

Explanation of Solution

The IUPAC name of the compound is m-ethylaniline. The parent ring consists of aniline. Ethyl group and amino group are present at meta positions on benzene ring. Hence, the structure of the given compound is,

Organic Chemistry, Chapter 25, Problem 25.3P , additional homework tip  16

Figure 8

Conclusion

The structure of the given compound is shown in Figure 8.

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Chapter 25 Solutions

Organic Chemistry

Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Problem 25.18 Write out steps to show how each of...Ch. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Problem 25.22 Which nitrogen atom in each compound...Ch. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Problem 25.28 Draw the major product formed in...Ch. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Problem 25.31 Devise a synthesis of each compound...Ch. 25 - Prob. 25.32PCh. 25 - Problem 25.33 What starting materials are needed...Ch. 25 - Problem 25.34 (a) What two components are needed...Ch. 25 - Prob. 25.35PCh. 25 - Prob. 25.36PCh. 25 - 25.37 Varenicline (trade name Chantix) is a drug...Ch. 25 - Give a systematic or common name for each...Ch. 25 - Prob. 25.39PCh. 25 - 25.40 How many stereogenic centers are present in...Ch. 25 - 25.41 Rank the compounds in each group in order of...Ch. 25 - 25.42 Decide which atom in each molecule is most...Ch. 25 - 25.43 Explain why pyrimidine is less basic than...Ch. 25 - 25.44 Rank the nitrogen atoms in each compound in...Ch. 25 - 25.45 Explain why nitroaniline is a stronger base...Ch. 25 - 25.46 Explain the observed difference in the...Ch. 25 - 25.47 Why is pyrrole more acidic than...Ch. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50PCh. 25 - 25.51 How would you separate toluene , benzoic...Ch. 25 - 25.52 Draw the products formed when methylaniline ...Ch. 25 - Prob. 25.53PCh. 25 - Prob. 25.54PCh. 25 - 25.55 Draw the organic products formed in each...Ch. 25 - Prob. 25.56PCh. 25 - 25.57 Identify A, B, and C, three intermediates in...Ch. 25 - Prob. 25.58PCh. 25 - Prob. 25.59PCh. 25 - 25.60 A chiral amine A having the configuration...Ch. 25 - 25.61 Draw a stepwise mechanism for each...Ch. 25 - 25.62 Draw a stepwise mechanism for the following...Ch. 25 - Prob. 25.63PCh. 25 - 25.64 Tertiary aromatic amines react with and ...Ch. 25 - 25.65 Devise a synthesis of each compound from...Ch. 25 - Prob. 25.66PCh. 25 - Prob. 25.67PCh. 25 - Prob. 25.68PCh. 25 - Prob. 25.69PCh. 25 - 25.70 Devise a synthesis of each biologically...Ch. 25 - 25.71 Devise a synthesis of each compound from...Ch. 25 - 25.72 Three isomeric compounds A, B, and C, all...Ch. 25 - 25.73 Treatment of compound D with LiAlH4 followed...Ch. 25 - Prob. 25.74PCh. 25 - 25.75 Rank the following compounds in order of...Ch. 25 - Prob. 25.76PCh. 25 - Prob. 25.77PCh. 25 - Prob. 25.78P
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