[PDF] Chapter 6 Amines and Amides Learn the major chemical reactions





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Chapter 6 Amines and Amides

Learn the major chemical reactions of amines and amides and learn how to predict the products of amide synthesis and hydrolysis reactions. • Learn some of the 





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Chapter 6 Amines and Amides

Learn the major chemical reactions of amines and amides and learn how to predict the products of amide synthesis and hydrolysis reactions.



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Chapter 6 Amines and Amides

Chapter 6 Amines and Amides

Mr. Kevin A. Boudreaux

Angelo State University

CHEM 2353 Fundamentals of Organic Chemistry

Organic and Biochemistry for Today (Seager & Slabaugh) www.angelo.edu/faculty/kboudrea

Chapter Objectives:

•Learn to recognize the amine and amide functional groups. •Learn the IUPAC system for naming amines and amides. •Learn the important physical properties of the amines and amides. •Learn the major chemical reactions of amines and amides, and learn how to predict the products of amide synthesis and hydrolysis reactions. •Learn some of the important properties of condensation polymers, especially the polyamides.

Chapter 6

Amines and Amides

2

Nitrogen-Containing Functional Groups

• Nitrogen is in Group V of the periodic table, and in most of its compounds, it has three single bonds and one lone pair:

• In this chapter, we will take a look at two functional groups which contain nitrogen atoms connected to carbons: the amines and the amides.

RCO N R"R' Amide NRR'' R' Amine N

Chapter 6 Amines and Amides

3

Classification and

Nomenclature of Amines

4

Amines

• Amines and amides are abundant in nature. They are a major component of proteins and enzymes, nucleic acids, alkaloid drugs, etc. (Alkaloids are N-containing, weakly basic organic compounds; thousands of these substances are known.)

•Aminesare organic derivatives of ammonia, NH 3 , in which one or more of the three H's is replaced by a carbon group.

• Amines are classified as primary(1°), secondary (2°), or tertiary(3°), depending on how many carbon groups are connected to the nitrogen atom.

NRR'' R'

3° Amine

NRH H

1° Amine

NRH R'

2° Amine

NHH H

Ammonia

Chapter 6 Amines and Amides

5

Examples: Classifying Amines

• Classify the following amines as primary (1°), secondary (2°), or tertiary (3°). NCH 3 CH 2 CH 2 H H NCH 3 CH 3 CH 3 CH 3 CH 2 CHCH 3 NH 2 NCH 3 CH 2 H CH 3NH N 6

Nomenclature of Amines

•Simple 1°, 2°, and 3° amines: common (trivial) names are obtained by alphabetically arranging the names of the alkyl substituents on the nitrogen and adding the suffix -amine(e.g., ethylmethylamine).

•Amines in the IUPAC system: the "e" ending of the alkane name for the longest chain is replaced with -amine. The amine group is located by the position number. Groups that are attached to the nitrogen atom are located using "N" as the position number. More complex primary amines are named with - NH

2 as the aminosubstituent.

•Aromatic amines: named as derivatives of the parent compound aniline. Substituents attached to the nitrogen are indicated by using "N-" as the location number.

NH 2 aniline

Chapter 6 Amines and Amides

7

Examples: Nomenclature of Amines

• Provide common names for the following 2° and 3°amines; for 1° amines, provide common and/or IUPAC names where possible.

CH 3 NH 2 CH 3 NCH 3 H CH 3 CH 2 CH 2 NH 2 CH 3 NCH 2 CH 3 H 8

Examples: Nomenclature of Amines

• Provide common names for the following 2° and 3°amines; for 1° amines, provide common and/or IUPAC names where possible.

CH 3 CH 2 CH 2 CHCH 3 NH 2 CH 3 NCH 3 CH 3 CH 3 CHCH 2 CH 2 NH 2 NH 2 CH 3 CH 2 CH 2 CHCH 3 NHCH 3

Chapter 6 Amines and Amides

9

Examples: Nomenclature of Amines

• Provide common names for the following 2° and 3°amines; for 1° amines, provide common and/or IUPAC names where possible.

CH 3 CCH 2 CH 2 CH 2 CHCH 3 ONH 2 OH NH 2 10

Examples: Nomenclature of Amines

• Provide names for the following aromatic amines. NCH 3 CH 3quotesdbs_dbs7.pdfusesText_5
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