Amines and Amides 1.7

Amines and Amides 1.7 • Amines: • Organic compounds of nitrogen N • Classified as primary, secondary, tertiary CH3 CH3   CH3—NH2 CH3—NH CH3—N — CH3 1° 2° 3°

Naming Amines CH3CH2NH2 CH3—NH —CH3 ethanamineN-methylmethanamine NH2 | CH3CHCH3 Propan-2-amine aniline N-methyl aniline

Learning Check AM1 Give the name and classify as primary, secondary or tertiary: A. CH3NHCH2CH3 CH3 | B. CH3CH2NCH3

Solution AM1 A. CH3NHCH2CH3 N-methyl ethanamine, 2° CH3 | • CH3CH2NCH3 N,N-dimethylethanamine 3°

Alkaloids • Physiologically active nitrogen-containing compounds • Obtained from plants • Used as anesthetics, antidepressants, and stimulants • Many are addictive

Nicotine

Caffeine

Procaine

Leaning Check AM2 Write a structural formula for • Pentan-2-amine B. cyclohexan-1,3-diamine

Solution AM2 A.pentan-1-amine CH3CH2CH2CH2CH2-NH2 B. cyclohexan-1,3-diamine

Amides Formed by the condensation reaction of an acid and an amine

Naming Amides Alkanamidefrom acid name O methanamide (IUPAC) HC–NH2 O propanamide (IUPAC) CH3CH2C–NH2

Naming Amides with N-Groups O  CH3C–NHCH3N-methylethanamide (IUPAC) O  CH3CH2C–N(CH3)2 N,N-dimethylpropanamide

Learning Check AM3 Name the following amides: O  A. CH3CH2CH2C–NH2 O  B. CH3C–N(CH2CH3)2

Solution AM3 O  A. CH3CH2CH2C–NH2 butanamide O  B. CH3C–N(CH2CH3)2 N,N-diethylethanamide;

Learning Check AM4 Draw the structures of A. Pentanamide B. N-methylbutanamide

Solution AM4 A. Pentanamide O  CH3CH2CH2CH2C–NH2 B. N-methylbutanamide O  CH3CH2CH2C–NHCH3

Amines and Amides 1.7