Common Amides Amides O RC NH 2 Alkanoamide

Common Amides

Amides O R-C NH 2 • Alkanoamide

Formamide O H-C NH 2 • Methanoamide

Acetamide O CH 3 -C NH 2 • Ethanoamide

Amides O CH 3 -CH 2 -C NH 2 • Propanoamide

Amides O -C NH 2 • Benzoamide

N-methylbenzoamide O -C NH CH 3

Making Amides

Add Acids & Amines O R-C-OH + : NH 3 O + R-C-O + NH 4

Add Acids & Amines O R-C-OH + : NH 3

Dehydration of Am. S O + R-C-O + NH 4 O R-C-NH 2 + H 2 O Heat

Dehydration of Am. S O R-C-NH 2 + H 2 O

Add Acids & Amines O R-C-OH + : NH 3 O R-C-NH 2 + H 2 O

Dehydrating Agents • H 2 SO 4 • P 2 O 5

Acetic acid + Met amine O H 3 C-C-OH + CH 3 NH 2 O + H 3 C-C-O H 3 NCH 3

N-methylacetamide O + H 3 C-C-O H 3 NCH 3 heat O CH 3 H 3 C-C-NH + H 2 O

Drill: • Draw the organic reactant; then, draw & name the organic product of the dehydration of propanoamide.

Esters + Amines O R 1 -C-O-R 2 + : NH 3

Amides + Alcohols O R 1 -C-NH 2 + R 2 -OH

Methyl benzoate + A O -C-O-CH 3 + : NH 3

Benzoamide & Me. OH O -C-NH 2 + HO-CH 3

Anhydrides + Amines O O R 1 -C-O-C-R 2 + : NH 3

Amides + Acids O R 1 -C-NH 2 O + R 2 -C-OH

Polyamides

AA + HDA O O n HO-C-(CH 2)4 -C-OH -water + n H 2 N-(CH 2)6 -NH 2

Nylon 66 O O -(-C-(CH 2)4 -C NH -(HN-(CH 2)6 n

6 -aminohexanoic acid O x HO-C-(CH 2)5 -NH 2 -water

Nylon 6 O x -(-(CH 2)5 -C-NH-)-

COOH + COOH H 2 N

C=O + C O HN HN H 2 O

Nitriles

Making Nitriles O R-C-NH 2 Heat Dehydration Dehydrate amides

Nitrile + Water R-C-N: + H 2 O

Common Nitriles • R-C=N

Acetonitrile CH 3 -C=N

Hydrogen Cyanide H-C=N

Benzonitrile -C=N

Draw Isomers of C 4 H 7 NO 2

Draw Isomers of C 4 H 6 O 2