Common Amides

Amides O

R-C

NH2

•Alkanoamide

Formamide O

H-C

NH2

•Methanoamide

Acetamide O

CH3-C

NH2

•Ethanoamide

Amides O

CH3-CH2-C

NH2

•Propanoamide

Amides O

-C

NH2

•Benzoamide

N-methylbenzoamide O

-C

NH

CH3

Making Amides

Add Acids & Amines O

R-C-OH + :NH3

O

R-C-O- + NH4+

Add Acids & Amines O

R-C-OH + :NH3

Dehydration of AmS O

R-C-O- + NH4+

O

R-C-NH2 + H2O

Heat

Dehydration of AmS

O

R-C-NH2 + H2O

Add Acids & Amines O

R-C-OH + :NH3

O

R-C-NH2 + H2O

Dehydrating Agents•H2SO4

•P2O5

Acetic acid + Met amine O

H3C-C-OH + CH3NH2

O

H3C-C-O- H3NCH3+

N-methylacetamide O

H3C-C-O- H3NCH3+

O CH3

H3C-C-NH + H2O

heat

Drill:•Draw the organic

reactant; then, draw & name the organic product

of the dehydration of propanoamide.

Esters + Amines O

R1-C-O-R2

+

:NH3

Amides + Alcohols O

R1-C-NH2

+

R2-OH

Methyl benzoate + A O

-C-O-CH3

+

:NH3

Benzoamide & MeOH O

-C-NH2

+

HO-CH3

Anhydrides + Amines O O

R1-C-O-C-R2

+

:NH3

Amides + Acids O

R1-C-NH2

O +

R2-C-OH

Polyamides

AA + HDA O O

n HO-C-(CH2)4-C-OH

+

n H2N-(CH2)6-NH2

-water

Nylon 66 O O

-(-C-(CH2)4-C

NH

-(HN-(CH2)6n

6-aminohexanoic acid O

x HO-C-(CH2)5-NH2

-water

Nylon 6 O

x -(-(CH2)5-C-NH-)-

COOH

+COOH H2N

H2N

C=O

+ H2O

CO

HN

HN

Nitriles

Making Nitriles

O

R-C-NH2

Heat

Dehydration

Dehydrate amides

Nitrile + Water

R-C-N: + H2O

CommonNitriles•R-C=N

Acetonitrile

CH3-C=N

Hydrogen Cyanide

H-C=N

Benzonitrile

-C=N

Draw Isomers ofC4H7NO2

Draw Isomers ofC4H6O2