Ch 13 Carboxylic Acids, Esters, Amines and Amides

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Presentation transcript:

Ch 13 Carboxylic Acids, Esters, Amines and Amides SWBAT: Name/Draw compounds with functional groups Describe/Explain properties of functional groups Complete/Show reactions of functional groups

Chapter 13.5 Amides

Amides in Everyday Life

Amides Amides are made when an amino group (-NH2) replaces the hydroxyl group (-OH) of a carboxylic acid Amide functional group is an internal group like an ester group

Formation of Amides ethanioc acid ammonia ethanamide N-methylethanamide methylamine ethanioc acid

Naming Amides (simple) Carboxylic acid: replace –oic acid with –amide Common names replaces –ic acid with –amide An alkyl group attached to the Nitrogen of an amide adds the prefix N- followed by the alkyl name

Subclasses of Amides 1o Amides: 2 H/no alkyl on amine part 2o Amides: 1 H/1 alkyl on amine part 3o Amides: no H/2 alkyls on amine part Draw: N-dimethylethanamide

Physical Properties Melting Point Highest for 1o amides (-NH2) can form 2 H-bonds Lower in 2o amides (-NH) can form 1 H-bond Lowest in 3o amides (no H) no H bond

Physical Properties Solubility All amides for hydrogen bonds with water – even 3o over carbonyl dipole Amides with 1-5 carbons are soluble

Hydrolysis of Amides Acid hydrolysis of amides HCl + NH4+Cl- HCl + NH4+Cl- HCl + NH4+Cl- Produces carboxylic acid & ammonium salt Produces carboxylic acid & ammonium salt Base hydrolysis of amides NaOH O-Na+ + NH2 CH3 Produces carboxylic salt & ammonia or amine

Homework Chapter 13 Page 453 13.46 – 13.50 (even)