Carboxylic acids, esters, amides Flashcards
(23 cards)
Formic acid
methanoic acid
acetic acid
ethanoic acid
propionic acid
propanoic acid
butyric acid
butanoic acid
beta-methylbutyric acid
3-methylbutanoic acid
beta-chloroproionic acid
3-chloropropanoic acid
Properties of carboxylic acids
1-4 Cs soluble in water
Higher bp than alcohols - can H-bond with self
Weak acids
Properties of esters
Can’t H-bond with selves
Pleasant odors
Not acidic or basic
2-part name: alkyl group on O, then parent carboxylic acid
Ethyl benzoate
propyl butanoate
Properties of amides
Primary and secondary amides can form H-bonds
Higher boiling points with more H’s on the N
Aren’t basic or acidic
Formamide
methanamide
acetamide
ethanamide
benzamide
N-ethyl-N-methylbutanamide
Esterification reaction
Reactants: Carboxylic acid + alcohol
Conditions: acid AND heat catalyst, equilibrium arrows
Products: Water and ester
Reaction of carboxylic acid and water
Reactants: Carboxylic acid, water
Conditions: No catalyst, equilibrium arrows
Products: H3O+ and carboxylate ion
Reaction of carboxylic acid and strong base
Reactants: carboxylic acid, NaOH or KOH
Conditions: no catalyst, goes to completion
Products: H20 + carboxylate salt
Amidation reaction
Reactants: Carboxylic acid and amine
Conditions: Heat catalyst, goes to completion
Products: water, amide
Acid hydrolysis of esters
Reactants: Ester and water
Conditions: acid and heat catalyst, equilibrium arrows
Products: Carboxylic acid and alcohol
Base hydrolysis of ester
Reactants: ester + strong base
Conditions: Heat, goes to completion
Products: carboxylate salt + alcohol
Acid hydrolysis of amide
Reactants: Amide + H2O + Strong acid
Conditions: no catalyst, goes to completion
Products: Carboxylic acid + ammonium salt
Base hydrolysis of amide
Reactants: Amide + strong base
Conditions: No catalyst, goes to completion
Products: Carboxylate salt + amine