26.4 Carboxylic Acid Derivatives
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What is a carboxylic acid derivative?
Compound that can be hydrolysed to form the parent carboxylic acid chain
Acyl chloride functional group
COCl
How are acid anhydrides formed?
Removal of water from two carboxylic acid molecules
Esterification
Reaction of an alcohol with a carboxylic acid to form an ester Requires conc H2SO4 catalyst
Acid hydrolysis of esters
Ester heated under reflux with dilute aqueous acid Ester broken down by water - acid acts as a catalyst Carboxylic acid and alcohol formed
Alkaline hydrolysis of esters (SAPONIFICATION)
Irreversible Ester heated under reflux with OH- ion s Forms carboxylate ion and alcohol
Carboxylic acid -> Acyl chloride
Heat with SoCl2
Carbonyls that can react with phenol to form esters
Acyl chlorides Acid anhydrides
Acyl chloride -> carboxylic acid
Add H2O - HCl is also formed
Which is more reactive - acid anhydride or acyl chloride?
Acyl chloride