Carboxylic Acid Derivatives Flashcards
Reactivity of Carboxylic Acid Derivatives (descending)
acyl halides
anhydrides
carboxylic acids and esters
amides
Interconversion Between Carboxylic Acid Derivatives can occur via
nucleophilic acyl substitution (swapping leaving groups)
To interconvert down the order of reactivity
it will occur spontaneously
To interconvert up the order of reactivity
it requires a catalyst as it is not spontaneous
Amide formation from an anhydride
dehydration of two carboxylic acids and Substitution of NH3 onto the carboxylic acid to give it an amide group (NH2)
Amide formation from an ester
Substitution of an NH3 group at the oxo group to displace an alcohol and give the amide formation (NH2)
Amine Hydrolysis
removal of amine group and switch back to carboxylic acid
Transesterification
synthesis of an alcohol and a carboxylic acid to make an ester
Hydrolysis of an Ester
back to a carboxylic acid and a hydronium ion
Reduction of an Ester
to two acids