Synthesis of amines and amides Flashcards
How to make primary aliphatic amines?
Ammonia + haloalkane
Reduction of a nitrile
Ammonia + haloalkane reaction mechanism
Nucleophilic substitution
Conditions for ammonia + haloalkane
Ethanolic ammonia in excess
Heated in a sealed tube
Why must ammonia be in excess in ammonia + haloalkane?
So all haloalkane can react with ammonia to form primary amine
so amine cant act as base and substitute halogen from left over haloalkane to form secondary, tertiary amines
Reduction of a nitrile reagent
4 LiAlH4 per nitrile in dry ether
How to make aromatic amines?
Reduction of nitrobenzene
How do we obtain nitrobenzene?
Nitration of benzene with NO2+ electrophile (electrophilic substitution) and conc H2SO4 catalyst
Nitration of benzene reaction conditions
Heated to 50-60 degrees C
Conc H2SO4 catalyst
Reagent: nitric acid
reduction of nitrobenzene conditions
Tin Reducing agent
Reflux
Conc HCl
Products of reduction of nitrobenzene
primary amine with benzene ring substituting a hydrogen