Topic 28: Amines Flashcards
Amine functional group
R-NH2
Naming amines
Methylamine CH3NH2
Ethylmethylamine (C2H5)(CH3)NH
Making an amine using haloalkane
Nucleophilic substitution of haloalkane with :NH3 creates primary amine
Only make primary amine
Excess ammonia otherwise the amine can act as the nucleophile with the haloalkane to make a secondary alkane.
Quaternary amine use
Cationic surfactant, used in hair conditioner
Making an amine from nitrile
Reduction of nitriles
Reducing agent [H]
CH3CH2CN + 4[H] —> CH3CH2CH2NH2
Reducing agent for making amine from nitrile
LiAlH4 in ether
or
2H2 with Ni catalyst
Amines as bases
Increases in “goodness” of base as lone pair becomes more available.
Most available in primary amine then ammonia then phenylamine
Inductive effect
Electron pushing effect
Making phenylamine
Nitrobenzene is reduced to phenyl benzene
Conditions for making phenylamine
Tin catalyst, conc. HCl, under reflux makes
Intermediate of making phenylamine
Phenylammonium salt then react with NaOH