amines Flashcards
how can primary aliphatic amines be formed from haloakanes
reaction of ammonia with haloalkane (nuc sub, excess NH3, ethanol, heat , pressure)
nuc sub with KCN then reduction of nitriles (H2/Ni)
how are aromatic amines prepared
reduction of nitro compounds (conc HCl, Sn)
what are aromatic amines used in
manufacture of dyes
amines are weak/strong bases
weak
difference in base strength between ammonia, primary aliphatic and primary aromatic amines
the stronger the base the more available the lone pairs on the nitrogen are
primary aliphatic amine vs ammonia - due to the positive inductive effect the alkyl group on primary aliphatic amine releases electron density into nitrogen so more available so stronger
primary aromatic amines vs primary aliphatic amines - the phenyl group on aromatic amines makes nitrogen lone pairs less available as lone pairs delocalise into phenyl ring so weaker base
primary aliphatic amine > ammonia> phenyl amine
amines are nucleophiles or electrophiles
nucleophiles
formation of primary amines
nucleophilic susistution halo alkane + excess NH3
formation of secondary amines
further nuc subsistion of primary amine (exxcees haloalkanes)
formation of tertiary amines
futher nuc sub of secondary amine(exxcees haloalkanes)
formation of quaternary ammonium salts
further nuc sub of tertiary amines(exxcees haloalkanes)
use of quaternary ammonium salts
cationic salts and hair condidtioner
use of amines
used to make hair conditioner