amines Flashcards
(11 cards)
disadvantage of nucleophilic substitution of haloalkanes to form primary amines
mixture of amine products formed due to product acting as a nucleophile; low yield primary amine due to further substitution
in primary, secondary and tertiary amines, describe what N atom does
-N atom has lone pair so:
can accept proton, as a base
can act as a nucelophile
use of quaternary ammonium salts
hair conditioner
with further substitution, what is side product of reaction
hydrogen halide
large excess haloalkane=
high yield quaternary ammonium salt
large excess ammonia=
high yield primary amine
advantage of reduction of nitrile to form primary amines
higher yield of primary due to no further substitution
advantage of producing primary amine from haloalkane
purer product
order of increasing strength of base
phenyl amine, ammonia, primary amine, secondary amine, tertiary amine
explain why strength of base increases with aliphatic amines
-alkyl group pushes electrons towards lone pair on N/positive inductive effect
-makes lone pair on N more available
explain why strength of base decreases with aromatic amines
-lone pair on N overlaps with delocalised ring
-makes lone pair on N less available