28 Amines Flashcards
primary amines
RNH2
secondary amines
R2NH
terry amines
R3N
ammonia shape
bond angle 107
(perfect bond angle of 109.5 the difference here is caused by the bond’s repulsion to the lone pair of electrons on the nitrogen)
amines boiling point
polar molecules contains hydrogen (have hydrogen bonding)
Nitrogen is less electronegative than oxygen, so their hydrogen bonds are weaker
short chain amines are gases at room temperature
amine solubility
amines up to C4 are very soluble in water and in alcohol sue to their hydrogen bonding
most amines are soluble in less polar solvents
amines as bases
weak base
proton (H+) acceptor
the lone pair of electrons on the N atoms is what can accept the proton and forms a dative covalent bond with it
amines forming salts
from salts when they react with an acid
strength of a base
depends on how readily it will accept a proton
primary alkyl amines (stronger base)
inductive effect
alkyl group bonded to the nitrogen release electrons, increasing the electron density on the nitrogen and so making it a stronger proton acceptor
primary alkyl amines are stronger bases than ammonia
secondary alkyl amines have more alkyl groups to push electrons to the nitrogen and so are stronger bases than primary alklamines
tertiary alkyl amines are not stronger bases because they are less soluble in water
primary aromatic amines
benzene ring on the phenyl amine does the opposite to the alkyl amines
electron density of the ring overlaps with the p-orbitals on the nitrogen, this draws electrons away from the nitrogen, making it a weaker base than ammonia secondly. primary terry. gets weaker ammonia phenyl amine
uses of amines
used in the manufacture of synthetic materials scubas nylon, dyes and drugs
hair and fabric conditions
base
ab electro pair donator
inductive effect
the electron realsing effect of alkyl groups
Primary aliphatic amines
Primary aliphatic amines can be prepared by the reaction of ammonia with halogenoalkanes and by the reduction of nitriles.