Amines Flashcards
what is an amine
it is derived from ammonia and contains a nitrogen replaced with an organic group
what is a primary amine
1 alkyl group attached to the nitrogen with lone pair and no hydrogens attached
secondary amine
2 alkyl group attached to the nitrogen with lone pair and no hydrogens attached
tertiary amine
3 alkyl group attached to the nitrogen with lone pair and no hydrogens attached
quaternary
4 alkyl group attached to the nitrogen with lone pair and no hydrogens attached
non aromatic amines are
aliphatic no beznene rings
what are quaternary ammonium salts used for
to make cleaning products such as shampoo, detergents and washing up liquids
properties of primary amines
pyramidal
polar
primary and secondary can form hydrogen bonds to each other and water
tertiary binds cannot form hydrogen bonds to each other
boiling points is lower than alcohols
they tend to be water soluble
reactivity of amines
they contain a lone pair of electrons which is used to bond with H+ ion acting as a base and an electron deficient carbon atom where it acts as a nucleophile to donate electrons to form bonds.
order of base strengths of amines
weakest
strongest
aromatic amines
ammonia
primary aliphatic amines
why is benzene a weak base
benzene is an electron withdrawing group so it pulls electrons away from nitrogen into the delocalised ring structure, the electron density of nitrogen reduces the lone pair available so aromatic amines is less basic.
the Nitrogen lone pair is partially delocalised into the base strength
why is primary aliphatic amines more stronger bases
alkyl groups are electron pushing so they push the electron towards the nitrogen and the electron density at nitrogen increases so lone pair availability is increases so they are more basic
‘positive inductive effect’
what are the ways to make aliphatic amines
1-. reacting halogenolakanes and ammonia
2. reducing nitriles
reacting halogenoalkane with excess ammonia is a ——- mechanisim
nucelophilic substitution
how to make aromatic amines
reduce nitro compounds
heat under reflux the nitrobenzene and concentrated hcl and tin to form a salt which reacts with an alkali to produce the aromatic amine