amines Flashcards
functional group
n - with a lone pair
smell
fishy / decay
reactions with water
forms:
- ammonium ions
- hydroxide ions
reactions with acids
forms:
- ammonium ions
- water
- white solids
base strength
aliphatics are stronger than aromatic
why?
- CH3 groups are electron releasing whereas the lone pair on the nitrogen is drawn into the benzene ring
why do primary and secondary amines have higher boiling points than tertiary?
Primary and Secondary amines can form hydrogen bonds between themselves due to the N—-H bond
Tertiary amines have no hydrogens attached to a N, Fl, O group (electron withdrawing molecules)
why small amines are soluble in water?
- can form hydrogen bonds with water
Halogenoalkanes to amines
- excess aqueous, alcoholic ammonia
- reflux in a sealed tube
Nitriles —> primary aliphatic amines
- LiAlH4 (dry ether)
- reduction
from Nitriles II –> primary aliphatic amines
- catalytic hydrogenation
- H2 (g)
- Nickel catalyst + heat
Aromatic benzenes –> primary aromatic amines
1) A - benzene to nitrobenzene
- conc HNO3 + conc H2SO4
2) Nitrobenzene to aromatic
- Tin + conc HCl (50, under reflux)