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primary ammonia (NH3) or amine (NH2)
imine
secondary ammonia or amine
enamine
imine is also known as
Schiff base
show imine formation
H2N-NH2 makes
hydrazone
OH-NH2 makes
oxime
show hemiaminal formation
show the mechanism of hemiaminal dehydration
what pH is preferred
4-5
describe condensation
reversible
amines susceptible to hydrolysis and difficult to isolate as pure substances
as soon as imines are formed
will react so equilibrium shifted to produce more imine until completion
very reactive
how can imines be isolated
removing H2O formed in condensation
show condensation
what does wolff kishner do
add NaOH, 200 C
removes hydrazone and gives N2 plus reactant