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alkyl halide to amine
NaCN
LiAlH4, 2. H2O
COOH to amine
SOCl2
excess NH3
excess LiAlH4
H2O
benzene to aniline
HNO3, H2SO4
H2/Pt or Fe H3O+ NaOH
selective amination when aldehyde/ketone present
SnCl2, H3O+
NaOH
azide synthesis
NaN3, LiAlH4, H2O
gabriel synthesis
KOH
RX
H2N-NH2
reductive amination
[H+], NR3 (can change can accordingly)
NaBH3CN
multiple alkylation
CH3I
acylation of amines (can be used as a protecting group)
acid chloride
brominating aniline
para and ortho
monobromination of aniline
acid chloride, pyridine
Br2
H3O+
hofman elimination
excess CH3I
Ag2O, H2O, heat
aryl diazonium salts
NaNO2, HCl less than 5 degrees
how to fluorinate
HBF4