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R-NH2 (primary) + HCl, NaNO2, 0C->
R-N+_=N
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R-NH2 (primary) --> R-N+_=N
HCl, NaNO2, 0C
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HN-(R)2 (secondary) + N+=O->
(R)2-NH+-N=O -> (R)2-N-N=O
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Hofmann's Elimination
amine + exhaustive methylation-> Ag2O, H2O-> alkene (least substituted alkene)
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amine + 3CH3Br ->
R-N-(CH3)3
-
amine --> R-N-(CH3)3
3CH3Br
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R-N-(CH3)3 + Ag2O, H2O->
alkene (least substituted) + N-(CH3)3
-
R-N-(CH3)3 --> alkene (least substituted) + N-(CH3)3
Ag2O, H2O
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