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Hofmannelimination
Alsoknownas:Hofmanndegradationorexhaustivemethylation
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TheHofmanneliminationisanorganicreactionusedtoconvertanaminewithahydrogentoanalkene
usingmethyliodide,silveroxideandwaterunderthermalconditions.Themechanismbeginswithanaack
oftheamineonmethyliodidetoformanammoniumiodidesalt.Theiodidethenreactswithsilveroxideto
formsilveriodidewhichisinsolubleandprecipitatesoutofsolutionandasilveroxideionwhichdeproto
nateswatertoformahydroxideion.Heatingthemixturefacilitatesaneliminationreactionwherethe
hydroxidepicksupthehydrogenfromtheammoniumionandreleasesanaminetoaordthenalolen
product.[1][2]
References:
1. Hofmann,A.W.Ann.Chem.Pharm.1851,78,253286.
2. Hofmann,A.W.Ann.Chem.Pharm.1851,79,1139.
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