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The carbylamine reaction (also known as the Hoffmann isocyanide synthesis) is the synthesis of an isocyanide by the reaction of a primary amine, chloroform, and base. The conversion involves the intermediacy of dichlorocarbene .
In the carbylamine reaction (also known as the Hofmann isocyanide synthesis) alkali base reacts with chloroform to produce dichlorocarbene. The carbene then converts primary amines to isocyanides. Illustrative is the synthesis of tert -butyl isocyanide from tert -butylamine in the presence of catalytic amount of the phase transfer catalyst ...
Bischler–Möhlau indole synthesis; Bischler–Napieralski reaction; Biuret test; Blaise ketone synthesis; Blaise reaction; Blanc reaction; Blanc chloromethylation; Blum–Ittah aziridine synthesis; Bodroux reaction; Bodroux–Chichibabin aldehyde synthesis; Bogert–Cook synthesis; Bohlmann-Rahtz pyridine synthesis; Bohn–Schmidt reaction ...
Dichlorocarbene is an intermediate in the carbylamine reaction. In this conversion, a dichloromethane solution of a primary amine is treated with chloroform and aqueous sodium hydroxide in the presence of catalytic amount of the phase-transfer catalyst. Illustrative is the synthesis of tert-butyl isocyanide: [7]
tert-Butyl isocyanide is an organic compound with the formula Me 3 CNC (Me = methyl, CH 3).It is an isocyanide, commonly called isonitrile or carbylamine, as defined by the functional group C≡N-R. tert-Butyl isocyanide, like most alkyl isocyanides, is a reactive colorless liquid with an extremely unpleasant odor.
The carbylamine reaction for the synthesis of isocyanides from the action of chloroform on a primary amine involves three dehydrohalogenations. The first dehydrohalogenation is the formation of dichlorocarbene: KOH + CHCl 3 → KCl + H 2 O + CCl 2
Methyl isocyanate (MIC) is an organic compound with the molecular formula CH 3 NCO. Synonyms are isocyanatomethane and methyl carbylamine.Methyl isocyanate is an intermediate chemical in the production of carbamate pesticides and Haffmann Bromamide Degradation (such as carbaryl, carbofuran, methomyl, and aldicarb).
Carbohydrate synthesis; Carbometalation; Carbonyl α-substitution reaction; Carboxylation; Carbylamine reaction; Coarctate reaction; Concerted reaction; Conia-ene reaction; Copper-free click chemistry; Cracking (chemistry) Crich beta-mannosylation; Cycloisomerization