Isocyanide Dichloride on:
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Isocyanide dichlorides are organic compounds containing the RN=CCl2 functional group. Classically they are obtained by chlorination of isocyanides.
Isocyanide dichlorides are organic compounds containing the RN=CCl2 functional group. Classically they are obtained by chlorination of isocyanides. Phenylcarbylamine chloride
Phenylcarbylamine chloride is a chemical compound that was used as a chemical warfare agent. It's an oily liquid with an onion-like odor. Classified as an isocyanide dichloride, this compound is a lung irritant with lachrymatory effects.
Synthe ...
is a well-characterized example.
Preparation and reactions
Chlorination of organic isothiocyanates is also well established: :RN=C=S + 2{{nbspCl2 → RN=CCl2 + SCl2 Alkylisocyanates are chlorinated by phosphorus pentachloride: :RN=C=O + PCl5 → RN=CCl2 + POCl3 Cyanogen chloride also chlorinates to give the isocyanide dichloride: :ClCN + Cl2 → ClN=CCl2Reactions
Isocyanide dichlorides participate in Friedel-Crafts-like reactions, leading, after hydrolysis, to benzamides: :RN=CCl2 + ArH → RN=C(Cl)Ar + HCl :RN=C(Cl)Ar + H2O → R(H)NC(O)Ar + HClReferences