An isocyanide (also called isonitrile or carbylamine) is an organic compound with the functional group –N+≡C−. It is the isomer of the related nitrile (–C≡N), hence the prefix is isocyano.[1] The organic fragment is connected to the isocyanide group through the nitrogen atom, not via the carbon. They are used as building blocks for the synthesis of other compounds.[2]
^IUPAC Goldbook isocyanides
^Patil, Pravin; Ahmadian-Moghaddam, Maryam; Dömling, Alexander (2020-09-29). "Isocyanide 2.0". Green Chemistry. 22 (20): 6902–6911. doi:10.1039/D0GC02722G. ISSN 1463-9270.
The C-N distance in isocyanides is 115.8 pm in methyl isocyanide. The C-N-C angles are near 180°. Akin to carbon monoxide, isocyanides are described by two...
Methyl isocyanide or isocyanomethane is an organic compound and a member of the isocyanide family. This colorless liquid is isomeric and isoelectronic...
Hydrogen isocyanide is a chemical with the molecular formula HNC. It is a minor tautomer of hydrogen cyanide (HCN). Its importance in the field of astrochemistry...
carbylamine reaction (also known as the Hoffmann isocyanide synthesis) is the synthesis of an isocyanide by the reaction of a primary amine, chloroform...
(toluenesulfonylmethyl isocyanide) is an organic compound with the formula CH3C6H4SO2CH2NC. The molecule contains both sulfonyl and isocyanide groups. It is a...
Transition metal isocyanide complexes are coordination compounds containing isocyanide ligands. Because isocyanides are relatively basic, but also good...
involving an isocyanide, an aldehyde (or ketone), and a carboxylic acid to form a α-acyloxy amide. This addition reaction is one of the oldest isocyanide-based...
The Nef isocyanide reaction is an addition reaction that takes place between isocyanides and acyl chlorides to form imidoyl chloride products, a process...
Isocyanide dichlorides are organic compounds containing the RN=CCl2 functional group. Classically they are obtained by chlorination of isocyanides. Phenylcarbylamine...
isocyanide (CH3)3SiNC. By contrast, the nearly isostructural tert-butyl nitrile does not readily isomerize to tert-butyl isocyanide. The isocyanide isomer...
compound with the formula Mg(CN)2. It is a toxic white solid. Unlike calcium isocyanide, the cyanide ligands prefer to coordinate at carbon, with a 0.3‑kcal/mol...
CH3CH(O)CH2 + H2O + KCl The carbylamine reaction for the synthesis of isocyanides from the action of chloroform on a primary amine involves three dehydrohalogenations...
bond between carbon and nitrogen. The tautomer of HCN is HNC, hydrogen isocyanide.[citation needed] HCN has a faint bitter almond-like odor that some people...
Calcium cyanide is the inorganic compound with the formula Ca(CN)2. It is the calcium salt derived from hydrocyanic acid. It is a white solid, although...
the sodium methyldithiocarbamate, with chloroform and base to methyl isocyanide and with ethylene oxide to methylethanolamines. Liquid methylamine has...
polymers. Isocyanates should not be confused with cyanate esters and isocyanides, very different families of compounds. The cyanate (cyanate ester) functional...
oxime/hydrazone formation from aldehydes and ketones, the tetrazine ligation, the isocyanide-based click reaction, and most recently, the quadricyclane ligation. The...
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