isocyanide

Also known as isonitrile, carbylamine, isocyanides

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Commons category: Isocyanides

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~8 min read

Article

15 sections

Contents

Properties
Structure and bonding
Spectroscopy
Odour
Toxicity
Synthesis
From formamides
From dichlorocarbene
Silver cyanide route
Other methods
Reactions
Ligands in coordination chemistry
Naturally occurring isocyanides
Nomenclature
References

{{Image frame|content=\left[\ce{R}-\overset{\oplus}\ce{N}\ce{#}\overset{\ominus}\ce{C}\ce{:\, R-\ddot{N}=C{:}}\right]|caption=General resonance structure of an isocyanide}}

An isocyanide (also called isonitrile or carbylamine) is an organic compound with the functional group –. It is the isomer of the related nitrile (–C≡N), hence the prefix is isocyano. 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.