Nitrosyl cyanide, a blue-green gas,
is the compound with the
molecular formula
A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as paren ...
ONCN. The compound has been invoked as a product of the oxidation of
cyanamide
Cyanamide is an organic compound with the formula C N2 H2. This white solid is widely used in agriculture and the production of pharmaceuticals and other organic compounds. It is also used as an alcohol-deterrent drug. The molecule features a ...
catalyzed by the enzyme
glucose oxidase.
Structure, synthesis, reactivity
The structure of nitrosyl cyanide is planar. It is strongly bent at the internal nitrogen, analogous to the structure of
nitrosyl chloride
Nitrosyl chloride is the chemical compound with the formula NOCl. It is a yellow gas that is commonly encountered as a component of aqua regia, a mixture of 3 parts concentrated hydrochloric acid and 1 part of concentrated nitric acid. It is a str ...
. The C-N-O angle is 113°. The NCN angle is 170°.
[
The compound can be created by the reaction of nitrosyl chloride and silver cyanide at low temperatures. It is not typically isolated, but trapped by Diels-Alder reactions, e.g. with ]butadiene
1,3-Butadiene () is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two ...
. Cycloadditions occur across the N=O bond. It forms a reversible adduct with 9,10-dimethylantracene.[
]
Related compound
* Nitryl cyanide (O2NCN), a colorless gas (b.p. 7 °C).
References
[ (Tilden lecture).]
{{Cyanides
Cyanide
In chemistry, cyanide () is an inorganic chemical compound that contains a functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom.
Ionic cyanides contain the cyanide anion . This a ...
Nitrogen(III) compounds
Cyanides
Gases with color