Cyanate

The cyanate ion is an anion with the chemical formula OCN−. It is a resonance of three forms: [O−−C≡N] (61%) ↔ [O=C=N−] (30%) ↔ [O+≡C−N2−] (4%). Cyanate is the derived anion of isocyanic acid, H−N=C=O, and its lesser tautomer cyanic acid (a.k.a. cyanol), H−O−C≡N. Any salt containing the ion, such as ammonium cyanate, is called a cyanate. The cyanate ion is an isomer of the much-less-stable fulminate anion, CNO− or [C−≡N+−O−]. The cyanate ion is an ambidentate ligand, forming complexes with a metal ion in which either the nitrogen or oxygen atom may be the electron-pair donor. It can also act as a bridging ligand. Compounds that contain the cyanate functional group, −O−C≡N, are known as cyanates or cyanate esters. The cyanate functional group is distinct from the isocyanate functional group, −N=C=O; the fulminate functional group, −O−N+≡C−; and the nitrile oxide functional group, −CNO or −C≡N+−O−.

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