Fulminic acid

Fulminic acid
Names
	IUPAC name Oxidoazaniumylidynemethane
Identifiers
CAS Number	506-85-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1071209
ChEBI	CHEBI:29813 ;
ChEMBL	ChEMBL185198 ;
ChemSpider	454715 ;
Gmelin Reference	772
PubChem CID	521293;
CompTox Dashboard (EPA)	DTXSID30334603 ;
	InChI InChI=1S/CHNO/c1-2-3/h1H Key: UXKUODQYLDZXDL-UHFFFAOYSA-N ; InChI=1/CHNO/c1-2-3/h1H Key: UXKUODQYLDZXDL-UHFFFAOYAL;
	SMILES [O-][N+]#C;
Properties
Chemical formula	HCNO
Molar mass	43.02 g mol−1
Conjugate base	Fulminate
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Fulminic acid is an acid with the formula HCNO, more specifically H−C≡N⁺−O⁻. It is an isomer of isocyanic acid (H−N=C=O) and of its elusive tautomer, cyanic acid (H−O−C≡N), and also of isofulminic acid (H−O−N⁺≡C⁻).^[1]

Fulminate is the anion [C⁻≡N⁺−O⁻] or any of its salts. For historical reasons, the fulminate functional group is understood to be −O−N⁺≡C⁻ as in isofulminic acid;^[2] whereas the group −C≡N⁺O⁻ is called nitrile oxide.

^ Cite error: The named reference beck1966 was invoked but never defined (see the help page).
^ Wentrup, Curt; Gerecht, Bernd; Laqua, Dieter; Briehl, Horst; Winter, Hans Wilhelm; Reisenauer, Hans Peter; Winnewisser, Manfred (1981). "Organic fulminates, R-O-NC". Journal of Organic Chemistry. 46 (5): 1046–1048. doi:10.1021/jo00318a050.

[beck1966-1] Cite error: The named reference beck1966 was invoked but never defined (see the help page).

[went1981-2] Wentrup, Curt; Gerecht, Bernd; Laqua, Dieter; Briehl, Horst; Winter, Hans Wilhelm; Reisenauer, Hans Peter; Winnewisser, Manfred (1981). "Organic fulminates, R-O-NC". Journal of Organic Chemistry. 46 (5): 1046–1048. doi:10.1021/jo00318a050.

[1]

[2]