Fulminic acid

Fulminic acid
Names
IUPAC name
Oxidoazaniumylidynemethane
Identifiers
3D model (JSmol)
1071209
ChEBI
ChEMBL
ChemSpider
772
  • InChI=1S/CHNO/c1-2-3/h1H checkY
    Key: UXKUODQYLDZXDL-UHFFFAOYSA-N checkY
  • InChI=1/CHNO/c1-2-3/h1H
    Key: UXKUODQYLDZXDL-UHFFFAOYAL
  • [O-][N+]#C
Properties
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).
checkY verify (what is checkY☒N ?)

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.

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