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Fulminic acid

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Fulminic acid
Names
IUPAC name
Oxidoazaniumylidynemethane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • 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, chemical formula HCNO, was first isolated in 1966.[1]

A more convenient synthesis involves flash pyrolysis of certain oximes. In contrast to earlier syntheses, this method avoids the use of highly explosive metal fulminates.[2]

The structure of the molecule has been determined by microwave spectroscopy with the following bond-lengths - C-H: 1.027(1)Å, C-N: 1.161(15)Å, N-O: 1.207(15)Å.[3]

References

  1. ^ Beck, W. and Feldl, K. (1966), The Structure of Fulminic Acid, HCNO. Angew. Chem. Int. Ed. Engl., 5: 722–723. doi:10.1002/anie.196607221
  2. ^ Wentrup, Curt; Gerecht, Bernd; Horst, Briehl (1979). "A New Synthesis of Fulminic Acid". Angew. Chem. 18 (6): 467–468. doi:10.1002/anie.197904671.
  3. ^ Winnewisser, Manfred; Bodenseh, Hans Karl (1967). "Mikrowellenspektrum, Struktur und /-Typ-Dublett-Aufspaltung der HCNO (Knallsäure)". Z. Naturforsch. 22 a: 1724–1737.