Fulminic acid

Fulminic acid
Names
${\ce {H-C{\equiv }{\overset {\oplus }{N}}-{\overset {\ominus }{O}}<->H-{\overset {\oplus }{C}}{\equiv }N-{\overset {\ominus }{O}}}}$

IUPAC name Oxidoazaniumylidynemethane
Identifiers
CAS Number	506-85-4^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:29813^Y
ChEMBL	ChEMBL185198^Y
ChemSpider	454715^Y
PubChem	521293
InChI InChI=1S/CHNO/c1-2-3/h1H^Y Key: UXKUODQYLDZXDL-UHFFFAOYSA-N^Y 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Fulminic acid is a chemical compound with a molecular formula HCNO. Its silver salt was discovered in 1800 by Edward Charles Howard and later investigated in 1824 by Justus von Liebig. It is an organic acid and an isomer of isocyanic acid, the silver salt of which was discovered one year later by Friedrich Woehler.^[1] ^[2] The free acid was first isolated in 1966.^[3]

Fulminic acid and its salts (fulminates), for instance mercury fulminate, are very dangerous, and are often used as detonators for other explosive materials, and are examples of primary explosives. The vapors also are toxic.

References

↑ F. Kurzer (2000). "Fulminic Acid in the History of Organic Chemistry". J. Chem. Educ. 77 (7): 851–857. doi:10.1021/ed077p851.
↑ F. Kurzer (1999). "The Life and Work of Edward Charles Howard". Annals of Science. 56 (2): 113–141. doi:10.1080/000337999296445.
↑ 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

Hydrogen compounds

Molecules detected in outer space

Molecules

Diatomic	Aluminium monochloride Aluminium monofluoride Aluminium monoxide Argonium Carbon monophosphide Carbon monosulfide Carbon monoxide Carborundum Cyanogen radical Diatomic carbon Fluoromethylidynium Hydrogen chloride Hydrogen fluoride Hydrogen (molecular) Hydroxyl radical Iron(II) oxide Magnesium monohydride cation Methylidyne radical Nitric oxide Nitrogen (molecular) Nitrogen monohydride Nitrogen sulfide Oxygen (molecular) Phosphorus monoxide Phosphorus mononitride Potassium chloride Silicon carbide Silicon mononitride Silicon monoxide Silicon monosulfide Sodium chloride Sodium iodide Sulfur monohydride Sulfur monoxide Titanium oxide

Triatomic	Aluminium hydroxide Aluminium isocyanide Amino radical Carbon dioxide Carbonyl sulfide CCP radical Chloronium Diazenylium Dicarbon monoxide Disilicon carbide Ethynyl radical Formyl radical Hydrogen cyanide (HCN) Hydrogen isocyanide (HNC) Hydrogen sulfide Hydroperoxyl Iron cyanide Isoformyl Magnesium cyanide Magnesium isocyanide Methylene radical N₂H⁺ Nitrous oxide Nitroxyl Ozone Phosphaethyne Potassium cyanide Protonated molecular hydrogen Sodium cyanide Sodium hydroxide Silicon carbonitride c-Silicon dicarbide Silicon naphthalocyanine Sulfur dioxide Thioformyl Thioxoethenylidene Titanium dioxide Tricarbon Water

Four atoms	Acetylene Ammonia Cyanic acid Cyanoethynyl Cyclopropynylidyne Formaldehyde Fulminic acid HCCN Hydrogen peroxide Hydromagnesium isocyanide Isocyanic acid Isothiocyanic acid Ketenyl Methylene amidogen Methyl radical Propynylidyne Protonated carbon dioxide Protonated hydrogen cyanide Silicon tricarbide Thioformaldehyde Tricarbon monoxide Tricarbon sulfide Thiocyanic acid

Five atoms	Ammonium ion Butadiynyl Carbodiimide Cyanamide Cyanoacetylene Cyanoformaldehyde Cyanomethyl Cyclopropenylidene Formic acid Isocyanoacetylene Ketene Methane Methoxy radical Methylenimine Propadienylidene Protonated formaldehyde Protonated formaldehyde Silane Silicon-carbide cluster

Six atoms	Acetonitrile Cyanobutadiynyl radical E-Cyanomethanimine Cyclopropenone Diacetylene Ethylene Formamide HC₄N Ketenimine Methanethiol Methanol Methyl isocyanide Pentynylidyne Propynal Protonated cyanoacetylene

Seven atoms	Acetaldehyde Acrylonitrile Cyanodiacetylene Ethylene oxide Hexatriynyl radical Methylacetylene Methylamine Methyl isocyanate Vinyl alcohol

Eight atoms	Acetic acid Aminoacetonitrile Cyanoallene Ethanimine Glycolaldehyde Heptatrienyl radical Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal

Nine atoms	Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene Octatetraynyl radical Propene Propionitrile

Ten atoms or more	Acetone Benzene Buckminsterfullerene (C₆₀ fullerene, buckyball) C₇₀ fullerene Cyanodecapentayne Cyanopentaacetylene Cyanotetra-acetylene Ethylene glycol Ethyl formate Methyl acetate Methyl-cyano-diacetylene Methyltriacetylene Propanal n-Propyl cyanide Pyrimidine

Deuterated
molecules

Unconfirmed

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Category:Astrochemistry
Category:Molecules
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Fulminic acid

See also

References