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{{chembox| Verifiedfields = changed| Watchedfields = changed| verifiedrevid = 477000105| ImageFile = {}^{-}O-overset{+}{N}#C-Hg-C#overset{+}{N}-O^{-}| ImageFile1 = Mercury-fulminate-3D-vdW.png| ImageFile2 = Mercury-fulminate-xtal-3D-vdW.png| ImageFile3 = Mercuryfulminate puryfied.jpg| IUPACName = Mercury(II) fulminate|SystematicName=Dioxycyanomercury| OtherNames = Fulminated Mercury|Section1={{Chembox Identifiers

correct|chemspider}}| ChemSpiderID = 9197626| InChI = 1/2CNO.Hg/c2*1-2-3;/rC2HgN2O2/c6-4-1-3-2-5-7| InChIKey = MHWLNQBTOIYJJP-HZIBCBEIAJ

correct|chemspider}}| StdInChI = 1S/2CNO.Hg/c2*1-2-3;

correct|chemspider}}| StdInChIKey = MHWLNQBTOIYJJP-UHFFFAOYSA-N

correct|CAS}}| CASNo = 628-86-4

correct|FDA}}| UNII = O8H2ZFF76L| PubChem = 11022444

correct|EBI}}| ChEBI = 39152| SMILES = [O-][N+]#C[Hg]C#[N+][O-]}}|Section2={{Chembox Properties| Formula = C2N2O2Hg| MolarMass = 284.624 g/mol| Appearance = Grey, Pale Brown, or White Crystalline solid| Density = 4.42 g/cm3| MeltingPtC = 160| BoilingPtC = 356.6| Solubility = slightly soluble| SolubleOther = soluble in ethanol, ammonia }}|Section3={hide}Chembox Explosive| ShockSens = High| FrictionSens = High| DetonationV = 4250 m/s| REFactor = {edih}|Section4={hide}Chembox Hazards| MainHazards = Highly Toxic, Shock Sensitive Explosive| NFPA-H = 4| NFPA-F = 1| NFPA-R = 4| AutoignitionPtC = 170| AutoignitionPt_notes = {edih} }}Mercury(II) fulminate, or Hg(CNO)2, is a primary explosive. It is highly sensitive to friction, heat and shock and is mainly used as a trigger for other explosives in percussion caps and detonators. Mercury(II) cyanate, though its chemical formula is identical, has a different atomic arrangement; the cyanate and fulminate anions are isomers.First used as a priming composition in small copper caps beginning in the 1820s, mercury fulminate quickly replaced flints as a means to ignite black powder charges in muzzle-loading firearms. Later, during the late 19th century and most of the 20th century, mercury fulminate became widely used in primers for self-contained rifle and pistol ammunition; it was the only practical detonator for firing projectiles until the early 20th century. Mercury fulminate has the distinct advantage over potassium chlorate of being non-corrosive, but it is known to weaken with time, by decomposing into its constituent elements. The reduced mercury which results forms amalgams with cartridge brass, weakening it, as well. Today, mercury fulminate has been replaced in primers by more efficient chemical substances. These are non-corrosive, less toxic, and more stable over time; they include lead azide, lead styphnate, and tetrazene derivatives. In addition, none of these compounds require mercury for manufacture, supplies of which can be unreliable in wartime. Preparation Mercury(II) fulminate is prepared by dissolving mercury in nitric acid and adding ethanol to the solution. It was first prepared by Edward Charles Howard in 1800.JOURNAL, On a New Fulminating Mercury, Edward Howard, Philosophical Transactions of the Royal Society of London, 1800, 90, 1, 204–238, 10.1098/rstl.1800.0012, 138658702, JOURNAL, Wisniak, Jaime, Edward Charles Howard. Explosives, meteorites, and sugar, Educación Química, Universidad Nacional Autonoma de Mexico, 23, 2, 2012, en, 0187-893X, 10.1016/s0187-893x(17)30114-3, 230–239, free, The crystal structure of this compound was determined only in 2007.JOURNAL, W. Beck, J. Evers, M. Göbel, G. Oehlinger, T. M. Klapötke, The Crystal and Molecular Structure of Mercury Fulminate (Knallquecksilber), 2007, Zeitschrift für anorganische und allgemeine Chemie, 633, 9, 1417–1422, 10.1002/zaac.200700176, free, Silver fulminate can be prepared in a similar way, but this salt is even more unstable than mercury fulminate; it can explode even under water and is impossible to accumulate in large amounts because it detonates under its own weight.WEB, The Sciences - Fulminating Substances, Scientific American, 11 June 1853,www.scientificamerican.com/article/fulminating-substances-1853-06-11/, Decomposition The thermal decomposition of mercury(II) fulminate can begin at temperatures as low as 100 Â°C, though it proceeds at a much higher rate with increasing temperature.JOURNAL, 10.1098/rspa.1933.0040, Thermal decomposition and detonation of mercury fulminate, W. E. Garner, H. R. Hailes, amp, Proceedings of the Royal Society of London, 139, 1–3, 1933, 1–40, 1933CP....334..128S, free, A possible reaction for the decomposition of mercury(II) fulminate yields carbon dioxide gas, nitrogen gas, and a combination of relatively stable mercury salts. 4 Hg(CNO)2 → 2 CO2 + N2 + HgO + 3 Hg(OCN)CN Hg(CNO)2 → 2 CO + N2 + Hg Hg(CNO)2 → :Hg(OCN)2 (cyanate or / and isocyanate) 2 Hg(CNO)2 → 2 CO2 + N2 + Hg + Hg(CN)2 (mercury(II) cyanide) In popular culture In the episode “Crazy Handful of Nothin’{{-“}} of the television series Breaking Bad, Walter White uses fulminated mercury “with a little tweak of chemistry” to create an explosion in meth kingpin Tuco Salamanca’s office as an intimidation tactic. The depiction of the substance and its effects in the show is questionable in accuracy; the crystals themselves, as shown, would be too large to survive handling without exploding, and when Walt throws a crystal at the ground the resulting explosion ruins the office but leaves the occupants unharmed;WEB, Hare2012-11-01T10:38:00+00:00, Jonathan, Breaking Bad IV – can a little crystal blow up a room?,edu.rsc.org/analysis/breaking-bad-iv-can-a-little-crystal-blow-up-a-room/3007376.article, 30 September 2023,web.archive.org/web/20230930153733/https://edu.rsc.org/analysis/breaking-bad-iv-can-a-little-crystal-blow-up-a-room/3007376.article, RSC Education, en, however, it is not explained what White means by a tweak of chemistry or how that may have affected the crystal’s explosive properties. See also Fulminic acid Potassium fulminate References {{reflist}} External links {{Commons category|Mercury(II) fulminate}} www.npi.gov.au/database/substance-info/profiles/53.html" title="web.archive.org/web/20060425193836www.npi.gov.au/database/substance-info/profiles/53.html">National Pollutant Inventory - Mercury and compounds Fact Sheet NEWS, 300 years after discovery, structure of mercury fulminate finally determined, physorg.com,www.physorg.com/news107176552.html, 24 August 2007, {{Mercury compounds}}