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Contents

   



(Top)
 


1 Molecular and crystal structure  





2 Synthesis  





3 Reactions  





4 Past applications  





5 Toxicology  





6 References  





7 External links  














Mercury(II) cyanide






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From Wikipedia, the free encyclopedia
 


Mercury(II) cyanide
Names
IUPAC name

dicyanomercury

Other names

mercuric cyanide; cyanomercury; neutral mercury cyanide (1:2); mercury dicyanide; hydrargyri cyanidum[1] (homeopathy)

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

3679510
ChEBI
ChemSpider
ECHA InfoCard 100.008.857 Edit this at Wikidata
EC Number
  • 209-741-6

Gmelin Reference

2563

PubChem CID

UNII
UN number 1636

CompTox Dashboard (EPA)

  • InChI=1S/2CN.Hg/c2*1-2;

    Key: FQGYCXFLEQVDJQ-UHFFFAOYSA-N

  • InChI=1/2CN.Hg/c2*1-2;/rC2HgN2/c4-1-3-2-5

    Key: FQGYCXFLEQVDJQ-RYFBSBGDAX

  • C(#N)[Hg]C#N

Properties

Chemical formula

Hg(CN)2
Molar mass 252.63 g/mol
Appearance colorless crystals or white powder
Odor odorless
Density 3.996 g/cm3
Melting point 320 °C (608 °F; 593 K)[3] (decomposes)

Solubility in water

9.3 g/100 mL (14 °C)
53.9 g/100 mL (100 °C)[2]
Solubility 25 g/100 mL (methanol, 19.5 °C)
soluble in ethanol, ammonia, glycerin
slightly soluble in ether
insoluble in benzene

Magnetic susceptibility (χ)

−67.0·10−6cm3/mol

Refractive index (nD)

1.645
Hazards
Occupational safety and health (OHS/OSH):

Main hazards

Highly toxic
GHS labelling:[4]

Pictograms

GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard

Signal word

Danger

Hazard statements

H300, H301, H310, H330, H373, H410

Precautionary statements

P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P322, P330, P361, P363, P391, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 0: Will not burn. E.g. waterInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazard POI: Poisonous
4
0
2
Lethal dose or concentration (LD, LC):

LD50 (median dose)

26 mg/kg

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 ?)

Infobox references

Mercury(II) cyanide, also known as mercuric cyanide, is a poisonous compoundofmercury and cyanide. It is an odorless, toxic white powder. It is highly solubleinpolar solvents such as water, alcohol, and ammonia; slightly soluble in ether; and insoluble in benzene and other hydrophobic solvents.[3]

Molecular and crystal structure[edit]

Atambient temperature and ambient pressure, Hg(CN)2 takes the form of tetragonal crystals.[3] These crystals are composed of nearly linear Hg(CN)2 molecules with a C-Hg-C bond angle of 175.0° and an Hg-C-N bond angle of 177.0° (Aylett[2] gives slightly different values of 189° and 175°, respectively). Raman spectra show that the molecules distort at higher pressures. Between 16-20 kbar, the structure undergoes a phase transition as the Hg(II) center changes from 2- to 4-coordinate as the CN groups bind to neighboring Hg centers forming via Hg-N bonds. The coordination geometry thus changes from tetragonal to tetrahedral, forming a cubic crystal structure, analogous to the structure of Cd(CN)2. Due to the ambidentate nature of the CN ligands, this tetrahedral structure is distorted, but the distortion lessens with increasing pressure until the structure becomes nearly perfectly tetrahedral at >40 kbar.[6]

As in the solid state, in aqueous solution, Hg(CN)2 molecules are linear.[2]

Synthesis[edit]

Mercuric cyanide is formed from aqueous hydrogen cyanide and mercuric oxide:[7]

HgO + 2 HCN → Hg(CN)2 + H2O

Hg(CN)2 can also be prepared by mixing HgO with finely powdered Prussian blue.[2][8][7] In addition, it can be produced by treating mercuric sulfate with potassium ferrocyanide in water:[8]

K4Fe(CN)6 + 3 HgSO4 → 3 Hg(CN)2 + 2 K2SO4 + FeSO4

Another method to generate mercuric cyanide is through the disproportionation of mercury(I) derivatives. In these reactions, metallic mercury precipitates, and Hg(CN)2 remains in solution:[8]

Hg2(NO3)2 + 2 KCN → Hg + Hg(CN)2 + 2 KNO3

Reactions[edit]

It rapidly decomposes in acid to give off hydrogen cyanide. It is photosensitive, becoming darker in color.[9]

Mercury cyanide catalyzes the Koenigs–Knorr reaction for the synthesis of glycosides.[3] Cyanogen, (CN)2, forms upon heating dry mercury cyanide, but the method is inferior to other routes:[10]

Hg(CN)2 → (CN)2 + Hg

Coordination polymers can be synthesized from Hg(CN)2 building blocks. Large single crystals of [(tmeda)Cu-[Hg(CN)2]2][HgCl4] form upon treating CuCl2, the soft Lewis acid Hg(CN)2, and N,N,N',N'-tetramethylethylenediamine (TMEDA). The migration of two labile chloride ligands from harder Cu(II) to softer Hg(II) drives the formation of the crystal.[11]

Past applications[edit]

The use of mercuric cyanide as an antiseptic was discontinued due to its toxicity.[12] Hg(CN)2 is also used in photography.[13]

Toxicology[edit]

Mercury(II) cyanide is poison with health hazard classification 3, having an oral LD50 of 33 milligrams per kilogram in mice and a subcutaneous LD50 of 2.7 milligrams per kilogram in dogs.[14]

References[edit]

  • ^ a b c d Aylett, B.J. "Mercury (II) Pseudohalides: Cyanide, Thiocyanate, Selenocyanate, Azide, Fulminate." Comprehensive Inorganic Chemistry 3:304-306. J.C. Bailar, Harry Julius Emeléus, Sir Ronald Nyholm, and A.F. Trotman-Dickenson, ed. Oxford: Pergamon Press, 1973; distributed by Compendium Publishers (Elmsford, NY), p. 304.
  • ^ a b c d Kocovsky, P., G. Wang, and V. Sharma. "Mercury(II) Cyanide." e-EROS Encyclopedia of Reagents for Organic Synthesis. Chichester, UK: John Wiley & Sons, Ltd., 2001. http://www.mrw.interscience.wiley.com/eros/articles/rm034/sect0-fs.html
  • ^ "Mercuric cyanide". pubchem.ncbi.nlm.nih.gov. Retrieved 23 December 2021.
  • ^ "MERCURIC CYANIDE | CAMEO Chemicals | NOAA".
  • ^ Wong, P.T.T. J. Chem. Phys. 1984, 80(12), 5937-41.
  • ^ a b F. Wagenknecht; R. Juza (1963). "Mercury (II) cyanide". In G. Brauer (ed.). Handbook of Preparative Inorganic Chemistry, 2nd Ed. Vol. 2pages=1021. NY,NY: Academic Press.
  • ^ a b c Miller, W.L. Elements of Chemistry: Organic chemistry, 5th ed. New York: John Wiley & Sons, 1880, p. 100.
  • ^ Brunton, L.T. A Text-Book Of Pharmacology, Therapeutics And Materia Medica. London: MacMillan & Co., 1885.
  • ^ Brotherton, T.K.; Lynn, J.W. Chemical Reviews 1959, 59(5), 841-883, 844-846.
  • ^ Draper, Neil D.; Batchelor, Raymond J.; Sih, Bryan C.; Ye, Zuo-Guang; Leznoff, Daniel B. (2003). "Synthesis, Structure, and Properties of [(tmeda)Cu[Hg(CN)2]2][HgCl4]: A Non-Centrosymmetric 2-D Layered System that Shows Strong Optical Anisotropy". Chemistry of Materials. 15 (8): 1612–1616. doi:10.1021/cm021716r.
  • ^ Benaissa, M.L.; Hantson, P.; Bismuth, C.; Baud, F.J. Intensive Care Med. 1995, 21(12), 1051-1053.
  • ^ "Cyanides, Cyanide Oxides and Complex Cyanides." http://www.dncustoms.gov.vn/web_eglish/bieu_thue/E_HTM/E2837.HTM Archived 2017-12-30 at the Wayback Machine (accessed April 30, 2009).
  • ^ Pubchem. "Mercuric cyanide". pubchem.ncbi.nlm.nih.gov. Retrieved 2018-03-22.
  • External links[edit]


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