Zinc cyanide

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Zinc cyanide
Image:Zinc cyanide.jpg
Other names potassium sulfocyanate
potassium isothiocyanate
potassium thiocyanide
Identifiers
CAS number 557-21-1
Properties
Molecular formula Zn(CN)2
Molar mass 117.41 g/mol
Appearance off-white powder
Density 1.852 g/cm3, solid
Melting point

800 °C (decomposes)

Solubility in water insoluble
Hazards
EU classification not listed
NFPA 704
0
4
2
 
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Zinc cyanide is the inorganic chemical compound with the formula Zn(CN)2. It adopts a polymeric structure consisting of tetrahedral zinc centers linked by bridging cyanide ligands. The structure can also be described as being two interpenetrating adamantain structures. The cyanide group shows head to tail disorder with any zinc atom having between 1 and 4 carbon neighbours and the remaining being nitrogen atoms. It shows one of the largest negative coefficents of thermal expansion, beating the previous largest zerconium tungstate.

Zn(CN)2 is employed as a catalyst for the cyanosilylation of aldehydes and ketones.1

It is also used to introduce the formyl group in organic synthesis. 2-Hydroxy-1-naphthaldehyde has been prepared from 2-naphthol, zinc cyanide, and anhydrous hydrogen chloride.23

Zinc cyanide is also a byproduct of gold extraction were zinc metal is added to the gold cyanide solution to precipitate the gold.

References

  1. ^ Rasmussen J. K., Heilmann S. M. (1990). "In situ Cyanosilylation of Carbonyl Compounds: O-Trimethylsilyl-4-Methoxymandelonitrile". Organic Syntheses, Collected Volume 7: 521, http://www.orgsyn.org/orgsyn/prep.asp?prep=cv7p0521. 
  2. ^ Adams R., Levine I. (1923). "Simplification of the Gattermann Synthesis of Hydroxy Aldehydes". Journal of the American Chemical Society 45: 2373–77. doi:10.1021/ja01663a020. 
  3. ^ Fuson R. C., Horning E. C., Rowland S. P., Ward M. L. (1955). "Mesitaldehyde". Organic Syntheses, Collected Volume 3: 549, http://www.orgsyn.org/orgsyn/prep.asp?prep=cv3p0549. 

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  • This page was last modified on 18 July 2008, at 20:45.

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