Zinc cyanide
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| Zinc cyanide | |
|---|---|
| Image:Zinc cyanide.jpg | |
| General | |
| Other names | potassium sulfocyanate potassium isothiocyanate potassium thiocyanide |
| Molecular formula | C2N2Zn |
| Molar mass | 117.41 g/mol |
| Appearance | off-white powder |
| CAS number | [557-21-1] |
| Properties | |
| Density and phase | 1.852 g/cm3, solid |
| Solubility in water | insoluble |
| Melting point | 800 °C (decomposes) |
| Boiling point | ? |
| Hazards | |
| EU classification | not listed |
| NFPA 704 |   
|
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and 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.
Zn(CN)2 is employed as a catalyst for the cyanosilylation of aldehydes and ketones.<ref>Rasmussen J. K., Heilmann S. M. (1990). "In situ Cyanosilylation of Carbonyl Compounds: O-Trimethylsilyl-4-Methoxymandelonitrile". Organic Syntheses, Collected Volume 7: 521. </ref>
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.<ref> 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. </ref><ref> Fuson R. C., Horning E. C., Rowland S. P., Ward M. L. (1955). "Mesitaldehyde". Organic Syntheses, Collected Volume 3: 549. </ref>
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