Diphenylmercury
| Diphenylmercury | |
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| Identifiers | |
| CAS number | 587-85-9  |
| UNII | 9JF9FUI57J |
| Properties | |
| Molecular formula | C12H10Hg |
| Molar mass | 354.80 g mol−1 |
| Appearance | white solid |
| Density | 2.318 g cm−3[1] |
| Melting point |
121–123 °C |
| Boiling point |
204 °C[1] |
| Solubility in water | slightly soluble in ethanol, diethyl ether; soluble in benzene, chloroform[1] |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Diphenylmercury is the organomercury compound with the formula Hg(C6H5)2. It is a white solid.[2]The compound is of historic interest as a particularly stable organometallic compound but it finds few uses because of its high toxicity.
Preparation
Commercially available, this compound can been be prepared by several route. It results treating phenylmercury acetate with sodium stannite,[3] by the reaction of mercuric halides with phenylmagnesium bromide,[4] and the reaction of bromobenzene with sodium amalgam.[5]
References
- ^ a b c Lide, D. R. (2008). CRC Handbook of Chemistry and Physics, 89th Edition. CRC Press. p. 3–518. ISBN 978-0-8493-0488-0.
- ^ Glidewell, C.; Low, J. N.; Wardell, J. L. (2005). "Diphenylmercury, redetermined at 120 K: sheets built from a single C-H···π(arene) hydrogen bond" (pdf). Acta Crystallographica C 61 (2): m107–m108. doi:10.1107/S0108270104034134. PMID 15695887.
- ^ Maynard, J. L. (1924). "The Direct Mercuration of Benzene and the Preparation of Mercury Diphenyl". Journal of the American Chemical Society 46 (6): 1510–1512. doi:10.1021/ja01671a024.
- ^ Borgstrom, P.; Dewar, M. M. (1929). "The Preparation of Mercury Diphenyl by Use of the Grignard Reagent". Journal of the American Chemical Society 51 (11): 3387–3389. doi:10.1021/ja01386a030.
- ^ Calvery, H. O. (1929), "Diphenylmercury", Org. Synth. 9: 54; Coll. Vol. 1: 228
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