Tetraphenyllead
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| IUPAC name
Tetraphenylplumbane
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.008.976 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| Pb(C6H5)4 | |
| Molar mass | 515.6 g·mol−1 |
| Appearance | white powder[1] |
| Density | 1.53 g/cm3[2] |
| Melting point | 227–228 °C[2] |
| Boiling point | 270 °C (decomposes[3]) |
| insoluble[1] | |
| Solubility | benzene 15.4 g/L dioxane 11.4 g/L carbon tetrachloride 8.04 g/L[4] |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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May cause damage to the organs and the unborn child |
| GHS labelling:[5] | |
| Danger | |
| H301, H302, H311, H331, H332, H360, H373, H410 | |
| P203, P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P316, P317, P318, P319, P321, P330, P361+P364, P391, P403+P233, P405, P501 | |
| Flash point | 126 °C (13 mmHg)[2] |
| Related compounds | |
Other anions
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Other cations
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Tetraphenyllead is an organolead compound with the chemical formula Pb(C6H5)4 or PbPh4. It is a white solid.
Preparation
Tetraphenyllead can be produced by the reaction of phenylmagnesium bromide and lead(II) chloride in diethyl ether. This was the method first used by P. Pfeiffer and P. Truskier to produce tetraphenyllead in 1904.[6]
- (C6H5)MgBr + 2 PbCl2 → Pb(C6H5)4 + Pb + 4 MgBrCl
Reactions
A solution of hydrogen chloride in ethanol can react with tetraphenyllead and substitute some of the phenyl groups to chlorine atoms:[7]
- Pb(C6H5)4 + HCl → Pb(C6H5)3Cl + C6H6
- Pb(C6H5)3Cl + HCl → Pb(C6H5)2Cl2 + C6H6
Just like tetrabutyllead, tetraphenyllead and sulfur react explosively at 150 °C and produce diphenyl sulfide and lead(II) sulfide:[8]
- Pb(C6H5)4 + 3 S → PbS + 2 S(C6H5)2
Tetraphenyllead reacts with iodine in chloroform to produce triphenyllead iodide.[9]
Safety
Tetraphenyllead may damage fertility or the unborn child, to organs through prolonged or repeated exposure (kidneys, male gonads, liver, central nervous system). Possible carcinogen.[10]
References
- ^ a b Tetraphenyllead, 97% at AlfaAesar, accessed on 2015-03-27 (PDF) (JavaScript required).
- ^ a b c "Tetraphenyllead". ChemicalBook.
- ^ Greenwood, N. N.; Earnshaw, A. (1997). Chemistry of the elements. Boston, Mass. p. 404. ISBN 0-585-37339-6. OCLC 48138330.
{{cite book}}: CS1 maint: location missing publisher (link) - ^ Walter Strohmeier, Karlheinz Miltenberger (June 1958). "Notiz über die Löslichkeiten von Tetraphenylmethan Tetraphenyl-silicium, -germanium, -zinn und -blei in organischen Lösungsmitteln". Chemische Berichte (in German). 91 (6): 1357. doi:10.1002/cber.19580910638.
- ^ "Tetraphenyllead". pubchem.ncbi.nlm.nih.gov.
- ^ P. Pfeiffer, P. Truskier (January 1904). "Zur Darstellung organischer Blei- und Quecksilber-Verbindungen". Berichte der Deutschen Chemischen Gesellschaft (in German). 37: 1125. doi:10.1002/cber.190403701183.
- ^ F. Just (May 1947). "Chemisches Colloquium der Universität Berlin". Angewandte Chemie (in German). 59 (5–6): 176. Bibcode:1947AngCh..59..161J. doi:10.1002/ange.19470590510.
- ^ Max Schmidt, Herbert Schumann (October 1963). "Spaltungsreaktionen metallorganischer Verbindungen mit Chalkogenen. Reaktionen von Schwefel mit silicium-, germanium- und bleiorganischen Verbindungen". Zeitschrift für Anorganische und Allgemeine Chemie (in German). 325 (3–4): 130. doi:10.1002/zaac.19633250305. ISSN 0044-2313.
- ^ Richard W. Weiss (2013). Compounds of Germanium, Tin, and Lead, including Biological Activity and Commercial Application Covering the Literature from 1937 to 1964. Springer Science & Business Media. p. 555. ISBN 978-3-642-51889-8.
- ^ https://pubchem.ncbi.nlm.nih.gov/compound/Tetraphenyllead