Tetraphenyllead
Chemical compound
From Wikipedia, the free encyclopedia
Tetraphenyllead is an organolead compound with the chemical formula Pb(C6H5)4 or PbPh4. It is a white solid.
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| Names | |
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| IUPAC name
Tetraphenylplumbane | |
| 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 |
May cause damage to the organs and the unborn child |
| GHS labelling:[5] | |
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| Danger | |
| H301, H302, H311, H331, H332, H360, H373, H410 | |
| P203, P260, 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).
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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]