Tris(trimethylsilyl)phosphine
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| Names | |
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| Other names
tris(trimethylsilyl)phosphane
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| Identifiers | |
| ECHA InfoCard | 100.154.516 |
| Properties | |
| C9H27PSi3 | |
| Molar mass | 250.54 g·mol−1 |
| Appearance | colorless liquid |
| Density | 0.863 g/cm3 |
| Melting point | 24 °C (75 °F; 297 K) |
| Boiling point | 243–244 °C (469–471 °F; 516–517 K) |
| Hazards | |
| Main hazards | poison, inflammable |
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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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| Infobox references | |
Tris(trimethylsilyl)phosphine is the organophosphorus compound with the formula P(SiMe3)3 (Me = methyl). It is a colorless liquid that ignites in air and hydrolyses readily.
Tris(trimethylsilyl)phosphine is prepared by treating trimethylsilyl chloride, white phosphorus, and sodium-potassium alloy:
Several other methods exist.
The compound hydrolyzes to give phosphine:
Treatment of certain acyl chlorides with tris(trimethylsilyl)phosphine gives phosphaalkynes, one example being tert-butylphosphaacetylene.
It is a reagent in the preparation of metal phosphido clusters by reaction with metal halides or carboxylates. In such reactions the silyl halide or silyl carboxylate is liberated as illustrated in this idealized reaction:
Tris(trimethylsilyl)phosphine spontaneously ignites in air, thus it is handled using air-free techniques.
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