Trimethylphosphine
From Wikipedia, the free encyclopedia
| Trimethylphosphine | |
|---|---|
 |
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| General | |
| Systematic name | Trimethylphosphine |
| Other names | trimethylphosphane |
| Molecular formula | C3H9P |
| Molar mass | 76.07 g/mol |
| Appearance | Colorless liquid, Pyrophoric |
| CAS number | [594-09-2] |
| Properties | |
| Density and phase | 0.735 g/cm3 liquid |
| Solubility in water | low |
| Other solvents | most organic solvents |
| Melting point | -86 °C |
| Boiling point | 38-39 °C |
| Structure | |
| Coordination geometry |
Trigonal pyramidal |
| Dipole moment | |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | toxic |
| NFPA 704 | |
| Flash point | |
| R/S statement | R: 11-36/37/38 S: 9-16-26-36/37/39 |
| RTECS number | |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related compounds | NMe3 PH3 PPh3 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Trimethylphosphine is the chemical compound with the formula P(CH3)3, commonly abbreviated PMe3. This colorless, pyrophoric liquid has a strong unpleasant odour. This compound is trigonal pyramidal with C3v symmetry, similar to ammonia (NH3) and phosphine (PH3). The cone angle of this compound is 118 degrees.
PMe3 is prepared using Grignard reagents:
- 3 CH3MgBr + P(OC6H5)3 → P(CH3)3 + 3 MgBrOC6H5
The synthesis is conducted in a dibutyl ether, from which the more volatile PMe3 can be distilled.
[edit] Coordination properties
Trimethylphosphine is an excellent ligand, which forms a variety of complexes. Routes to two examples are shown:
- PMe3 + Fe(CO)5 → Fe(CO)4(PMe3) + CO
[edit] References
-Leutkens M.L., Sattelberger A.P., Murray H.H., Basil J.D., Fackler J.P. (1990). Reagents For Transition Metal Complex And Organometallic Synthesis. Trimethylphosphine (ch. 8, p. 305-310). New York: John Wiley & Sons, Inc.
-Miessler G.L, Tarr D.A. (2004). Inorganic Chemistry (p. 521). New Jersey: Prentice Hall
-http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/323322 (accessed December 07, 2006)
