1,2-Bis(dimethylphosphino)ethane
 | |
 | |
| Names | |
|---|---|
| IUPAC name
Ethane-1,2-diylbis(dimethylphosphane) | |
| Other names
DMPE ethylenebis(dimethylphosphine) 1,2-Bis(dimethylphosphino)ethane | |
| Identifiers | |
| 3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.155.809 |
| PubChem CID |
|
| |
| |
| Properties | |
| C6H16P2 | |
| Molar mass | 150.14 g mol−1 |
| Density | 0.9 g/mL at 25 °C |
| Boiling point | 180 °C (356 °F; 453 K) |
| Hazards | |
| GHS pictograms |   [1] |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is  ?) | |
| Infobox references | |
1,2-Bis(dimethylphosphino)ethane (dmpe) is a diphosphine ligand in coordination chemistry. It is a colorless, air-sensitive liquid that is soluble in organic solvents. With the formula (CH2PMe2)2 is used as a compact strongly basic spectator ligand (Me = methyl), Representative complexes include V(dmpe)2(BH4)2, Mn(dmpe)2(AlH4)2, Tc(dmpe)2(CO)2Cl, and Ni(dmpe)Cl2.[2]
2.png){kind=spacer}
Synthesis
It is synthesised by the reaction of methylmagnesium iodide with 1,2-bis(dichlorophosphino)ethane:[3]
- Cl2PCH2CH2PCl2 + 4 MeMgI → Me2PCH2CH2PMe2 + 4 MgICl
Alternatively but it can be generated by alkylation of sodium dimethylphosphide.
The synthesis of dmpe from thiophosphoryl chloride has led to serious accidents and has been abandoned.[4]
Related ligands
Tetramethylethylenediamine is the diamine analogue of dmpe. Bis(dicyclohexylphosphino)ethane is a bulky analogue of dmpe, which offers the advantage of being a solid.
References
- ↑ Sigma-Aldrich Co., 1,2-Bis(dimethylphosphino)ethane. Retrieved on 2013-07-20.
- ↑ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 0-08-037941-9.
- ↑ R. J. Burt; J. Chatt; W. Hussain; G. J. Leigh (1979). "A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane". J. Organomet. Chem. 182 (2): 203–6. doi:10.1016/S0022-328X(00)94383-3.
- ↑ J. E. Bercaw, G. W. Parshall, "Preparation of Tetramethyldiphosphine Disulfide and Ethylenebis(dimethylphosphine) (dmpe)" Inorganic Syntheses 1985, vol. 23, Pages: 199–200. doi:10.1002/9780470132548.ch42