1,2-Bis(dimethylphosphino)ethane

changed changed 477203110 1,2-Bis(dimethylphosphino)ethane dmpe-2D-skeletal-B.png Dmpe-from-xtal-1997-3D-balls.png (Ethane-1,2-diyl)bis(dimethylphosphane) DMPEethylenebis(dimethylphosphine)1,2-Bis(dimethylphosphino)ethane correct chemspider 124423 627-450-6 1/C6H16P2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 P(C)(C)CCP(C)C ZKWQSBFSGZJNFP-UHFFFAOYAN 141059 correct chemspider 1S/C6H16P2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 correct chemspider ZKWQSBFSGZJNFP-UHFFFAOYSA-N 23936-60-9 correct CAS correct FDA 9P3522CZ8T 6 16 2 180 0.9 g/mL at 25 °C 02 07 Danger 225 250 315 319 335 210 222 231 233 240 241 242 243 261 264 264+265 271 280 302+335+334 302+352 303+361+353 304+340 305+351+338 319 321 332+317 337+317 362+364 370+378 403+233 403+235 405 501 Aldrich 261939 1,2-Bis(dimethylphosphino)ethane 2013-07-20 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, dmpe 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. thumb|left|Structure of trans-CoCl2(dmpe)2 (P is ochre, Co. is blue, Cl is green). Synthesis It is synthesised by the reaction of methylmagnesium iodide with 1,2-bis(dichlorophosphino)ethane:R. J. Burt J. Chatt W. Hussain G. J. Leigh A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane Journal of Organometallic Chemistry 182 2 1979 203–6 10.1016/S0022-328X(00)94383-3 Cl2PCH2CH2PCl2 + 4 MeMgI → Me2PCH2CH2PMe2 + 4 MgICl Alternatively 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.10.1002/9780470132548.ch42 Preparation of Tetramethyldiphosphine Disulfide and Ethylenebis(Dimethylphosphine) (Dmpe) 199–200 1985 23 Bercaw J. E. Inorganic Syntheses Parshall G. W. 9780470132548 Related ligands Bis(dicyclohexylphosphino)ethane, a bulkier analogue, which is also a solid. 1,2-Bis(diphenylphosphino)ethane, more air-stable than dmpe, but less basic. 1,2-Bis(dimethylphosphino)benzene, a more rigid analogue of dmpe. Tetramethylethylenediamine, the diamine analogue of dmpe. References Category:Chelating agents Category:Diphosphines Category:1,2-Ethanediyl compounds