1,2-bis (dimethylphosphino) ethane

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Structural formula
Structural formula of 1,2-bis (dimethylphosphino) ethane
General
Surname 1,2-bis (dimethylphosphino) ethane
other names
  • DMPE
  • (Ethane-1,2-diyl) bis (dimethylphosphine) ( IUPAC )
Molecular formula C 6 H 16 P 2
Brief description

colorless liquid

External identifiers / databases
CAS number 23936-60-9
EC number 627-450-6
ECHA InfoCard 100.155.809
PubChem 141059
ChemSpider 124423
Wikidata Q2462507
properties
Molar mass 150.07 g mol −1
Physical state

liquid

density

0.9 g cm −3 at 25 ° C

boiling point

180 ° C

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-315-319-335
P: 210-261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,2-Bis (dimethylphosphino) ethane ( dmpe ) is a diphosphine with frequent use in coordination chemistry . It serves as a strongly basic observer ligand. Representative complexes are V (dmpe) 2 (BH 4 ) 2 , Mn (dmpe) 2 (AlH 4 ), Tc (dmpe) 2 (CO) 2 Cl, and Ni (dmpe) Cl 2 .

Structure of trans-CoCl2 (dmpe) 2 (P is colored ocher, Co blue and Cl green.)
Structure of trans -CoCl 2 (dmpe) 2 ( P is colored ocher, Co blue and Cl green.)

It is a colorless, air-sensitive liquid that is soluble in organic solvents.

synthesis

The synthesis is carried out by reacting methyl magnesium iodide with 1,2-bis (dichlorophosphino) ethane:

Synthesis of 1,2-bis (dimethylphosphino) ethane

Alternatively, dmpe can also be obtained by alkylating sodium dimethyl phosphide .

The synthesis from thiophosphoryl trichloride has led to serious accidents and should no longer be used.

Related ligands

Tetramethylethylenediamine is the diamine analog from dmpe. Bis (dicyclohexylphosphino) ethane is a sterically more demanding analogue, which also has the advantage of being a solid.

Individual evidence

  1. a b c d e data sheet 1,2-bis (dimethylphosphino) ethane from Sigma-Aldrich , accessed on October 13, 2019 ( PDF ).
  2. JE Bercaw, GW Parshall: Preparation of Tetramethyldiphosphine disulfides and Ethylenebis (Dimethylphosphine) (DMPE) . In: Inorganic Syntheses . John Wiley & Sons, Inc., Hoboken, NJ, USA 2007, ISBN 978-0-470-13254-8 , pp. 199-200 , doi : 10.1002 / 9780470132548.ch42 .
  3. RJ Burt, J. Chatt, W. Hussain, GJ Leigh: A convenient synthesis of 1,2-bis (dichlorophosphino) ethane, 1,2-bis (dimethylphosphino) ethane and 1,2-bis (diethylphosphino) ethane . In: J. Organomet. Chem. . 182, No. 2, 1979, pp. 203-206. doi : 10.1016 / S0022-328X (00) 94383-3 .
  4. JE Bercaw, GW Parshall: Preparation of Tetramethyldiphosphine Disulfide and Ethylenebis (dimethylphosphine) (dmpe) , Inorganic Syntheses 1985, vol. 23, p. 199-200, doi : 10.1002 / 9780470132548.ch42 .