1,2-bis (diphenylphosphino) ethane

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Structural formula
Structural formula
General
Surname 1,2-bis (diphenylphosphino) ethane
other names
  • 1,2-ethanediylbis (diphenylphosphine) ( IUPAC )
  • dppe
  • Diphos
Molecular formula C 26 H 24 P 2
Brief description

yellowish powder

External identifiers / databases
CAS number 1663-45-2
EC number 216-769-2
ECHA InfoCard 100.015.246
PubChem 74267
ChemSpider 66873
Wikidata Q161453
properties
Molar mass 398.42 g mol −1
Physical state

firmly

Melting point

138-142 ° C

solubility

soluble in THF : 75 g l −1 (25 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 302 + 352-304 + 340-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bis (diphenylphosphino) ethane is an organic compound . It is used as a ligand for catalytically active complexes .

presentation

Dppe can be made from the reaction between chlorodiphenylphosphine , 1,2-dibromoethane and metallic sodium . First, chlorodiphenylphosphine is metalated by sodium. The species formed then attacks the bromoalkane nucleophilically . Sodium bromide and sodium chloride are produced as by-products .

Synthesis of dppe. Ph = phenyl

use

Dppe is used as a bidentate chelate ligand in homogeneous transition metal catalysis , where the two phosphorus atoms coordinate on the metal used .

Individual evidence

  1. a b c d data sheet 1,2-bis (diphenylphosphino) ethane (PDF) from Merck , accessed on April 12, 2011.
  2. E. de Wolf, B. Richter, B.-J. Deelman, G. van Koten in: J. Org. Chem. 2000, 65, 17, 5424-5427.
  3. Kurt Issleib , Dietrich-Wolfgang Müller: Alkali-phosphorus compounds and their reactive behavior, III. Representation ditert. Phosphines R 2 P- [CH 2 ] n -PR 2 . In: Chemical Reports . tape 92 , no. December 12 , 1959, p. 3175-3182 , doi : 10.1002 / cber.19590921221 ( wiley.com ).

See also