1,2-Bis(dicyclohexylphosphino)ethane

Bis(dicyclohexylphosphino)ethane, abbreviated dcpe, is an organophosphorus compound with the formula (C6H11)2PCH2CH2P(C6H11)2. It is a white solid that is soluble in nonpolar organic solvents.[1] The compound is used as a bulky and highly basic diphosphine ligand in coordination chemistry.[2]

1,2-Bis(dicyclohexylphosphino)ethane
Names
Preferred IUPAC name
(Ethane-1,2-diyl)bis(dicyclohexylphosphane)
Other names
dcpe
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.209.704 Edit this at Wikidata
UNII
  • InChI=1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
    Key: BOUYBUIVMHNXQB-UHFFFAOYSA-N
  • InChI=1/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
    Key: BOUYBUIVMHNXQB-UHFFFAOYAM
  • C1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4
Properties
C26H48P2
Molar mass 422.61
Appearance white solid
Melting point 96–97 °C (205–207 °F; 369–370 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ Rouchet, Jean-Baptiste (2017). "1,2-Bis(dicyclohexylphosphino)ethane". Encyclopedia of Reagents for Organic Synthesis. pp. 1–5. doi:10.1002/047084289X.rn02031. ISBN 978-0-470-84289-8.
  2. ^ Sowa, J. R., Jr., Zanotti, V., Facchin, G., Angelici, R. J., "Calorimetric studies of the heats of protonation of the metal in Fe(CO)3(bidentate phosphine, arsine) complexes: effects of chelate ligands on metal basicity", J. Am. Chem. Soc. 1992, 114, 160. doi:10.1021/ja00027a023