Vinyldiphenylphosphine

Vinyldiphenylphosphine is the organophosphorus compound with the formula (C6H5)2PCH=CH2. This colorless, air-sensitive solid is used as a precursor to ligands used in coordination chemistry and homogeneous catalysis.[1] It is prepared by treating chlorodiphenylphosphine with vinyl Grignard reagents.[2]

Vinyldiphenylphosphine
Names
Preferred IUPAC name
Ethenyldi(phenyl)phosphane
Other names
Diphenylvinylphosphine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.016.782 Edit this at Wikidata
EC Number
  • 218-459-2
UNII
  • InChI=1S/C14H13P/c1-2-15(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h2-12H,1H2
    Key: AJVBXLXLODZUME-UHFFFAOYSA-N
  • C=CP(C1=CC=CC=C1)C2=CC=CC=C2
Properties
C14H13P
Molar mass 212.232 g·mol−1
Appearance colorless solid
Melting point 70.5–71.5 °C (158.9–160.7 °F; 343.6–344.6 K)
Boiling point 104 °C (219 °F; 377 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ King, R. Bruce (1972). "Poly(tertiary Phosphines) and Their Metal Complexes". Accounts of Chemical Research. 5 (5): 177–185. doi:10.1021/ar50053a003.
  2. ^ Rabinowitz, Robert; Pellon, Joseph (1961). "Phosphorus-containing monomers. I. Synthesis of Vinyl Phosphines, Oxides, Sulfides, and Phosphonium Compounds". Journal of Organic Chemistry. 26 (11): 4623–6. doi:10.1021/jo01069a101.