2-Diphenylphosphinobenzoic acid

Last updated
2-Diphenylphosphinobenzoic acid
PCO2H.png
Names
Preferred IUPAC name
2-(Diphenylphosphanyl)benzoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.037.524 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 241-293-7
PubChem CID
UNII
  • InChI=1S/C19H15O2P/c20-19(21)17-13-7-8-14-18(17)22(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H,(H,20,21)
    Key: UYRPRYSDOVYCOU-UHFFFAOYSA-N
  • C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C(=O)O
Properties
C19H15O2P
Molar mass 306.301 g·mol−1
Appearancewhite solid
Density 1.278 g/cm3
Melting point 174–181 °C (345–358 °F; 447–454 K)
alcohols, acetone, CH2Cl2
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H332, H335
P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Diphenylphosphinobenzoic acid is an organophosphorus compound with the formula (C6H5)2PC6H4CO2H. It is a white solid that dissolves in polar organic solvents. The ligand is a component of catalysts used for the Shell higher olefin process. [1] It is prepared by the reaction of sodium diphenylphosphide with the sodium salt of 2-chlorobenzoic acid. [2]

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References

  1. Keim W; Schulz R. P. (1994). "Chelate control in the nickel-complex catalysed homogeneous oligomerization of ethylene". Journal of Molecular Catalysis. 92: 21–33. doi:10.1016/0304-5102(94)00050-6.
  2. Hoots, J. E.; Rauchfuss, T. B.; Wrobleski, D. A. (1982). "39. Substituted Triaryl Phosphines". Inorganic Syntheses. Vol. 21. pp. 175–179. doi:10.1002/9780470132524.ch39. ISBN   9780470132524.