Xantphos

Xantphos
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Names
	IUPAC name 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
	Other names Xantphos
Identifiers
CAS Number	161265-03-8
ChemSpider	551930
Jmol 3D model	Interactive image
PubChem	636044
	InChI InChI=1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3 Key: CXNIUSPIQKWYAI-UHFFFAOYSA-N ; InChI=1/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3 Key: CXNIUSPIQKWYAI-UHFFFAOYAQ ;
	SMILES O6c1c(cccc1P(c2ccccc2)c3ccccc3)C(c7cccc(P(c4ccccc4)c5ccccc5)c67)(C)C ;
Properties
Chemical formula	C39H32OP2
Molar mass	578.62 g/mol
Appearance	colorless solid
Density	1.34 g/mL
Melting point	224 to 228 °C (435 to 442 °F; 497 to 501 K)
Solubility in water	organic solvents
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Xantphos is an organophosphorus compound derived from the heterocycle xanthene. It is used as a bidentate ligand and is noteworthy for having a particularly wide bite angle. Such ligands are useful in the hydroformylation of alkenes.^[1] Illustrative of its wide bite angle, it forms both cis and trans adducts of platinum(II) chloride. A related bidentate ligand with a greater bite angle is spanphos.

The ligand is prepared by double directed lithiation of 9,9-dimethylxanthene with sec-butyllithium followed by treatment with chlorodiphenylphosphine.^[2]

References