Xantphos is an organophosphorus compound derived from the heterocycle xanthene. It is used as a bidentate diphosphine ligand and is noteworthy for having a particularly wide bite angle (108°).[1] Such ligands are useful in the hydroformylation of alkenes.[2] Illustrative of its wide bite angle, it forms both cis and trans adducts of platinum(II) chloride. In the latter context, xantphos is classified as a trans-spanning ligand. A related bidentate ligand with a greater bite angle is spanphos.
Ph stands for phenyl
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Names | |
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Preferred IUPAC name
(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) | |
Other names
Xantphos
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Identifiers | |
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.118.008 |
PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
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) |
organic solvents | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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flammable |
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
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The ligand is prepared by double directed lithiation of 9,9-dimethylxanthene with sec-butyllithium followed by treatment with chlorodiphenylphosphine.[3]
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