Tricyclohexylphosphine

Tricyclohexylphosphine
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Names
	IUPAC name Tricyclohexylphosphane
	Other names P(Cy)3; PCy3
Identifiers
CAS Number	2622-14-2
ChemSpider	68315
Jmol 3D model	Interactive image; Interactive image
PubChem	75806
	InChI InChI=1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2 Key: WLPUWLXVBWGYMZ-UHFFFAOYSA-N ; InChI=1/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2 Key: WLPUWLXVBWGYMZ-UHFFFAOYAM ;
	SMILES C1(CCCCC1)P(C2CCCCC2)C3CCCCC3 ; C1CCC(CC1)P(C2CCCCC2)C3CCCCC3 ;
Properties
Chemical formula	C18H33P
Molar mass	280.43 g mol−1
Appearance	white solid
Melting point	82 °C (180 °F; 355 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

Tricyclohexylphosphine is the tertiary phosphine with the formula P(C₆H₁₁)₃. Commonly used as a ligand in organometallic chemistry, it is often abbreviated to PCy₃, where Cy stands for cyclohexyl. It is characterized by both high basicity (pK_a = 9.7)^[1] and a large ligand cone angle (170°).^[2]^[3]

Important complexes containing P(Cy)₃ ligands include the 2005 Nobel Prize-winning Grubbs' catalyst and the homogeneous hydrogenation catalyst Crabtree's catalyst.

References