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Tricyclohexylphosphine



Tricyclohexylphosphine
IUPAC name tricyclohexylphosphane
Other names tricyclohexylphosphine
P(Cy)3
PCy3
Identifiers
CAS number 2622-14-2
SMILES C1(CCCCC1)P(C2CCCCC2)C3CCCCC3
InChI InChI=1/C18H33P/c1/h16-18H,1-15H2
Properties
Molecular formula C6H11O3P
Molar mass 280.43 g mol−1
Melting point

82 °C

Hazards
Main hazards toxic
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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 (pKa = 9.7) and a large ligand cone angle.[1]

Additional recommended knowledge

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

References

  1. ^ R. C. Bush and R. J. Angelici (1988). "Phosphine basicities as determined by enthalpies of protonation". Inorg. Chem. 27 (4): 681-686. doi:10.1021/ic00277a022.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Tricyclohexylphosphine". A list of authors is available in Wikipedia.
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