Tricyclohexylphosphine
From Wikipedia, the free encyclopedia
| Tricyclohexylphosphine | |
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| IUPAC name | tricyclohexylphosphane |
| Other names | tricyclohexylphosphine P(Cy)3 PCy3 |
| Identifiers | |
| CAS number | [2622-14-2] |
| SMILES | C1(CCCCC1)P(C2CCCCC2)C3CCCCC3 |
| InChI | 1/C18H33P/c1/h16-18H,1-15H2 |
| Properties | |
| Molecular formula | C18H33P |
| 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 |
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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]
Important compounds containing P(Cy)3 ligands include the 2005 Nobel Prize-winning Grubbs' catalyst and the homogeneous hydrogenation catalyst Crabtree's catalyst.
[edit] References
- ^ R. C. Bush and R. J. Angelici (1988). "Phosphine basicities as determined by enthalpies of protonation". Inorg. Chem. 27 (4): 681-686. doi:.
 Grubbs catalyst (1st generation) |
 Crabtree's catalyst |
