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| | Tricyclohexyl phosphine Chemical Properties |
| Melting point | 81-83 °C (lit.) | | Boiling point | 383.4±9.0 °C | Condition: Press: 760 Torr | | density | 0.909 g/mL at 25 °C | | Fp | 48 °F | | storage temp. | Inert atmosphere,2-8°C | | solubility | Chloroform (Slightly), DMSO (Slightly, Heated, Sonicaetd), Ethyl Acetate (Slightly) | | form | Solution | | Specific Gravity | 0.9 | | color | White to off-white | | Water Solubility | Soluble in most organic solvents. Insoluble in water. | | Sensitive | Air Sensitive | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents | | BRN | 957171 | | Stability: | Air Sensitive, Moisture Sensitive | | InChIKey | WLPUWLXVBWGYMZ-UHFFFAOYSA-N | | CAS DataBase Reference | 2622-14-2(CAS DataBase Reference) | | NIST Chemistry Reference | Phosphine, tricyclohexyl-(2622-14-2) | | EPA Substance Registry System | Phosphine, tricyclohexyl- (2622-14-2) |
| | Tricyclohexyl phosphine Usage And Synthesis |
| Description | Tricyclohexyl phosphine is the tertiary phosphine with the formula P( C 6H11) 3. Commonly used as a ligand in organometallic chemistry, it is
often abbreviated to PCy 3, where Cy stands for cyclohexyl. It is
characterized by both high basicity (pK a = 9.7) and a large ligand
cone angle (170°). Tricyclohexyl-phosphine is more basic (and so a
better c-donor) than tribu tyiphosphine, which in turn is more basic
than triphenyl phosphIne. | | Chemical Properties | clear colorless to pale yellow solution | | Uses |
- Tricyclohexyl Phosphine is a ligand catalyst used primarily in organometallic chemistry.
- Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides.
- suzuki reaction: Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.
- This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.
- As a reagent, Tricyclohexylphosphine is used for a range of metal-catalyzed organic transformations.
- Crabtree's catalyst is an organoiridium compound containing tricyclohexyl phosphine used for hydrogenation of mono-, di-, tri-, and tetra- substituted substrates and hydrogen transfer reactions.
- Grubbs' catalysts consists of transition metal ruthenium and tricylohexyl phosphine utilized in olefin metathesis in synthetic organic chemistry.
| | Uses | Tricyclohexylphosphine is used as a ligand in organometallic chemistry. As a reagent, it is used for a range of metal-catalyzed organic transformations. Crabtree's catalyst is an organoiridium compound containing tricyclohexyl phosphine used for hydrogenation of mono-, di-, tri-, and tetra- substituted substrates and hydrogen transfer reactions. Grubbs?catalysts consists of transition metal ruthenium and tricylohexyl phosphine utilized in olefin metathesis in synthetic organic chemistry. | | Purification Methods | It recrystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 IV 947.] |
| | Tricyclohexyl phosphine Preparation Products And Raw materials |
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