Tricyclohexyl phosphine
Synonym(s):TCHP;Trichoplein keratin filament-binding protein;Tumor suppressor protein;P(Cy)3;PCy3
- CAS NO.:2622-14-2
- Empirical Formula: C18H33P
- Molecular Weight: 280.43
- MDL number: MFCD00003853
- EINECS: 220-069-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-24 19:19:26
What is Tricyclohexyl phosphine?
Chemical properties
clear colorless to pale yellow solution
The Uses of Tricyclohexyl phosphine
- 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.
The Uses of Tricyclohexyl phosphine
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.]
Properties of Tricyclohexyl phosphine
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 |
Flash point: | 48 °F |
storage temp. | Inert atmosphere,2-8°C |
solubility | Chloroform (Slightly), DMSO (Slightly, Heated, Sonicaetd), Ethyl Acetate (Slightly) |
appearance | White solid |
form | Solution |
color | White to off-white |
Specific Gravity | 0.9 |
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 |
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) |
Safety information for Tricyclohexyl phosphine
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H225:Flammable liquids H304:Aspiration hazard H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H336:Specific target organ toxicity,single exposure; Narcotic effects H373:Specific target organ toxicity, repeated exposure H412:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P273:Avoid release to the environment. P331:Do NOT induce vomiting. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Tricyclohexyl phosphine
InChIKey | WLPUWLXVBWGYMZ-UHFFFAOYSA-N |
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