| Identification | More | [Name]
Dicyclohexylphenylphosphine | [CAS]
6476-37-5 | [Synonyms]
DICYCLOHEXYLPHENYLPHOSPHINE
PHENYLPHOSPHINODICYCLOHEXANE
dicyclohexylphenyl-phosphin
phenyldicyclohexylphosphine
Phosphine, dicyclohexylphenyl-
dicyclohexylphenylphosphine95+%
Dicyclohexyphenylphosphine
PHENYLDICYCLOHEXYLPHOSPHINE(PHPCY2)
Dicyclohexylphenylphosphane
Biscyclohexylphenylphosphine | [EINECS(EC#)]
229-334-7 | [Molecular Formula]
C18H27P | [MDL Number]
MFCD00003854 | [Molecular Weight]
274.38 | [MOL File]
6476-37-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white crystalline powder | [Melting point ]
60-61 °C (lit.) | [Boiling point ]
391.8±11.0 °C(Predicted) | [storage temp. ]
2-8°C, protect from light, stored under nitrogen | [form ]
Crystalline Powder | [color ]
White to off-white | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C18H27P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1,4-5,10-11,17-18H,2-3,6-9,12-15H2 | [InChIKey]
VPLLTGLLUHLIHA-UHFFFAOYSA-N | [SMILES]
P(C1CCCCC1)(C1CCCCC1)C1=CC=CC=C1 | [CAS DataBase Reference]
6476-37-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Dicyclohexylphenylphosphine(6476-37-5) | [Storage Precautions]
Store under nitrogen;Air sensitive | [EPA Substance Registry System]
6476-37-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
36 | [WGK Germany ]
3
| [RTECS ]
SY9125000
| [TSCA ]
No | [HS Code ]
29310099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white crystalline powder | [Uses]
Dicyclohexylphenylphosphine ?is an organic phosphine compound, which can be used as a raw material for organic synthesis. | [reaction suitability]
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand | [Properties and Applications]
The key properties of dicyclohexylphenylphosphine lie in its substantial steric hindrance (provided by the two cyclohexyl groups) and strong electron-donating ability (contributed by both the phenyl and cyclohexyl groups). These properties make the metal catalysts (particularly palladium catalysts) formed with it highly active and stable, effectively promoting the synthesis of complex molecules. |
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