| Identification | More | [Name]
Diphenyl-2-pyridylphosphine | [CAS]
37943-90-1 | [Synonyms]
2-(DIPHENYLPHOSPHINO)PYRIDINE
DIPHENYL-2-PYRIDYLPHOSPHINE
DPPPY/DIPHENYL-2-PYRIDYLPHOSPHINE
Diphenyl-2-pyridylphosphine ,97% | [EINECS(EC#)]
629-049-1 | [Molecular Formula]
C17H14NP | [MDL Number]
MFCD00192108 | [Molecular Weight]
263.27 | [MOL File]
37943-90-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow to orange crystalline powder | [Melting point ]
82-84 °C (dec.) (lit.) | [Boiling point ]
163 °C(Press: 0.05 Torr) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in toluene. (almost transparency) | [form ]
Crystalline Powder | [pka]
2.37±0.12(Predicted) | [color ]
White to yellow to tan | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C17H14NP/c1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)17-13-7-8-14-18-17/h1-14H | [InChIKey]
SVABQOITNJTVNJ-UHFFFAOYSA-N | [SMILES]
C1(P(C2=CC=CC=C2)C2=CC=CC=C2)=NC=CC=C1 | [CAS DataBase Reference]
37943-90-1(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to orange crystalline powder | [Uses]
Diphenyl-2-pyridylphosphine is an organophosphorous compound that is a widely used mono-pyridylphosphine ligand in transition metal complexes for catalysis.
| [Uses]
suzuki reaction | [reaction suitability]
reagent type: ligand
reaction type: Carbonatations
reagent type: ligand
reaction type: Dehydrogenation
reagent type: ligand
reaction type: Hydration Reaction
reagent type: ligand
reaction type: Mitsunobu Reaction
reagent type: ligand
reaction type: Stannylation | [Synthesis]
General procedure for the synthesis of diphenyl-2-pyridylphosphine from 2-iodopyridine and diphenylphosphine: MCM-41-3N-Pd(0) (21 mg, 0.01 mmol), KOAc (1.5 mmol), and 2-iodopyridine (1.0 mmol, if solid) were placed in an oven-dried 20 mL Schlenk tube. The vessel was evacuated and displaced three times with argon. Subsequently, 2-iodopyridine (1.0 mmol, if liquid), diphenylphosphine (1.2 mmol) and DMAc (1 mL) were added by syringe under argon protection. The reaction mixture was stirred at 130 °C for 3 hours. After the reaction was completed, the mixture was cooled to room temperature, diluted with CH2Cl2 (20 mL) and filtered.The MCM-41-3N-Pd(0) catalyst was washed with distilled water (2 × 5 mL) and ethanol (2 × 5 mL) for next use. The filtrate was concentrated under vacuum and the residue was purified by fast column chromatography on silica gel to obtain the target product diphenyl-2-pyridylphosphine. | [References]
[1] Journal of Organometallic Chemistry, 2018, vol. 866, p. 50 - 58
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 8, |
| Questions And Answer | Back Directory | [Reaction]
Ligand for the palladium-catalyzed distannylation of ortho-quinodimethanes
Ligand for the palladium-catalyzed disilylation of o-quinodimethanes to synthesize 9- and 10-membered disilacarbocycles
Ligand for the palladium-catalyzed alkoxycarbonylation of allenes
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