ChemicalBook--->CAS DataBase List--->37943-90-1

37943-90-1

37943-90-1 Structure

37943-90-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335-H413
[Precautionary statements ]

P273-P302+P352-P305+P351+P338
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->Sodium-->Petroleum ether-->Magnesium sulfate-->Acetone-->n-Butyllithium-->Ammonium chloride-->Triphenylphosphine-->Lithium-->2-Chloropyridine-->Diphenylphosphine-->Pyridine, 2-(diphenylphosphinyl)--->Diphenyl(trimethylsilyl)phosphine
Hazard InformationBack 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]

2-Iodopyridine

5029-67-4

Diphenylphosphine

829-85-6

Diphenyl-2-pyridylphosphine

37943-90-1

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 AnswerBack 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 Reactions of 37943-90-1
Spectrum DetailBack Directory
[Spectrum Detail]

Diphenyl-2-pyridylphosphine(37943-90-1)1HNMR
Diphenyl-2-pyridylphosphine(37943-90-1)FT-IR
Diphenyl-2-pyridylphosphine(37943-90-1)Raman
Diphenyl-2-pyridylphosphine(37943-90-1)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

37943-90-1(sigmaaldrich)
[TCI AMERICA]

Diphenyl-2-pyridylphosphine,>97.0%(GC)(37943-90-1)
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