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2-(Diphenylphosphino)-biphenyl

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CAS:13885-09-1
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CAS:13885-09-1
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CAS:13885-09-1
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2-(Diphenylphosphino)-biphenyl Basic information
Product Name:2-(Diphenylphosphino)-biphenyl
Synonyms:2-(Diphenylphosphino)-biphenyl;2-(DiphenylphosphiNA)-biphenyl;o-Phenylphenyldiphenylphosphane;biphenyl-2-yldiphenylphosphine;2-(Diphenylphosphino)-biphenyl,98%;[1,1'-Biphenyl]-2-yldiphenylphosphine;2-Biphenylyl(diphenyl)phosphine;2-(Diphenylphosphino)biphenyl >
CAS:13885-09-1
MF:C24H19P
MW:338.38
EINECS:808-087-4
Product Categories:Achiral Phosphine;Aryl Phosphine
Mol File:13885-09-1.mol
2-(Diphenylphosphino)-biphenyl Structure
2-(Diphenylphosphino)-biphenyl Chemical Properties
Melting point 80.0 to 86.0 °C
Boiling point 473.2±24.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
form Solid
color White to Almost white
Water Solubility Slightly soluble in water.
CAS DataBase Reference13885-09-1
Safety Information
HS Code 2931.90.9051
MSDS Information
2-(Diphenylphosphino)-biphenyl Usage And Synthesis
Uses2-(Diphenylphosphino)biphenyl is used as an organic chemical synthesis intermediate.
Uses2-(Diphenylphosphino)biphenyl as ligand for suzuki reaction.
Synthesis
2-Iodobiphenyl

2113-51-1

Diphenylphosphine

829-85-6

2-(Diphenylphosphino)-biphenyl

13885-09-1

General procedure for the synthesis of 2-(diphenylphosphino)-biphenyl from 2-iodobiphenyl and diphenylphosphine: MCM-41-3N-Pd(0) catalyst (21 mg, 0.01 mmol), KOAc (1.5 mmol), and 2-iodobiphenyl (1.0 mmol if solid) were placed in a 20 mL Schlenk tube that had been pre oven-dried. The reaction vessel was evacuated and displaced three times with argon. Subsequently, 2-iodobiphenyl (1.0 mmol, if liquid), diphenylphosphine (1.2 mmol) and DMAc (1 mL) were added via 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 afford the target product 2-(diphenylphosphino)-biphenyl.

References[1] Organic Letters, 2003, vol. 5, # 13, p. 2315 - 2318
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 8,
[3] Journal of Organometallic Chemistry, 2018, vol. 866, p. 50 - 58
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