1,1-Bis(diphenylphosphino)ferrocene
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1,1-Bis(diphenylphosphino)ferrocene
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CAS No:
12150-46-8
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Formula:
C34H28FeP2
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Chemical Name:
1,1-Bis(diphenylphosphino)ferrocene
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Synonyms:
Ferrocene,1,1′-bis(diphenylphosphino)-;Phosphine,1,1′-ferrocenediylbis[diphenyl-;Phosphine,cyclopentadienyldiphenyl-,iron deriv.;1,1′-Bis(diphenylphosphino)ferrocene;DPPF;1,1′-Ferrocendiylbis(diphenylphosphine);NSC 238923;1,1-Bis(diphenylphosphino)ferrocene;1,10-Bis(diphenylphosphanyl)ferrocene;Zirconium ionophore I
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CAS No:
Characteristics
27.18000
6.38890
yellow to orange crystal
180-184 °C
363.8ºC at 760mmHg
182.8ºC
Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
2-8°C
Safety Information
IRRITANT
3467
3
25-36/37/38-20/21/22
22-24/25-45-28A-36-26-36/37/39
T,Xi,Xn
Stable. Incompatible with strong oxidizing agents.
1,1-Bis(diphenylphosphino)ferrocene Use and Manufacturing
4100 mg (0.171 mmol) of l, l-Bis(diphenyloxyphosphino)ferrocene were treated with IGeneral procedure: Triphenylphosphine oxide or sulfide (1 mmol), dry hexane (1 mL), and Ic (1 mmol) were added to a Schlenk tube under the atmosphere of nitrogen. The reaction was carried out at room temperature for 10 min and monitored by TLC. Upon completion of the process the reaction mixture was filtered by silica gel and washed several times with ethyl acetate. Ethyl acetate was evaporated and the residue purified by flash chromatography on silica gel with pure cyclohexane toafford the desired phosphine. The yield was determined by GC without additional purification.
Commonly used coordination compound in synthesis, readily forms complexes with various metals, i.e. when reacting with the acetonitrile or benzonitrile complexes of PdCl2 it forms (dppf)PdCl2, which is a popular reagent for palladium-catalyzed coupling reactions.
Computed Properties
Molecular Weight:546.3
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:6
Exact Mass:546.038960
Monoisotopic Mass:546.038960
Heavy Atom Count:37
Formal Charge:-10
Complexity:622
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes
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1,1-Bis(diphenylphosphino)ferrocene
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