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680990 Sigma-Aldrich

1,1′-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene

Synonym: R,R-Et-Ferrocelane

  • CAS Number 147762-89-8

  • Empirical Formula (Hill Notation) C26H40FeP2

  • Molecular Weight 470.39

  •  PubChem Substance ID 24885607

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, DuPhos/BPE, Privileged Ligands and Complexes More...
Quality Level   100
optical activity   [α]20/D +380°, c = 1 in chloroform
mp   85-91 °C
SMILES string   C[Fe]C.CC[C@@H]1CC[C@@H](CC)P1[C@@H]2CCCC2.CC[C@@H]3CC[C@@H](CC)P3[C@H]4CCCC4
InChI   1S/2C13H25P.2CH3.Fe/c2*1-3-11-9-10-12(4-2)14(11)13-7-5-6-8-13;;;/h2*11-13H,3-10H2,1-2H3;2*1H3;/t2*11-,12-;;;/m11.../s1
InChI key   CPUKIDAUDCWIRT-QULUYMGFSA-N

Description

Application

1,1′-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene can be used:
• As a catalyst in the asymmetric hydrogenation reactions of olefins and ketones.
• As a component of a rhodium based precatalyst, applicable in the 2-methylenesuccinamic acid hydrogenation reaction.

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Packaging

100, 500 mg in amber glass bottle

Legal Information

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Ferrocelane is a trademark of Kanata Chemical Technologies, Inc.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Related Content

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Introduction Asymmetric hydrogenation reactions represent the ideal process for the commercial manufacture of single-enantiomer compounds, because of the ease by which these robust procedures can be ...
Keywords: Addition reactions, Alkylations, Amidations, Aminations, Asymmetric synthesis, Building blocks, Catalysis, Cycloadditions, Electronics, Hydrogenations, Ligands, Pharmaceutical, Purification, Reductions, Reductive aminations, transformation

Peer-Reviewed Papers
15

References

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