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668478 Sigma-Aldrich

(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane

kanata purity

Synonym: (R,R)-Et-BPE

  • CAS Number 136705-62-9

  • Empirical Formula (Hill Notation) C18H36P2

  • Molecular Weight 314.43

  •  MDL number MFCD01073768

  •  PubChem Substance ID 24884985

  •  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
refractive index   n20/D 1.5249
bp   104-106 °C/0.05 mmHg
density   0.939 g/mL at 25 °C
SMILES string   CC[C@@H]1CC[C@@H](CC)P1CCP2[C@H](CC)CC[C@H]2CC
InChI   1S/C18H36P2/c1-5-15-9-10-16(6-2)19(15)13-14-20-17(7-3)11-12-18(20)8-4/h15-18H,5-14H2,1-4H3/t15-,16-,17-,18-/m1/s1
InChI key   QOLRLVPABLMMKI-BRSBDYLESA-N

Description

Application

(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane can be used as a reactant to prepare:
•  Chromium diphosphine chloride complex which is employed as a catalyst for chemoselective oligomerization reaction.
•  α-Arylpyrrolidines by Suzuki-Miyaura cross-coupling and enantioselective copper-catalyzed intramolecular hydroamination reactions.

It can also be used as a catalyst in the enantioselective preparation of (perfluoroalkyl)butenyldiketones via cross Rauhut-Currier reaction of β-perfluoroalkylenones and vinyl ketones.

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Packaging

100 mg in clear glass bottle

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.

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
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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