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136705-62-9

136705-62-9 Structure

136705-62-9 Structure
IdentificationBack Directory
[Name]

(+)-1,2-BIS((2R,5R)-2,5-DIETHYLPHOSPHOLANO)ETHANE
[CAS]

136705-62-9
[Synonyms]

(R,R)-ET-BPE
Bisdiethylphospholanoethane
(+)-1,2-BIS((2R,5R)-2,5-DIETHYLPHOSPHOLANO)ETHANE
(+)-1,2-Bis[(2R,5R)-2,5-diethyl-1-phospholanyl]ethane, 97+%
(+)-1,2-Bis((2R,5R)-2,5-diethylphospholano)ethane (R,R)-Et-BPE
(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane, Kanata purity
(+)-1,2-Bis((2R,5R)-2,5-diethylphospholano)ethane,98+%(R,R)-Et-BPE
[Molecular Formula]

C18H36P2
[MDL Number]

MFCD01073768
[MOL File]

136705-62-9.mol
[Molecular Weight]

314.43
Chemical PropertiesBack Directory
[alpha ]

+320° ±4° (c 1, hexane)
[Boiling point ]

104-106°C 0,5mm
[density ]

0.939 g/mL at 25 °C
[refractive index ]

n20/D 1.5249
[Fp ]

110 °C
[form ]

liquid
[color ]

colorless to pale-yellow
[Sensitive ]

Air Sensitive
[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
[InChIKey]

QOLRLVPABLMMKI-BRSBDYLESA-N
[SMILES]

CC[C@@H]1CC[C@@H](CC)P1CCP2[C@H](CC)CC[C@H]2CC
Safety DataBack Directory
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

3
[HazardClass ]

4.2
[Storage Class]

10 - Combustible liquids
Questions And AnswerBack Directory
[Reaction]

  1. The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted acetamidoacrylates and enol acetates yielding products of high enantiomeric excesses. Efficient ligand for the asymmetric hydrogenation of tetrasubstituted enamides.
  2. Forms superior catalysts for asymmetric reductive aminations.
  3. Catalyst used for the asymmetric hydrogenation of enol phosphonates.
  4. A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines.
  5. Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.
  6. Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.
  7. Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.
  8. Palladium catalyzed asymmetric phosphination. 
Reactions of 136705-62-9_1
Reactions of 136705-62-9_2
Reactions of 136705-62-9_3
Hazard InformationBack Directory
[Uses]

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
(+)-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.
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