136779-27-6

Basic information

• Product Name: (-)-1,2-BIS((2S,5S)-2,5-DIETHYLPHOSPHOLANO)ETHANE
• Synonyms: (S,S)-ET-BPE;(-)-1,2-BIS((2S,5S)-2,5-DIETHYLPHOSPHOLANO)ETHANE;(-)-1,2-Bis[(2S,5S)-2,5-diethylphospholano]ethane, Kanata purity;(-)-1,2-Bis((2S,5S)-2,5-diethylphospholano)ethane,98+%(S,S)-Et-BPE;(-)-1,2-Bis[(2S,5S)-2,5-diethyl-1-phospholanyl]ethane, 97+%;(-)-1,2-Bis((2S,5S)-2,5-diethylphospholano)ethane (S,S)-Et-BPE;(-)-1,2-Bis[(2S,5S)-2,5-diethylphospholano]ethane, 97% (S,S-Et-BPE);(2S,5S)-1-[2-[(2S,5S)-2,5-diethylphospholan-1-yl]ethyl]-2,5-diethylphospholane
• CAS NO: 136779-27-6
• Molecular Formula: C18H36P2
• Molecular Weight: 314.43
• Product Categories: organophosphine ligand
• Mol File: 136779-27-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 104-106°C 0,5mm
• Appearance: colorless to pale-yellow/liquid
• Refractive Index: n 20/D 1.5243
• Sensitive: air sensitive
• CAS DataBase Reference: (-)-1,2-BIS((2S,5S)-2,5-DIETHYLPHOSPHOLANO)ETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-1,2-BIS((2S,5S)-2,5-DIETHYLPHOSPHOLANO)ETHANE(136779-27-6)
• EPA Substance Registry System: (-)-1,2-BIS((2S,5S)-2,5-DIETHYLPHOSPHOLANO)ETHANE(136779-27-6)

Safety Data

• Hazard Codes: F
• Statements: 36/37/38-17
• Safety Statements: 26-36/37/39-6
• RIDADR: UN 2845 4.2/PG 1
• WGK Germany: 3
• Hazardous Substances Data: 136779-27-6(Hazardous Substances Data)

Usage

Reaction

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. Forms superior catalysts for asymmetric reductive aminations. Catalyst used for the asymmetric hydrogenation of enol phosphonates. A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines. Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO. Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization. Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines. Palladium catalyzed asymmetric phosphination.

Uses

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Upstream product

• 129619-37-0 (R,R)-octane-3,6-diol 
• 5518-62-7 1,2-diphosphinoethane 
• 136705-67-4 (3R,6R)-3,6-octanediol cyclic sulfate 

Relevant articles and documents

C2-symmetric bis(phospholanes) and their use in highly enantioselective hydrogenation reactions

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