ChemicalBook--->CAS DataBase List--->824395-67-7

824395-67-7

824395-67-7 Structure

824395-67-7 Structure
IdentificationBack Directory
[Name]

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE
[CAS]

824395-67-7
[Synonyms]

(S,S)-Ph-BPE
(S,S)-Ph-BPE,BPE
(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE
1,2-Bis[(2S,5S)-2,5-diphenyl-1-phospholanyl]ethane, 97+%
(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane, min. 98%
(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE, KANATA PURITY
(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane,min.98%(S,S)-Ph-BPE
[Molecular Formula]

C34H36P2
[MDL Number]

MFCD07369028
[MOL File]

824395-67-7.mol
[Molecular Weight]

506.6
Chemical PropertiesBack Directory
[Melting point ]

144°C
[alpha ]

+182.7° (c 1.0, CH2Cl2)
[Boiling point ]

654.2±55.0 °C(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[solubility ]

Sparingly Soluble (3.2E-5 g/L) (25°C).
[form ]

solid
[color ]

white
[Sensitive ]

Air Sensitive
[InChIKey]

VHHAZLMVLLIMHT-LXIGBKQFNA-N
[SMILES]

C([P@@]1[C@H](C2C=CC=CC=2)CC[C@H]1C1C=CC=CC=1)C[P@@]1[C@H](C2C=CC=CC=2)CC[C@H]1C1C=CC=CC=1 |&1:1,2,11,19,20,29,r|
[CAS DataBase Reference]

824395-67-7
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

3
Questions And AnswerBack Directory
[Reaction]

  1. Phenyl-BPE exhibits enhanced activity and selectivity over existing members of the BPE ligand family in rhodium catalysed asymmetric hydrogenation.
  2. This ligand is highly efficient for the hydrogenation of N-acyl aryl-enamides.
  3. Molar substrate/catalyst ratios of up to 100,000/1 are achieved with excellent reactivity and enantioselectivity using commercial grade substrates and solvents.
  4. Ligand in the rhodium-catalyzed asymmetric hydroformylation of olefins.
  5. Ligand for asymmetric addition of allyl cyanide to ketones.
  6. Ligand for catalytic enantio- and diastereoselective aldol reaction of thioamides.
Reactions of 824395-67-7_1
Reactions of 824395-67-7_2
Hazard InformationBack Directory
[Uses]

(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane is a chiral reagent that is used as a catalyst and also as an enantioselective reagent in synthetic chemistry.
[Uses]

It is a DuPhos and BPE ligands which are highly efficient privileged ligands. It is a chiral phosphine ligand used in the asymmetric hydrogenation of allylic sulfoxides.
[General Description]

Chiral Phosphine ligand used in the asymmetric hydrogenation of allylic sulfoxides

Dynamic Kinetic Resolution of Allylic Sulfoxides by Rh-Catalyzed Hydrogenation: A Combined Theoretical and Experimental Mechanistic Study
Spectrum DetailBack Directory
[Spectrum Detail]

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE(824395-67-7)1HNMR
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