Basic information Reactions Safety Supplier Related

(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE

Basic information Reactions Safety Supplier Related

(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Basic information

Product Name:
(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
Synonyms:
  • (2R,2'R,5R,5'R)-2,2',5,5'-TETRAMETHYL-1,1'-(1,2-PHENYLENE)DIPHOSPHOLANE
  • (2R,2'R,5R,5'R)-2,2',5,5'-TETRAMETHYL-1,1'-(O-PHENYLENE)DIPHOSPHOLANE
  • (-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
  • (-)-1,2-BIS((2R,5R)-2,5-DIMETHYLPHOSPHOLANO)BENZENE, KANATA PURITY
  • (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(r,r)-me-duphos
  • (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene,98+%(R,R)-Me-DUPHOS
  • (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene, (R,R)-Me-DUPHOS,98+%
  • ()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene,(2R,2’R,5R,5′R)-2,2′,5,5′-Tetramethyl-1,1′-(o-phenylene)diphospholane, (R,R)-Me-DUPHOS, (R,R)-Methyl-DUPHOS
CAS:
147253-67-6
MF:
C18H28P2
MW:
306.36
Product Categories:
  • organophosphine ligand
Mol File:
147253-67-6.mol
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(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Chemical Properties

Melting point:
66-76 °C
alpha 
-476° (c 1, hexane)
Boiling point:
415.0±15.0 °C(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
crystal
color 
white
optical activity
[α]20/D -420±15°, c = 0.5 in methylene chloride
Water Solubility 
Insoluble in water.
Sensitive 
Air Sensitive
BRN 
4810602
CAS DataBase Reference
147253-67-6
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
10-23
HS Code 
2934999090

MSDS

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(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Usage And Synthesis

Reactions

  1. The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted cetamidoacrylates and enol acetates yielding products of high enantiomeric excesses.
  2. Efficient ligand for the asymmetric hydrogenation of imines, enamines, and enamides.
  3. Asymmetric hydrogenation of vinyl alcohols.
  4. Catalyst used for the asymmetric hydrogenation of enol phosphonates.
  5. Asymmetric hydrogenation of allylic alcohols.
  6. Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.
  7. Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.
  8. Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.

Uses

1,2-Bis[(2R,5R)-2,5-dimethyl-1-phospholanyl]benzene is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. It is used as highly efficient privileged ligands.

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