(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

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(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene manufacturers
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Basic information
Reactions
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, 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;1,2-Bis[(2R,5R)-2,5-diMethyl-1-phospholanyl]benzene, 97+%
CAS:147253-67-6
MF:C18H28P2
MW:306.36
EINECS:
Product Categories:organophosphine ligand
Mol File:147253-67-6.mol
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Structure
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Chemical Properties
Melting point 66-76 °C
Boiling point 415.0±15.0 °C(Predicted)
alpha -476° (c 1, hexane)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form crystal
color white
Optical Rotation[α]20/D -420±15°, c = 0.5 in methylene chloride
Water Solubility Insoluble in water.
Sensitive Air Sensitive
BRN 4810602
InChI1S/C18H28P2/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1
InChIKeyAJNZWRKTWQLAJK-KLHDSHLOSA-N
SMILESC[C@@H]1CC[C@@H](C)P1c2ccccc2P3[C@H](C)CC[C@H]3C
CAS DataBase Reference147253-67-6
Safety Information
Safety Statements 22-24/25
WGK Germany 3
F 10-23
HS Code 2934999090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
(-)-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.
Reactions of 147253-67-6_1
Reactions of 147253-67-6_2
Uses1,2-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.
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Preparation Products And Raw materials
Raw materials(2S,5S)-Hexane-2,5-diol cyclic sulfate-->1,2-Bis(phosphino)benzene
Preparation Products1,1′-(1,2-Phenylene)bis(phospholane)
Tag:(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene(147253-67-6) Related Product Information
(+)-1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene (R)-5-fluoro-3-methylisobenzofuran-1(3H)-one (S)-5-fluoro-3-methylisobenzofuran-1(3H)-one (+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene (3R,6R)-3,6-Octanediol (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane (-)-1,2(2R,5R)-2,5-(Dimethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate (S,S)-I-Pr-duphos (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(l)tetrafluoroborate (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (-)-1,2-Bis[(2R,5R)-dimethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate 1,2-Bis((2R,5R)-2,5-dimethylphospholano& (-)-1,2(2R,5R)-2,5-(Dimethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(cyclooctadiene)rhodium(I)tetrafluoroborate (-)-1,2-Bis((2S,5S)-2,5-di-I-propylphospholano)benzene(1,5-cyclooctadiene)rhodium (I) tetrafluoroborate 1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene monooxide