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

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(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Basic information
Reaction
Product Name:(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene
Synonyms:(+)-1,2-Bis((2S,5S)-2,5-diMethylphospholano)benzene (S,S)-Me-DUPHOS;(+)-1,2-Bis[(2S,5S)-2,5-diMethylphospholano]benzene kanata purity;(S,S)-METHYL-DUPHOS;(+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene,98+%(S,S)-Me-DUPHOS;(2S,2'S,5S,5'S)-2,2',5,5'-TETRAMETHYL-1,1'-(1,2-PHENYLENE)DIPHOSPHOLANE;(2S,2'S,5S,5'S)-2,2',5,5'-TETRAMETHYL-1,1'-(O-PHENYLENE)DIPHOSPHOLANE;(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene,(2S,2′S,5S,5′S)-2,2′,5,5′-Tetramethyl-1,1′-(o-phenylene)diphospholane, (S,S)-Me-DUPHOS, (S,S)-Methyl-DUPHOS;1,2-Bis[(2S,5S)-2,5-diMethyl-1-phospholanyl]benzene, 97+%
CAS:136735-95-0
MF:C18H28P2
MW:306.36
EINECS:
Product Categories:organophosphine ligand
Mol File:136735-95-0.mol
(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Structure
(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Chemical Properties
Melting point 67-76 °C
alpha D25 +476± 5° (c = 1 in 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
Water Solubility Insoluble in water.
Sensitive Air Sensitive
BRN 4810602
InChIInChI=1S/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-/m0/s1
InChIKeyAJNZWRKTWQLAJK-VGWMRTNUSA-N
SMILESC1(P2[C@@H](C)CC[C@@H]2C)=CC=CC=C1P1[C@@H](C)CC[C@@H]1C
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
1-10
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Usage And Synthesis
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 imines, enamines, and enamides.
  2. Asymmetric hydrogenation of vinyl alcohols.
  3. Catalyst used for the asymmetric hydrogenation of enol phosphonates.
  4. Asymmetric hydrogenation of allylic alcohols.
  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.
  9. Palladium-catalyzed asymmetric hydrogenation of carbonyls.
  10. Palladium-catalyzed 1,4 arylation of α, β-unsaturated ketones.
  11. Asymmetric, Ir-catalyzed, [2+2+2] cycloaddition.
  12. Asymmertric palladium-catalyzed synthesis of 2-methyl-indolines via C–H activation.
  13. Copper-catalyzed monoborylation of 1,3-Dienes.
  14. Rhodium-catalyzed enantioselective transmetalation.
  15. CuH-catalyzed hydroamination of styrenes.
Reactions of 136735-95-0_1
Reactions of 136735-95-0_2
Reactions of 136735-95-0_3
Reactions of 136735-95-0_4
UsesIt is a DuPhos and BPE ligands which are highly efficient privileged ligands.
(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Preparation Products And Raw materials
Tag:(+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene(136735-95-0) Related Product Information
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene (+)-1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (R)-5-fluoro-3-methylisobenzofuran-1(3H)-one (S)-5-fluoro-3-methylisobenzofuran-1(3H)-one (-)-1,2(2R,5R)-2,5-(Dimethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate (-)-1,2-Bis[(2R,5R)-dimethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene (+)-1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene Benzene (+)-1,2-Bis[(2S,5S)-2,5-dimethyl-(3S,4S)-3,4-dihydroxyphospholano]benzene bis(trifluoromethanesulfonate)salt (-)-1,2(2R,5R)-2,5-(Dimethylphospholano)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-diethylphospholano)benzene(cyclooctadiene)rhodium(l)tetrafluoroborate (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate 1,2-Bis((2R,5R)-2,5-dimethylphospholano& (+)-1,2-Bis((2R,5R)-2,5-di-I-propylphospholano)benzene)1,5-cyclooctadiene)rhodium (I) tetrafluoroborate 1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene monooxide