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136735-95-0

136735-95-0 Structure

136735-95-0 Structure
IdentificationBack Directory
[Name]

(+)-1,2-BIS[(2S,5S)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
[CAS]

136735-95-0
[Synonyms]

(S,S)-ME-DUPHOS
(S,S)-METHYL-DUPHOS
(+)-1,2-BIS[(2S,5S)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
1,2-Bis[(2S,5S)-2,5-diMethyl-1-phospholanyl]benzene, 97+%
(+)-1,2-Bis[(2S,5S)-2,5-diMethylphospholano]benzene kanata purity
(+)-1,2-Bis((2S,5S)-2,5-diMethylphospholano)benzene (S,S)-Me-DUPHOS
(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,98+%(S,S)-Me-DUPHOS
(2S,2'S,5S,5'S)-2,2',5,5'-TETRAMETHYL-1,1'-(1,2-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
[Molecular Formula]

C18H28P2
[MDL Number]

MFCD00142322
[MOL File]

136735-95-0.mol
[Molecular Weight]

306.36
Chemical PropertiesBack Directory
[Melting point ]

67-76 °C
[alpha ]

D25 +476± 5° (c = 1 in hexane)
[Boiling point ]

415.0±15.0 °C(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

crystal
[color ]

white
[Water Solubility ]

Insoluble in water.
[Sensitive ]

Air Sensitive
[BRN ]

4810602
[InChI]

InChI=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
[InChIKey]

AJNZWRKTWQLAJK-VGWMRTNUSA-N
[SMILES]

C1(P2[C@@H](C)CC[C@@H]2C)=CC=CC=C1P1[C@@H](C)CC[C@@H]1C
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

1-10
[Storage Class]

11 - Combustible Solids
Questions And AnswerBack Directory
[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
Hazard InformationBack Directory
[Uses]

It is a DuPhos and BPE ligands which are highly efficient privileged ligands.
Spectrum DetailBack Directory
[Spectrum Detail]

(+)-1,2-BIS[(2S,5S)-2,5-DIMETHYLPHOSPHOLANO]BENZENE(136735-95-0)1HNMR
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