ChemicalBook--->CAS DataBase List--->139139-93-8

139139-93-8

139139-93-8 Structure

139139-93-8 Structure
IdentificationBack Directory
[Name]

(S)-H8-BINAP
[CAS]

139139-93-8
[Synonyms]

(S)-H8-BINAP
(S)-H8-BINAP technical grade
(S)-(-)-2,2'-Bis(diphenylphospino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl
(S)-(-)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl
(S)-(-)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl(S)-H8-BINAP
(S)-(-)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-H8-BINAP
[(1S)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-[1,1μ-binaphthalene]-2,2μ-diyl]bis[diphenylphosphine], (S)-(-)-2,2μ-Bis(diphenylphospino)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-1,1μ-binaphthyl
[Molecular Formula]

C44H40P2?
[MDL Number]

MFCD01630795
[MOL File]

139139-93-8.mol
[Molecular Weight]

630.74
Chemical PropertiesBack Directory
[Melting point ]

207-208°C
[Boiling point ]

745.6±60.0 °C(Predicted)
[storage temp. ]

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

Powder
[color ]

off-white
[Optical Rotation]

-69.1°(C=0.5165 g/100ml Toluene)
[InChIKey]

ANSOKCGDSQQISA-UHFFFAOYSA-N
[SMILES]

C1CCc2c(C1)ccc(P(c3ccccc3)c4ccccc4)c2-c5c6CCCCc6ccc5P(c7ccccc7)c8ccccc8
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Questions And AnswerBack Directory
[Reactions]

  1. Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of unsaturated carboxylic acids to a higher ee than does BINAP.
  2. The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.
  3. Rhodium catalyzed asymmetric regioselective 1,4-addition of arylboronic acids to 3-substituted maleimides.
  4. Ligand for palladium-catalyzed enantioselective hydrogenation of substituted indoles.
  5. Rhodium-catalyzed enantioselective cyclization of γ-alkynylaldehydes with acyl phosphonates.
  6. Enantioselective synthesis of axially chiral 1-arylisoquinolines by Rh-catalyzed [2+2+2] cycloaddition.
  7. Enantioselective synthesis of 2,3-disubstituted indolines through Bronsted acid/Pd-complex-promoted tandem reactions.
Reactions of 139139-93-8_1
Reactions of 139139-93-8_2
Hazard InformationBack Directory
[Uses]

Takasago Ligands and Complexes for Asymmetric Reactions
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-H8-BINAP(139139-93-8)1HNMR
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