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ChemicalBook--->CAS DataBase List--->99646-28-3

99646-28-3

99646-28-3 Structure

99646-28-3 Structure
IdentificationMore
[Name]

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
[CAS]

99646-28-3
[Synonyms]

(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL
(R)-TOL-BINAP
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
(S)-TOL-BINAP
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, (R)-p-Tol-BINAP
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 95+%
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl,98%(R)-Tol-BINAP
(R)-(+)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-1,1''-BINAPHTHYL (R)-TOL-BINAP
PHOSPHINE, 1,1''-(1R)-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[BIS(4-METHYLPHENYL)-
(R)-T-BINAP
(R)-Tol-BINAP, (R)-(+)-2,2μ-Bis(di-p-tolylphosphino)-1,1μ-binaphthyl
[EINECS(EC#)]

1312995-182-4
[Molecular Formula]

C48H40P2
[MDL Number]

MFCD00269856
[Molecular Weight]

678.78
[MOL File]

99646-28-3.mol
Chemical PropertiesBack Directory
[Appearance]

White to cream powder
[Melting point ]

255-257 °C
[alpha ]

+156° (c 0.5, C6H6)
[Boiling point ]

754.4±60.0 °C(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Powder
[color ]

White to cream
[optical activity]

[α]20/D +162°, c = 0.5 in benzene
[Water Solubility ]

Insoluble in water.
[λmax]

223nm(EtOH)(lit.)
[CAS DataBase Reference]

99646-28-3(CAS DataBase Reference)
[Storage Precautions]

Moisture sensitive;Store under inert gas;Air sensitive
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

No
[HS Code ]

29310099
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Tetrahydrofuran-->Sodium-->N,N-Dimethylformamide-->Pyridine-->Magnesium-->Triphenylphosphine-->1,2-Dichloroethane-->Diethyl phosphite-->Nickel(II) chloride hexahydrate-->4-Bromotoluene-->Triethylenediamine-->(R)-(+)-1,1'-Bi-2-naphthol-->Trifluoromethanesulfonic anhydride-->Trichlorosilane
Hazard InformationBack Directory
[Chemical Properties]

White to cream powder
[Uses]

(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is used as chiral catalyst ligand. (R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It is a catalysts used for reductive amination of ketones, Pt dications for cation trapping, Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives.
[General Description]

BINAP is based on a bis naphthalene backbone with different phosphine derivatives. 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex catalyzed asymmetric Mukaiyama-type aldol reaction is reported.
Questions And AnswerBack Directory
[Reaction]

  1. Useful ligand for palladium-catalyzed carbon-oxygen bond formation.
  2. Ligand for palladium-catalyzed α-arylation of ketones.
  3. Ligand for Cu-catalyzed asymmetric conjugate reduction.
  4. Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.
  5. Enantioselective conjugate reduction of lactones and lactams.
  6. Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.
  7. Catalytic Aldol reaction to ketones.
  8. Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.
  9. Ligand used in the copper-catalyzed asymmetric conjugate addition of alkyl Grignard reagents on α,β-unsaturated esters.
  10. Ligand used in the copper-catalyzed asymmetric synthesis of cyclopropanes via tandem conjugate addition and intramolecular enolate trapping. 
Reactions of 99646-28-3_1
Reactions of 99646-28-3_2
Reactions of 99646-28-3_3
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(+)-TolBINAP(99646-28-3)1HNMR
(R)-(+)-TolBINAP(99646-28-3)31PNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

[Alfa Aesar]

[Sigma Aldrich]

99646-28-3(sigmaaldrich)
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