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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Phosphine ligand >  (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

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

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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Basic information

Product Name:
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
Synonyms:
  • (S)-TOL-BINAP
  • (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, (R)-p-Tol-BINAP
  • (R)-TOL-BINAP
  • (R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
  • (R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL
  • (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
CAS:
99646-28-3
MF:
C48H40P2
MW:
678.78
EINECS:
1312995-182-4
Product Categories:
  • -
  • BINAP Series
  • Chiral Phosphine
Mol File:
99646-28-3.mol
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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Chemical Properties

Melting point:
255-257 °C
alpha 
+156° (c 0.5, C6H6)
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
TSCA 
No
HS Code 
29310099

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Usage And Synthesis

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. 


Chemical Properties

White to cream powder

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYLSupplier

Shanghai Haohong Pharmaceutical Co., Ltd. Gold
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400-8210-725/ QQ: 4008210725
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Xinxiang Runyu Material Co., Ltd. Gold
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J & K SCIENTIFIC LTD.
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TCI (Shanghai) Development Co., Ltd.
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021-67121386 / 800-988-0390
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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL(99646-28-3)Related Product Information