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(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
  • (R)-TOL-BINAP
  • (S)-(-)-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
  • BisdiptolylphosphinobinaphthylSTolBI
  • (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, (S)-p-Tol-BINAP
  • (S)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-&
CAS:
100165-88-6
MF:
C48H40P2
MW:
678.78
EINECS:
1312995-182-4
Product Categories:
  • BINAP Series
  • Chiral Phosphine
  • -
Mol File:
100165-88-6.mol
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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Chemical Properties

Melting point:
252-256 °C
alpha 
-160° (c 0.5, C6H6)
form 
Powder
color 
White
optical activity
[α]20/D -156°, c = 0.5 in benzene
Water Solubility 
Insoluble in water.
InChIKey
IOPQYDKQISFMJI-UHFFFAOYSA-N
CAS DataBase Reference
100165-88-6(CAS DataBase Reference)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
TSCA 
No
HS Code 
29333990

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 iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes.
  10. Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols.
  11. Rhodium-catalyzed cross cyclotrimerization.



Chemical Properties

White powder

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

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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL(100165-88-6)Related Product Information