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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Phosphine ligand >  (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Basic information

Product Name:
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Synonyms:
  • (S)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene S-Binap
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene puriss.
  • 2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl
  • (S)-BINAP,99%e.e.
  • (S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis
  • (+/-)-BINAP
  • BINAP
CAS:
76189-56-5
MF:
C44H32P2
MW:
622.67
EINECS:
616-305-2
Product Categories:
  • BINAP Series
  • Chiral Phosphine
  • chiral
  • Chiral Reagents
  • Asymmetric Synthesis
  • Phosphine Ligands
  • -
  • Synthetic Organic Chemistry
  • Peptide
  • Chiral Compound
  • Aromatics
  • Catalyst
Mol File:
76189-56-5.mol
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties

Melting point:
283-286 °C(lit.)
alpha 
-240 º (c=0.3, toluene)
refractive index 
-235 ° (C=0.3, Toluene)
storage temp. 
Room temperature.
form 
Crystals or Crystalline Powder
color 
White to light yellow
optical activity
[α]20/D -222, c = 0.5 in benzene
Sensitive 
Air Sensitive
Merck 
14,1223
BRN 
5321444
CAS DataBase Reference
76189-56-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-24/25-37/39-26-36
WGK Germany 
3
8-10-23
TSCA 
No
HS Code 
29319090

MSDS

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Usage And Synthesis

Reaction

  1. (R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl, ester, amide or thioester.
  2. Useful ligand in asymmetric Heck processes.
  3. Ligand employed in palladium-catalyzed asymmetric arylation of ketones.
  4. Ligand employed in rhodium-catalyzed 1,4-additions to enones.
  5. Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.
  6. Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.
  7. Ligand employed in rhodium-catalyzed kinetic resolution of enynes.
  8. Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.
  9. Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.
  10. Ligand employed in palladium-catalyzed synthesis of chiral allenes.

Chemical Properties

white to light yellow crystal powde

Uses

Chiral ligand for metal mediated asymmetric catalysis.

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)Related Product Information