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  • Product Name:   (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
  • Synonyms:   (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
  • CAS No.:   76189-56-5
  • Molecular Formula:   C44H32P2
  • Molecular Weight :   622.67
  • Specification :   98%
  • Place of Origin:   China
  • Appearance :   
  • Document :   Download

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



(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


Sensitive  Air Sensitive


Merck  14,1223


BRN  5321444


CAS DataBase Reference 76189-56-5(CAS DataBase Reference)




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




(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.




(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials


Raw materials Etanol-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->Dichloromethane-->N,N-Dimethylformamide-->Azabenzene-->Triphenylphosphine-->Trifluoroacetic anhydride-->1,2-Dichloroethane -->Litium-->Nickel(II) chloride hexahydrate-->Triethylenediamine-->Trifluoromethanesulfonic anhydride-->(S)-(-)-1,1'-Bi-2-naphthol


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