ChemicalBook--->CAS DataBase List--->76189-56-5

76189-56-5

76189-56-5 Structure

76189-56-5 Structure
IdentificationMore
[Name]

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
[CAS]

76189-56-5
[Synonyms]

(+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
(+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
(+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
(+/-)-BINAP
BINAP
R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE
R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
(R)-(+)-2,2BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL
(R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL
RAC-BINAP
RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
RACEMIC-BINAP
(R)-(+)-BINAP
(R)-BINAP
S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
[EINECS(EC#)]

616-305-2
[Molecular Formula]

C44H32P2
[MDL Number]

MFCD00010805
[Molecular Weight]

622.67
[MOL File]

76189-56-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

283-286 °C(lit.)
[alpha ]

-240 º (c=0.3, toluene)
[Boiling point ]

724.3±55.0 °C(Predicted)
[refractive index ]

-235 ° (C=0.3, Toluene)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Benzene (Slightly), Chloroform (Slightly)
[form ]

Crystals or Crystalline Powder
[color ]

White to light yellow
[Optical Rotation]

[α]20/D -222, c = 0.5 in benzene
[Sensitive ]

Air Sensitive
[Detection Methods]

PNMR
[Merck ]

14,1223
[BRN ]

5321444
[InChIKey]

MUALRAIOVNYAIW-UHFFFAOYSA-N
[SMILES]

P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1
[CAS DataBase Reference]

76189-56-5(CAS DataBase Reference)
[Storage Precautions]

Air sensitive;Store under nitrogen
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P280g
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
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 .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[F ]

8-10-23
[TSCA ]

No
[HS Code ]

29319099
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->Dichloromethane-->N,N-Dimethylformamide-->Pyridine-->Triphenylphosphine-->Trifluoroacetic anhydride-->1,2-Dichloroethane-->Lithium-->Nickel(II) chloride hexahydrate-->Triethylenediamine-->Trifluoromethanesulfonic anhydride-->(S)-(-)-1,1'-Bi-2-naphthol
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

Chiral ligand for metal mediated asymmetric catalysis.
Questions And AnswerBack Directory
[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.
Reactions of 76189-56-5_1
Reactions of 76189-56-5_2
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)MS
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)1HNMR
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)31PNMR
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)IR1
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)IR2
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99+%(76189-56-5)
[Alfa Aesar]

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97%(76189-56-5)
[Sigma Aldrich]

76189-56-5(sigmaaldrich)
[TCI AMERICA]

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,>98.0%(GC)(76189-56-5)
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