Chemical Property of 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Chemical Property:
- Appearance/Colour:white to light yellow crystal powder
- Melting Point:283-286 °C(lit.)
- Refractive Index:-235 ° (C=0.3, Toluene)
- Boiling Point:724.3 °C at 760 mmHg
- Flash Point:419 °C
- PSA：27.18000
- LogP:9.17640
- Storage Temp.:Room temperature.
- Sensitive.:Air Sensitive
- Solubility.:Benzene (Slightly), Chloroform (Slightly)
- XLogP3:11.4
- Hydrogen Bond Donor Count:0
- Hydrogen Bond Acceptor Count:0
- Rotatable Bond Count:7
- Exact Mass:622.19792502
- Heavy Atom Count:46
- Complexity:797
- Purity/Quality:
-
99% *data from raw suppliers
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >98.0%(GC) *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi, 
Xn
- Hazard Codes:Xi,Xn
- Statements:
36/37/38-20/21/22
- Safety Statements:
22-24/25-37/39-26-36
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8
-
Uses
Reactant involved in:Enantioselective and diastereoselective unpoled carbonyl allylationSyntehsis of organophophine oxides as anittumor agentsSN2 halogenation of hydroxy groupsSynthesis of BINAP complexesStudies of conformational flexibility of BINAP chelates 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.
