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
(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 puriss.
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl
- (S)-BINAP,99%e.e.
- (S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis
- 2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene
- (+/-)-BINAP
- BINAP
- (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
- CAS:
- 76189-56-5
- MF:
- C44H32P2
- MW:
- 622.69
- EINECS:
- 616-305-2
- Product Categories:
-
- Aromatics
- Catalyst
- Chiral Reagents
- Asymmetric Synthesis
- Phosphine Ligands
- Synthetic Organic Chemistry
- chiral
- Peptide
- Chiral Compound
- BINAP Series
- Chiral Phosphine
- 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)
- 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 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
- F
- 8-10-23
- TSCA
- No
- HS Code
- 29319090
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Usage And Synthesis
Reaction
- (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.
- Useful ligand in asymmetric Heck processes.
- Ligand employed in palladium-catalyzed asymmetric arylation of ketones.
- Ligand employed in rhodium-catalyzed 1,4-additions to enones.
- Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.
- Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.
- Ligand employed in rhodium-catalyzed kinetic resolution of enynes.
- Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.
- Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.
- 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.
Uses
Reactant involved in:
- Enantioselective and diastereoselective unpoled carbonyl allylation
- Syntehsis of organophophine oxides as anittumor agents
- SN2 halogenation of hydroxy groups
- Synthesis of BINAP complexes
- Studies of conformational flexibility of BINAP chelates
Uses
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.
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials
Raw materials
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthylSupplier
Xinxiang Runyu Material Co., Ltd. Gold
- Tel
- 166-166-37336996 15690792173
- chenxi.song@runvmat.com
Linyi Azelasi Biological Co., Ltd. Gold
- Tel
- 17753923223
- 2805221329@qq.com
Zhengzhou HQ Material Co., Ltd. Gold
- Tel
- 0371-67759225 13526468238
- sales@hqmat.com
Wuxi Helen Biotechnology Co., Ltd., Gold
- Tel
- 0510-85629785 18013409632
- sales@reading-chemicals.com
Puyang Huicheng Electronic Material Co. Ltd. Gold
- Tel
- 0393-0393-8910800 18236056670
- info@huichengchem.com
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-56-5)Related Product Information
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- DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER
- (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE
- 1.1'-Binaphthyl-2.2'-diphemyl phosphine
- (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER
- [(S)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II)CHLORIDE,[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II) CHLORIDE
- Diphenylphosphine
- Phosphine
- 1,1'-BINAPHTHYL
- DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)
- DICHLORO[(S)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(S)-1,1-BIS(P-METHOXYPHENYL)-2-ISOPROPYLETHANE-1,2-DIAMINE]RUTHENIUM(II)
- (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE
- DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)