(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Reaction- Product Name
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- CAS No.
- 76189-56-5
- Chemical Name
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- Synonyms
- BINAP;RAC-BINAP;(S)-BINAP;(S)-(-)-BINAP;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(+/-)-BINAP;RACEMIC-BINAP;97% (S)-BINAP;(S)-BINAP,99%e.e.;(S)-(-)-2,2'-Bis(dip
- CBNumber
- CB5186989
- Molecular Formula
- C44H32P2
- Formula Weight
- 622.69
- MOL File
- 76189-56-5.mol
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 295825
- Product name
- (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
- Purity
- 97%
- Packaging
- 1g
- Price
- $57.54
- Updated
- 2024/03/01
- Product number
- 295825
- Product name
- (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
- Purity
- 97%
- Packaging
- 5g
- Price
- $180.8
- Updated
- 2024/03/01
- Product number
- B1405
- Product name
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $88
- Updated
- 2024/03/01
- Product number
- B1405
- Product name
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $284
- Updated
- 2024/03/01
- Product number
- B23872
- Product name
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97%
- Packaging
- 1g
- Price
- $110.65
- Updated
- 2024/03/01
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties,Usage,Production
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
Preparation Products
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View Lastest Price from (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl manufacturers
- Product
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
- Price
- US $20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000 tons
- Release date
- 2023-01-16
- Product
- S-BINAP 76189-56-5
- Price
- US $230.00-1005.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 10kg
- Release date
- 2023-10-12
- Product
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2022-10-19