(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)-(-)-2,2'(S)-BINAP
- CBNumber:
- CB5186989
- Molecular Formula:
- C44H32P2
- Molecular Weight:
- 622.69
- MDL Number:
- MFCD00010805
- MOL File:
- 76189-56-5.mol
- MSDS File:
- SDS
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) |
FDA UNII | OX12238KWH |
UNSPSC Code | 12352005 |
NACRES | NA.22 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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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 | 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 | |||||||||
NFPA 704 |
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl price More Price(63)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 295825 | (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% | 76189-56-5 | 1g | $57.54 | 2024-03-01 | Buy |
Sigma-Aldrich | 295825 | (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% | 76189-56-5 | 5g | $180.8 | 2024-03-01 | Buy |
TCI Chemical | B1405 | (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >98.0%(GC) | 76189-56-5 | 1g | $88 | 2024-03-01 | Buy |
TCI Chemical | B1405 | (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >98.0%(GC) | 76189-56-5 | 5g | $284 | 2024-03-01 | Buy |
Alfa Aesar | B23872 | (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97% | 76189-56-5 | 1g | $110.65 | 2024-03-01 | Buy |
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties,Uses,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
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.
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
Chiral ligand for metal mediated asymmetric catalysis.
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials
Raw materials
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Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
XINXIANG RUNYU MATERIAL CO., LTD. | +86-13592593621; +8613592593621 | sales@runvmat.com | China | 420 | 58 |
Shanghai UCHEM Inc. | +862156762820 +86-13564624040 | sales@myuchem.com | China | 8151 | 58 |
Hebei Chuanghai Biotechnology Co., Ltd | +8615531151365 | mina@chuanghaibio.com | China | 18126 | 58 |
Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 +86-16264648883 | niki@zlchemi.com | China | 7245 | 58 |
Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29731 | 60 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 12739 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21622 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
AB PharmaTech,LLC | 323-480-4688 | sales@acrospharmatech.com | United States | 989 | 55 |
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- Nov 21,2023
- Synthesis and Preparation of (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
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View Lastest Price from (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-07-03 | (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
|
US $0.00-0.00 / g | 10g | 99%min HPLC | 10kg | WUHAN FORTUNA CHEMICAL CO., LTD | |
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2025-07-02 | S-BINAP
76189-56-5
|
US $230.00-1005.00 / g | 1g | 0.98 | 10kg | Shanghai UCHEM Inc. | |
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2025-06-27 | (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
|
US $0.00 / KG | 1KG | 99% | 500000kg | Hebei Chuanghai Biotechnology Co., Ltd |
-
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
- US $0.00-0.00 / g
- 99%min HPLC
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- S-BINAP
76189-56-5
- US $230.00-1005.00 / g
- 0.98
- Shanghai UCHEM Inc.
-
- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
- US $0.00 / KG
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Spectrum
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