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ChemicalBook >> CAS DataBase List >>(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Structure
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl structure
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
Molecular Weight:
622.69
MDL Number:
MFCD00010805
MOL File:
76189-56-5.mol
MSDS File:
SDS
Last updated:2023-11-21 09:23:08
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 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)
FDA UNII OX12238KWH

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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  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
0
1 0

(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
Product number Packaging Price Buy
295825 1g $57.54 Buy
295825 5g $180.8 Buy
B1405 1g $88 Buy
B1405 5g $284 Buy
B23872 1g $110.65 Buy

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties,Uses,Production

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

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

Nickel(II) chloride hexahydrate Ethanol N,N-Dimethylformamide Trifluoromethanesulfonic anhydride (S)-(-)-1,1'-Bi-2-naphthol
Tetrahydrofuran Trifluoroacetic anhydride Ethyl acetate 1,2-Dichloroethane Dichloromethane
Methanol Triphenylphosphine Pyridine Triethylenediamine Lithium

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Preparation Products

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Suppliers

Global( 397)Suppliers
Supplier Tel Email Country ProdList Advantage
XINXIANG RUNYU MATERIAL CO., LTD.
+86-13592593621; +8613592593621 sales@runvmat.com China 378 58
Shanghai UCHEM Inc. 		+862156762820 +86-13564624040 sales@myuchem.com China 6711 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15371 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
AB PharmaTech,LLC 		323-480-4688 United States 989 55
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Shenzhen Nexconn Pharmatechs Ltd 		+86-755-89396905 +86-15013857715 admin@nexconn.com China 7838 58
Supplier Advantage
XINXIANG RUNYU MATERIAL CO., LTD.
58
Shanghai UCHEM Inc. 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
AB PharmaTech,LLC 		55
career henan chemical co 		58
Shenzhen Nexconn Pharmatechs Ltd 		58

Related articles

View Lastest Price from (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
S-BINAP pictures 2024-02-23 S-BINAP
76189-56-5
 US $230.00-1005.00 / g 1g 0.98 10kg Shanghai UCHEM Inc.
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2023-09-06 (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
 US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2023-07-27 (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-56-5
 US $0.00-0.00 / KG 1KG 0.99 500kg XINXIANG RUNYU MATERIAL CO., LTD.
  • S-BINAP pictures
  • S-BINAP
    76189-56-5
  • US $230.00-1005.00 / g
  • 0.98
  • Shanghai UCHEM Inc.

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Spectrum

(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

76189-56-5((S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)Related Search:

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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)

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(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 (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE (S)-(-)-2,2 BIS(DIPHENYLPHOSPHINO)1,1-BINAPHTHYL (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RACEMIC-BINAP (+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE PHOSPHINE, 1,1''-[(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-DIPHENYL- S(-)-1,1''- BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHALENE (S)-(-)-BINAP, (S)-(-)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine) (S)-(-)-BINAP, (S)-(-)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine), (S)-(-)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthyl, (S)-(-)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthalene S-(-1.1'-Binaphthyl-2.2'-DiphemylPhosphine [aS,(-)]-[1,1'-Binaphthalene]-2,2'-diylbis(diphenylphosphine) [aS,(-)]-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,97% (S)-(-)2,2-bis(diphenylphosphino)-1,1-binaphtyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ,98% (S)-(-)-2,2'-Bis(diphtnylphosphino)-1,1'-binaphthyl (S)-()-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(S)-()-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (S)-()-BINAP (S)-(-)-2,2'-Bis(dip (S)-BINAP [(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl] S-(+)2,-Bis(diphenylphosphino)-1,-binaphthyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99% (S)-BINAP (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, (S)-BINAP S(-)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'- BI NAPHTHALIN (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1& (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHOSINO)-1,1'-BINAPHTHYL (S)-(-)-2,2`-Bis(Diphenylphosphino)-1,1`-Binaphthy (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99+% (S)-(-)-2,2'-Bis(diphenyphosphino)-1,1'-binaphthy S-(+)-1.1'-Binaphthyl-2.2'-Dip S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,97%(S)-BINAP S-(-)-BINAP/S-()-1,1''-BINAPHTHYL-2.2''-DIPHEMYL PHOSPHINE PHOSPHINE, [1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[DIPHENYL-, (S) RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE (1S)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine] 1,1'-[(1S)-[1,1'-Binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-phosphine 97% (S)-BINAP S-(+)-1.1'-Binaphthyl-2.2'-dipheMyl phosphine S-BINAP (S)-(-)-2,2'-Bis(diphenylphosp (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97% (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl > (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%, for synthesis Phosphine, (1S)-[1,1'-binaphthalene]-2,2'-diylbis[diphenyl- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98%,99%ee