Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Structure
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl structure
CAS No.
76189-55-4
Chemical Name:
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Synonyms
BINAP;RAC-BINAP;(R)-BINAP;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(+)-BINAP;(+/-)-BINAP;98% (R)-BINAP;(R)-(+)-BINAP;RACEMIC-BINAP;(R)-BINAP,99%e.e.
CBNumber:
CB2186988
Molecular Formula:
C44H32P2
Molecular Weight:
622.69
MDL Number:
MFCD00010805
MOL File:
76189-55-4.mol
MSDS File:
SDS
Last updated:2025-01-27 09:38:02
Request For Quotation

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Properties

Melting point 283-286 °C(lit.)
Boiling point 724.3±55.0 °C(Predicted)
alpha 240 º (c=0.3, toluene)
refractive index 235 ° (C=0.3, Toluene)
storage temp. Inert atmosphere,Room Temperature
solubility Benzene (Slightly), Chloroform (Slightly)
form Powder
color White to cream-white
optical activity [α]20/D +222°, c = 0.5% in benzene
Water Solubility insoluble
Sensitive Air Sensitive
Merck 14,1223
BRN 4914063
InChIKey MUALRAIOVNYAIW-UHFFFAOYSA-N
SMILES P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1
CAS DataBase Reference 76189-55-4(CAS DataBase Reference)
FDA UNII 4F1X2F8NA3
UNSPSC Code 12352005
NACRES NA.22

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
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
2 0

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 693065 (R)-BINAP 76189-55-4 100MG $18.78 2024-03-01 Buy
Sigma-Aldrich 693065 (R)-BINAP 76189-55-4 500MG $79.8 2024-03-01 Buy
Sigma-Aldrich 295817 (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 76189-55-4 1g $54 2024-03-01 Buy
Sigma-Aldrich 295817 (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 76189-55-4 5g $143 2024-03-01 Buy
TCI Chemical B1406 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-55-4 1g $88 2024-03-01 Buy
Product number Packaging Price Buy
693065 100MG $18.78 Buy
693065 500MG $79.8 Buy
295817 1g $54 Buy
295817 5g $143 Buy
B1406 1g $88 Buy

(R)-(+)-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.
  11. Ligand for palladium-catalyzed enantioselective hetero Michael addition to form b-amino acid derivatives.
  12. Ligand employed in rhodium-catalyzed asymmetric rearrangement of alkynyl alkenyl carbinols.
  13. Ligand employed in rhodium-catalyzed 1,2-addition of aluminium organyl compounds to cyclic enones.
  14. Ligand employed in iridium-catalyzed transfer hydrogenative allylation of benzylic alcohols.
  15. Ligand employed in rhodium-catalyzed asymmetric C-Si bond formation by conjugate silyl transfer using a Si-B linkage.
  16. Ligand employed in the iridium-catalyzed asymmetric cyclopropane-mediated carbonyl allylation of primary alcohols.
  17. Ligand employed in the nickel-catalyzed asymmetric α-arylation of tetralones.
  18. Ligand employed in the copper-catalyzed asymmetric propargylation of ketones.
  19. Ligand employed in the cobalt-catalyzed asymmetric reductive coupling of alkynes with alkenes.
  20. Ligand employed in the rhodium-catalyzed asymmetric 1,4-addition of arylalanes on trisubstituted enones.
  21. Ruthenium-catalyzed asymmetric hydrocyanation of imines.
  22. Palladium-catalyzed asymmetric intermolecular cyclization.
Reactions of 76189-55-4_1
Reactions of 76189-55-4_2
Reactions of 76189-55-4_3
Reactions of 76189-55-4_4
Reactions of 76189-55-4_5
Reactions of 76189-55-4_6

Chemical Properties

white to light yellow crystal powde

Uses

Useful ligand for transition metal catalyzed asymmetric reactions, including hydrogenation and disilylation. 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.
Complex with Ag(I) used to catalyze an asymmetric aldol reaction between alkenyl trichloroacetates and aldehydes. Also used with Ag(I) to catalyze an enantioselective hetero-Diels-Alder reaction of azo compounds.

Uses

Chiral ligand for metal mediated asymmetric catalysis.

General Description

(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene is an axially dissymmetric bis(triaryl)phosphine ligand for asymmetric reactions.

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials

Raw materials

Nickel(II) chloride hexahydrate Diphenylphosphine Ethanol N,N-Dimethylformamide (R)-(+)-1,1'-Bi-2-naphthol
Trifluoroacetic anhydride 1,2-Bis(diphenylphosphino)ethane Ethyl acetate Dichloromethane Methanol
Triphenylphosphine Pyridine Triethylenediamine

1of3

Preparation Products

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Suppliers

Global( 484)Suppliers
Supplier Tel Email Country ProdList Advantage
XINXIANG RUNYU MATERIAL CO., LTD. 		+86-13592593621; +8613592593621 sales@runvmat.com China 399 58
Zhengzhou HQ Material CO.,LTD. 		+86-371-55919009 +8615225108189 sale1@hqmat.com China 944 58
Hebei Weibang Biotechnology Co., Ltd 		+8615531157085 abby@weibangbio.com China 8804 58
Hebei Mujin Biotechnology Co.,Ltd 		+86 13288715578 +8613288715578 sales@hbmojin.com China 12830 58
Shanghai UCHEM Inc. 		+862156762820 +86-13564624040 sales@myuchem.com China 7709 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20262 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29792 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 18949 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21632 55
Shanghai Time Chemicals CO., Ltd. 		+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1803 55
Supplier Advantage
XINXIANG RUNYU MATERIAL CO., LTD. 		58
Zhengzhou HQ Material CO.,LTD. 		58
Hebei Weibang Biotechnology Co., Ltd 		58
Hebei Mujin Biotechnology Co.,Ltd 		58
Shanghai UCHEM Inc. 		58
Henan Fengda Chemical Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Shanghai Time Chemicals CO., Ltd. 		55

Related articles

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2025-02-14 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-55-4
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mujin Biotechnology Co.,Ltd
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2025-02-08 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-55-4
 US $230.00-1005.00 / g 1g 0.98 25kg Shanghai UCHEM Inc.
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2024-12-17 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
76189-55-4
 US $0.00-0.00 / KG 1KG 0.99 500kg XINXIANG RUNYU MATERIAL CO., LTD.

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Spectrum

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)1HNMR(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)13CNMR(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)31PNMR(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)IR1(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)IR2(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(76189-55-4)Raman

76189-55-4((R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)Related Search:

N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Phenformin hydrochloride Phenformin 1,1'-Bis(diphenylphosphino)ferrocene (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl [(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II) CHLORIDE,[(S)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II)CHLORIDE DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER,DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II) DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER
1.1'-Binaphthyl-2.2'-diphemyl phosphine (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE (R)-(+)-TolBINAP 1,1'-BINAPHTHYL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BIPHENYL
Diphenylphosphine Phosphine Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II)chloride

1of4

(R)-(+)-BINAP, (R)-(+)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphane) (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97% (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE (R)-(+)-2,2BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL (R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,(R)-BINAP (R)-(+)-2,2`-Bis(Diphenylphosphino)-1,1`-Binaphthy (R)-(+)-2,2'-Bis(diphenyphosphino)-1,1'-binaphthy (R)-(+)-2,2'-Bis(diphenylphosp (R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98%(R)-BINAP (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99+% R-(+)-BINAP/R-(+)-1,1''-BINAPHTHYL-2.2''-DIPHEMYL PHOSPHINE R-(+)-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BIPHENYL (R)-(+)-BINAP (R)-(＋)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ,98% (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (R)-(+)-BINAP (R)-(+)-2,2'-Bis(dip R-(+)-1.1'-Binaphthyl-2.2'-dipheMyl phosphine R-BINAP R-(-)2,-Bis(diphenylphosphino)-1,-binaphthyl (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99% (R)-BINAP (+)-(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine] 1,1'-[(1R)-[1,1'-Binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-phosphine 98% (R)-BINAP (R)-(+)-2,2'-Bis(diphenylphosphino)-1 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene (BINAP) (+/-)-BINAP (R)-(+)-BINAP S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) RACEMIC-BINAP RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL PHOSPHINE, [1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[DIPHENYL-, (R) (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl (R)-BINAP,99%e.e. (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl for synthesis (+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE (R)-(+)-2,2''-BIS(DIPHENYPHOSPHINO)-1,1''-BINAPHTHYL PHOSPHINE, 1,1''-[(1R)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-DIPHENYL- R(+)-1,1''-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHALENE 1,3-Di(1-adamantyl)imidazolinium Tetrafluoroborate R(+)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'- BI NAPHTHALIN (R)-(+)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl (R)-(+)-BINAP, (R)-(+)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthalene, (R)-(+)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthyl, (R)-(+)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine) (R)-(+)-BINAP, (R)-(+)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine) (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, (R)-BINAP,98% (R)-(+)-21,2'-bis(diphenylphosphino)-1,1'-binaphthyl R-(-1.1'-Binaphthyl-2.2'-DiphemylPhosphine [aR,(+)]-[1,1'-Binaphthalene]-2,2'-diylbis(diphenylphosphine) [aR,(+)]-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 1,1'-[(1R)-[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-diphenyphosphine] (R)-Bis(diphenylphosphino)-1,1'-binaphthyl