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1.1'-Binaphthyl-2.2'-diphemyl phosphine

1.1'-Binaphthyl-2.2'-diphemyl phosphine Structure
1.1'-Binaphthyl-2.2'-diphemyl phosphine structure
CAS No.
98327-87-8
Chemical Name:
1.1'-Binaphthyl-2.2'-diphemyl phosphine
Synonyms
BINAP;RAC-BINAP;2,2-Bis-(diphenylphosphino)-1,1-napthalene;2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthalene;[1-(2-diphenylphosphanyl-1-naphthyl)-2-naphthyl]-diphenyl-phosphane;1,1'-binaphthyl-2,2'-bisdiphenylphosphine;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(à)-BINA;(+/-)-BINAP;racemic-2,2
CBNumber:
CB3186990
Molecular Formula:
C44H32P2
Molecular Weight:
622.69
MDL Number:
MFCD00010805
MOL File:
98327-87-8.mol
MSDS File:
SDS
Last updated:2023-12-13 13:45:59
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1.1'-Binaphthyl-2.2'-diphemyl phosphine Properties

Melting point 283-286 °C(lit.)
Boiling point 724.3±55.0 °C(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly, Sonicated), Dichloromethane (Slightly, Heated),
form Powder
color White to light beige
Water Solubility Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.
Sensitive Air Sensitive
Merck 14,1223
BRN 5321443
InChIKey MUALRAIOVNYAIW-UHFFFAOYSA-N
CAS DataBase Reference 98327-87-8(CAS DataBase Reference)
FDA UNII 970O8508MB

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
Risk Statements  36/37/38
Safety Statements  22-24/25-37/39-26
WGK Germany  3
F  8-10-23
TSCA  No
HS Code  29319090
NFPA 704
1
2 1

1.1'-Binaphthyl-2.2'-diphemyl phosphine price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 481084 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 98327-87-8 5g $120 2024-03-01 Buy
Sigma-Aldrich 481084 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 98327-87-8 25g $357 2024-03-01 Buy
TCI Chemical B2383 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >97.0%(GC) 98327-87-8 5g $131 2024-03-01 Buy
TCI Chemical B2383 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >97.0%(GC) 98327-87-8 25g $394 2024-03-01 Buy
Alfa Aesar H26226 (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% 98327-87-8 5g $157 2024-03-01 Buy
Product number Packaging Price Buy
481084 5g $120 Buy
481084 25g $357 Buy
B2383 5g $131 Buy
B2383 25g $394 Buy
H26226 5g $157 Buy

1.1'-Binaphthyl-2.2'-diphemyl phosphine Chemical Properties,Uses,Production

Chemical Properties

1.1'-Binaphthyl-2.2'-diphemyl phosphine is White to light beige powder

Uses

  1. racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ( (+/-)-BINAP ) is an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium.
  2. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines.
  3. used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Uses

2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene is a powerful chiral auxiliary that is used as a homogeneous catalyst in some asymmetric chemical syntheses. 2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene is utilized for its high enantioselectivity and is used as a ligand to create coordination complexes.

Uses

(^+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl plays an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines. It is used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Reactions

Phosphine Ligand Kit component.

  1. Useful ligand for palladium-catalyzed carbon-nitrogen bond formation.
  2. Useful ligand for rhodium-catalyzed C-C bond formation.
  3. Useful ligand for palladium-catalyzed intramolecular acylation of aryl bromides via C-H activation.
  4. Used in the preparation of Buchwald third generation precatalyst.
  5. Used in methoxy directed Rhodium migration.
  6. Used in Nickel catalyzed C-N cross-coupling reactions.
    Reactions of 98327-87-8

General Description

Racemic version of BINAP.

Purification Methods

Dissolve the enantiomer in toluene, wash it with 30% aqueous NaOH, three times with H2O, dry (Na2SO4), evaporate to ~15% of its volume and add an equal volume of degassed MeOH. Collect the solid, wash it with MeOH and dry it at 80o/0.005mm for 6hours. Recrystallise it from a 1:1 mixture of toluene/EtOH to optical purity (m 241-242o) [Takaya et al. Org Synth 67 20 1989]. [Noyori & Takaya Acc Chem Res 2 3 345 1990, Kitamura et al. Org Synth 71 1 1993, Takaya et al. Org Synth 72 74 1995, Kitamura et al. J Org Chem 57 4053 1992.]

1.1'-Binaphthyl-2.2'-diphemyl phosphine Preparation Products And Raw materials

Raw materials

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

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Preparation Products

3-MORPHOLINOPHENOL 3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER 3-Morpholinobenzaldehyde

1.1'-Binaphthyl-2.2'-diphemyl phosphine Suppliers

Global( 504)Suppliers
Supplier Tel Email Country ProdList Advantage
XINXIANG RUNYU MATERIAL CO., LTD. 		+86-13592593621; +8613592593621 sales@runvmat.com China 391 58
Puyang Huicheng Electronic Materials Co., Ltd.
+86-0393-+86-0393-8910800 +8615839383373 info@huichengchem.com China 516 58
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12453 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
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Shanghai Time Chemicals CO., Ltd. 		+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9350 55
Supplier Advantage
XINXIANG RUNYU MATERIAL CO., LTD. 		58
Puyang Huicheng Electronic Materials Co., Ltd.
58
Hebei Mojin Biotechnology Co., Ltd 		58
Shanghai UCHEM Inc. 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Henan Tianfu Chemical Co.,Ltd. 		55
Shanghai Time Chemicals CO., Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55

Related articles

View Lastest Price from 1.1'-Binaphthyl-2.2'-diphemyl phosphine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2024-04-23 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
98327-87-8
 US $0.00 / Kg/Bag 1g 99% 10mt/year Jinan Finer Chemical Co., Ltd
(±)-BINAP pictures 2024-02-23 (±)-BINAP
98327-87-8
 US $23.00-71.00 / g 5g 0.98 25kg Shanghai UCHEM Inc.
1.1'-Binaphthyl-2.2'-diphemyl phosphine pictures 2023-07-28 1.1'-Binaphthyl-2.2'-diphemyl phosphine
98327-87-8
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • (±)-BINAP pictures
  • (±)-BINAP
    98327-87-8
  • US $23.00-71.00 / g
  • 0.98
  • Shanghai UCHEM Inc.

1.1'-Binaphthyl-2.2'-diphemyl phosphine Spectrum

1.1'-Binaphthyl-2.2'-diphemyl phosphine(98327-87-8)1HNMR1.1'-Binaphthyl-2.2'-diphemyl phosphine(98327-87-8)31PNMR1.1'-Binaphthyl-2.2'-diphemyl phosphine(98327-87-8)FT-IR

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(+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE Racemic-2,2’-bis(diphenylphosphino)-1,1’-binaphthy RACEMIC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL BINAP RAC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL / RAC-BINAP 2,2'-Bis-(diphenylphosphino)-1,1'-binaphthyl (Racemic BINAP) (+/-)-2,2'-BIS-(DIPHENYLPHOSPHINO) -1,1'-BINAPHTHALINE PURISS (BINAP) Racemic-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl racemic-2,2’-Bis(diphenylphosphino)-1,1 racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98%rac-BINAP RACEMIC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL/RAC BINAP (+/-)-BINAP S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE RACEMIC-BINAP RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE PHOSPHINE, 1,1''-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[1,1-DIPHENYL- (±)-BINAP, (±)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine) (±)-BINAP, (±)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine), (±)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthalene (+/-)-2,2-bis(Diphenylphosphino)-1,1-dinaphthyl (+/-)-2,2-Bis(diphenylphosphino)-1,1-binapthyl (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, BINAP (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98% (R)-(+)-2,2’-BIS(DIPHENYLPHOSPHINO)-1,1’-BIS(DIPHENYLPHOSPHI (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98% rac-BINAP 1.1’-Binaphthyl-2.2’-diphemyl phosphine (±)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl (±)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(±)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (±)-BINAP 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(±)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (±)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene, (±)-BINAP (±)-2,2'-BIS(DIPHENYLPHOSPHINO (MFCD00010805) racemic-2,-Bis(diphenylphosphino)-1,-binaphthyl (§1)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% 1'-binaphthyl 2'-Bis(diphenylphosphino)-1 rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% rac-BINAP (+/-)-2,2'-Bis(diphenylphosphino)-[1,1']-binaphthyl 98% {1-[2-(diphenylphosphanyl)naphthalen-1-yl]naphthalen-2-yl}diphenylphosphane RACEMIC-2,2-BIS (BIPHENYL PHOSPHINO)-1,1-BINAPHTHALENE (BINAP) 2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene (BINAP) 98% Rac-BINAP 2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthyl Phosphine, [1,1'-binaphthalene]-2,2'-diylbis[diphenyl- (9CI) DL-2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene BINAP, (+/-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl BINAP, 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphane) 2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97% 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Synonyms (+/-)-BINAP rac-BINAP 97% racemic-2,2 2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene Binaphthyl bis diphenylphosphino