1.1'-Binaphthyl-2.2'-diphemyl phosphine

ChemicalBook > CAS DataBase List > 1.1'-Binaphthyl-2.2'-diphemyl phosphine

1.1'-Binaphthyl-2.2'-diphemyl phosphine

Product Name: 1.1'-Binaphthyl-2.2'-diphemyl phosphine
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
Formula Weight: 622.69
MOL File: 98327-87-8.mol

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1.1'-Binaphthyl-2.2'-diphemyl phosphine Property

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)

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Safety

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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 481084
Product name: 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity: 97%
Packaging: 5g
Price: $120
Updated: 2024/03/01

Sigma-Aldrich

Product number: 481084
Product name: 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity: 97%
Packaging: 25g
Price: $357
Updated: 2024/03/01

TCI Chemical

Product number: B2383
Product name: (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity: >97.0%(GC)
Packaging: 5g
Price: $131
Updated: 2024/03/01

TCI Chemical

Product number: B2383
Product name: (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity: >97.0%(GC)
Packaging: 25g
Price: $394
Updated: 2024/03/01

Alfa Aesar

Product number: H26226
Product name: (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%
Packaging: 5g
Price: $157
Updated: 2024/03/01

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

Chemical Properties

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

Uses

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.
It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines.
used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

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.

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.

Reactions

Phosphine Ligand Kit component.

Useful ligand for palladium-catalyzed carbon-nitrogen bond formation.
Useful ligand for rhodium-catalyzed C-C bond formation.
Useful ligand for palladium-catalyzed intramolecular acylation of aryl bromides via C-H activation.
Used in the preparation of Buchwald third generation precatalyst.
Used in methoxy directed Rhodium migration.
Used in Nickel catalyzed C-N cross-coupling reactions.

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

Preparation Products

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

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

Jinan Finer Chemical Co., Ltd

Product: (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 98327-87-8
Price: US $0.00/Kg/Bag
Min. Order: 1g
Purity: 99%
Supply Ability: 10mt/year
Release date: 2021-07-23

Shanghai UCHEM Inc.

Product: (±)-BINAP 98327-87-8
Price: US $23.00-71.00/g
Min. Order: 5g
Purity: 0.98
Supply Ability: 25kg
Release date: 2023-12-13

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 1.1'-Binaphthyl-2.2'-diphemyl phosphine 98327-87-8
Price: US $0.00/G
Min. Order: 100G
Purity: 98%min
Supply Ability: 30kg/month
Release date: 2023-02-09

98327-87-8, 1.1'-Binaphthyl-2.2'-diphemyl phosphineRelated Search:

N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Phenylphosphonic dichloride Brexpiprazole-d8 4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butan-1-ol 8-(2,3-Dichlorophenyl)-8-aza-5-azoniaspiro[4.5]decane BroMide Brexpiprazole Impurity 20 Thianaphthene Brexpiprazole Impurity Brexpiprazole Impurity 2 7-(4-chlorobutoxy)-1-{4-[(2-oxo-1,2-dihydroquinolin-7-yl)oxy]butyl}-1,2-dihydroquinolin-2-one Brexpiprazole sulfoxide impurity (E)-N-(3-METHOXY-PHENYL)-3-PHENYL-ACRYLAMIDE 8-hydroxy-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one 5-HYDROXY-2(1H)-QUINOLINONE 4-BROMO-BENZO[B]THIOPHENE 5-Hydroxy-3,4-dihydroquinolin-2(1H)-one 7,7'-(butane-1,4-diylbis(oxy))bis(quinolin-2(1H)-one) 7-Hydroxyquinolinone

(+/-)-(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

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

RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL

RAC-BINAP

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

[1-(2-diphenylphosphanyl-1-naphthyl)-2-naphthyl]-diphenyl-phosphane

(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl In stock Factory

2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthalene

rac-BINAP / racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl