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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 481084
- Product name
- 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
- Purity
- 97%
- Packaging
- 5g
- Price
- $120
- Updated
- 2024/03/01
- Product number
- 481084
- Product name
- 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
- Purity
- 97%
- Packaging
- 25g
- Price
- $357
- Updated
- 2024/03/01
- Product number
- B2383
- Product name
- (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $131
- Updated
- 2024/03/01
- Product number
- B2383
- Product name
- (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $394
- Updated
- 2024/03/01
- Product number
- H26226
- Product name
- (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%
- Packaging
- 5g
- Price
- $157
- Updated
- 2024/03/01
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
Preparation Products
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View Lastest Price from 1.1'-Binaphthyl-2.2'-diphemyl phosphine manufacturers
- 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
- 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
- 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