- (±)-BINAP
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- $23.00 / 5g
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2024-02-23
- CAS:98327-87-8
- Min. Order: 5g
- Purity: 0.98
- Supply Ability: 25kg
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| | 1.1'-Binaphthyl-2.2'-diphemyl phosphine Basic information |
| Product Name: | 1.1'-Binaphthyl-2.2'-diphemyl phosphine | | Synonyms: | (+/-)-(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) | | CAS: | 98327-87-8 | | MF: | C44H32P2 | | MW: | 622.69 | | EINECS: | 619-338-0 | | Product Categories: | Achiral Phosphine;Aryl Phosphine;BINAP Series;API intermediates;Phosphines | | Mol File: | 98327-87-8.mol |  |
| | 1.1'-Binaphthyl-2.2'-diphemyl phosphine Chemical 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) |
| | 1.1'-Binaphthyl-2.2'-diphemyl phosphine Usage And Synthesis |
| 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'-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.
- 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 |
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