R-BINAP
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
CAS: 76189-55-4
Molecular Formula: C44H32P2
R-BINAP - Names and Identifiers
| Name | (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl |
| Synonyms | R-BINAP (R)-BINAP R-(+)-BINAP (R)-(+)-BINAP R-(+)-1,1'-Binaphthyl-2,2'-diphemyl phosphine (R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (R)-(+)-2,2BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL R-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 1,1'-binaphthalene-2,2'-diylbis(diphenylphosphane) (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL S(-)-2,2'-BIS(diphenylphosphino)-1,1'-binaphthalene R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (R)-(+)-2,2'-Bis(diphenylphospho)-1,1'-Dinaphthalene (R)-(+)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,(R)-BINAP (R)-(+)-BINAP, (R)-(+)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphane) |
| CAS | 76189-55-4 |
| EINECS | 616-304-7 |
| InChI | InChI=1/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H |
R-BINAP - Physico-chemical Properties
| Molecular Formula | C44H32P2 |
| Molar Mass | 622.69 |
| Melting Point | 283-286°C(lit.) |
| Boling Point | 724.3±55.0 °C(Predicted) |
| Specific Rotation(α) | 240 º (c=0.3, toluene) |
| Flash Point | 419°C |
| Water Solubility | insoluble |
| Solubility | Benzene (Slightly), Chloroform (Slightly) |
| Vapor Presure | 5.55E-20mmHg at 25°C |
| Appearance | Powder |
| Color | White to cream-white |
| Merck | 14,1223 |
| BRN | 4914063 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Air Sensitive |
| Refractive Index | 235 ° (C=0.3, Toluen |
| MDL | MFCD00010805 |
| Physical and Chemical Properties | Melting point 239-242°C. The specific optical rotation was 240 ° (c = 0.3, toluene). Soluble in water. |
| Use | Used as a transition metal ligand catalyzed by asymmetric reactions. |
R-BINAP - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8-10-23 |
| TSCA | No |
| HS Code | 29319090 |
R-BINAP - Introduction
Insoluble in water.
Last Update：2022-10-16 17:28:29
R-BINAP - Reference Information
| Application | R-( )-1,1 '-binaphthyl-2, 2'-bisdiphenylphosphine can serve as an effective ligand for transition metal-catalyzed asymmetric reactions, including hydrogenation and dimethylsilylation. 2,2 '-bis (diphenylphosphine)-1,1'-binaphthalene and its rhodium and ruthenium derivatives can be used as highly selective homogeneous catalysts for aryl ketones, reduction of β-ketoesters and α-aminoketones. It can also be used in asymmetric hydrogenation and hydroformylation reactions of olefins, asymmetric Heck reactions and asymmetric isomerization reactions of allyl groups. |
| Use | an effective ligand for transition metal-catalyzed asymmetric reactions, including hydrogenation and dimethylsilylation. 2,2 '-bis (diphenylphosphine)-1,1'-binaphthalene and its rhodium and ruthenium derivatives can be used as highly selective homogeneous catalysts for aryl ketones, reduction of β-ketoesters and α-aminoketones. It can also be used in asymmetric hydrogenation and hydroformylation reactions of olefins, asymmetric Heck reactions and asymmetric isomerization reactions of allyl groups. Its Ag(I) complex can be used to catalyze the asymmetric aldol reaction between alkenyl trichloroacetate and aldehyde. Its Ag(I) complex can also be used to catalyze the Asymmetric Heterogeneous Diels-Alder reaction of azo compounds. A C2-axis chiral diphosphine compound used as a chiral reaction inducer; An effective ligand in transition metal-catalyzed asymmetric reactions, including hydroxylation reactions and disilylation reactions; 2,2 '-bis (diphenylphosphine)-1,1'-dinaphthyl and its rhodium and ruthenium derivatives, highly selective homogeneous catalysts for aryl ketones, β-ketoesters, reduction reactions of α-aminoketones; They are also used for asymmetric hydroxylation reactions as well as for hydroxyl group formation reactions of olefins, asymmetric Heck reactions, asymmetric isomerization reactions of allyl groups; A complex of silver (I) for catalyzing the asymmetric aldol condensation reaction between aldehydes and alkenyl trichloroacetates; And silver (I) for catalyzing the stereoselective hetero-Diels-Alder reaction of azo compounds; chiral atropine diphosphine isomer, Rhodium |
Last Update：2024-04-09 02:00:11
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