Name | (S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl |
Synonyms | BINAP S-BINAP (S)-BINAP S-(-)-BINAP (S)-(-)-BINAP S-(-)-1,1'-binaphthyl-2,2'-diphemyl phosphine S-(+)-1,1'-Binaphthyl-2,2'-diphemyl phosphine (S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl S-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (S)-(-)-2,2'-Bis(diphenylphospho)-1,1'-Dinaphthalene (S)-(-)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene puriss. (S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis 2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene |
CAS | 76189-56-5 |
EINECS | 616-305-2 |
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) |
Solubility | Benzene (Slightly), Chloroform (Slightly) |
Appearance | Crystals or Crystalline Powder |
Color | White to light yellow |
Merck | 14,1223 |
BRN | 5321444 |
Storage Condition | Inert atmosphere,Room Temperature |
Sensitive | Air Sensitive |
Refractive Index | -235 ° (C=0.3, Tolue |
MDL | MFCD00010805 |
Physical and Chemical Properties | Melting point 280-285°C. |
Use | 2,2 ′-bis (diphenylphosphine)-1,1 ′-binaphthalene and its rhodium and ruthenium derivatives can be used as highly selective homogeneous catalysts for the reduction of aryl ketones, β-keto esters and α-amino ketones. It can also be used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reaction and asymmetric isomerization of allyl groups. Ligands for palladium-catalyzed asymmetric tandem Heck reactions, this carbanion capture process allows the synthesis of tricyclic sesquiterpene. It can also be used for ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids. |
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 |
Introduction | S-(-)-1,1 '-binaphthyl-2, 2'-diphenylphosphine is an organic phosphine compound and is useful as a chiral catalyst and pharmaceutical intermediate. |
Application | 2,2 '-bis (diphenylphosphine)-1,1'-binaphthalene and its rhodium and ruthenium derivatives can be used as highly selective homogeneous catalysts for the reduction of aryl ketones, 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 | 2,2 '-bis (diphenylphosphine)-1,1'-binaphthalene and its rhodium and ruthenium derivatives can be used as highly selective homogeneous catalysts for the reduction of aryl ketones, 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. Ligands for the Palladium-Catalyzed Asymmetric tandem Heck reaction, this carbon anion capture process allows the synthesis of tricyclic sesquiterpenes. It can also be used for ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids. A C2-axis chiral diphosphine compound used as a chiral reaction inducer; 2,2 '-bis (diphenylphosphine)-1,1'-dinaphthyl and its rhodium and ruthenium derivatives, highly selective homogeneous catalysts for the reduction of aryl ketones, β-ketoesters and α-aminoketones; They are also used in asymmetric hydroxylation reactions and in the hydroxyl formation of olefins, asymmetric Heck reaction, asymmetric isomerization reaction of allyl; Ligand in palladium-catalyzed asymmetric reaction, tricyclic sesquiterpenes were prepared by Heck reaction carbon anion capture process; Used for Ruthenium catalyzed α, asymmetric Hydrogenation of β-unsaturated acids |