(S)-T-BINAP
ALDRICH/693030
Synonym: (S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl; (S)-Tol-BINAP
CAS Number: 100165-88-6
Empirical Formula (Hill Notation): C48H40P2
Molecular Weight: 678.78
MDL Number: MFCD01311709
Linear Formula: C48H40P2
Product Type: Chemical
| form | solid |
| functional group | phosphine |
| InChI | 1S/C48H40P2/c1-33-13-23-3 |
| InChI key | IOPQYDKQISFMJI-UHFFFAOYSA |
| mp | 250-255 °C |
| optical activity | [α]20/D -156°, c = 0.5 in benzene |
| Quality Level | 100  |
| SMILES string | P(c8ccc(cc8)C)(c7ccc(cc7) |
| Application: | (S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO3, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides. |
| Application: | Takasago Ligands and Complexes for Asymmetric Reactions |
| Legal Information: | Sold in collaboration with Takasago for research purposes only. |
| Packaging: | 100 mg in glass bottle |
| Packaging: | 500 mg in amber glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 250-255 °C |
| UNSPSC | 12352005 |