(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
ALDRICH/295825 - 97%
Synonym: (S)-(−)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine); (S)-(−)-BINAP
CAS Number: 76189-56-5
Empirical Formula (Hill Notation): C44H32P2
Molecular Weight: 622.67
MDL Number: MFCD00010805
Linear Formula: [(C6H5)2PC10H6-]2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 295825-250MG.
| assay | 97% |
| form | solid |
| InChI | 1S/C44H32P2/c1-5-19-35(20 |
| InChI key | MUALRAIOVNYAIW-UHFFFAOYSA |
| mp | 238-240 °C (lit.) |
| optical activity | [α]19/D −233°, c = 0.3 in toluene |
| optical purity | ee: 99% (HPLC) |
| Application: | 2,2′-Bis(diphenylphosphin Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids. |
| Application: | Reactant involved in: • Enantioselective and diastereoselective unpoled carbonyl allylation • Syntehsis of organophophine oxides as anittumor agents • SN2 halogenation of hydroxy groups • Synthesis of BINAP complexes • Studies of conformational flexibility of BINAP chelates |
| Packaging: | 1, 5 g in glass bottle |
| Packaging: | 250 mg in glass insert |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 97% |
| mp | 238-240 °C (lit.) |
| UNSPSC | 12352005 |