(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Synonym(s):(S)-(−)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine);(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene;(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl;(S)-(−)-BINAP
- CAS NO.:76189-56-5
- Empirical Formula: C44H32P2
- Molecular Weight: 622.69
- MDL number: MFCD00010805
- EINECS: 616-305-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-29 11:48:30
What is (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl?
Chemical properties
white to light yellow crystal powde
The Uses of (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Chiral ligand for metal mediated asymmetric catalysis.
The Uses of (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
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
The Uses of (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.
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.
Properties of (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Melting point: | 283-286 °C(lit.) |
Boiling point: | 724.3±55.0 °C(Predicted) |
alpha | -240 º (c=0.3, toluene) |
refractive index | -235 ° (C=0.3, Toluene) |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Benzene (Slightly), Chloroform (Slightly) |
form | Crystals or Crystalline Powder |
color | White to light yellow |
optical activity | [α]20/D -222, c = 0.5 in benzene |
Sensitive | Air Sensitive |
Merck | 14,1223 |
BRN | 5321444 |
CAS DataBase Reference | 76189-56-5(CAS DataBase Reference) |
Safety information for (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
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