(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
Synonym(s):(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl;(S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl;(S)-Tol-BINAP
- CAS NO.:100165-88-6
- Empirical Formula: C48H40P2
- Molecular Weight: 678.78
- MDL number: MFCD00269856
- EINECS: 1312995-182-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-08-17 18:11:45
What is (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL?
Chemical properties
White powder
The Uses of (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is chiral ligand widely used in asymmetric synthesis. It also used as excellent catalysts for asymmetric hydrogenation of alkenes and some cyclic anhydrides. BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complexes of ruthenium, rhodium, and palladium
The Uses of (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
(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.
Properties of (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
Melting point: | 252-256 °C |
Boiling point: | 754.4±60.0 °C(Predicted) |
alpha | -160° (c 0.5, C6H6) |
storage temp. | Inert atmosphere,Room Temperature |
form | Powder |
color | White |
optical activity | [α]20/D -156°, c = 0.5 in benzene |
Water Solubility | Insoluble in water. |
CAS DataBase Reference | 100165-88-6(CAS DataBase Reference) |
Safety information for (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-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(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
InChIKey | IOPQYDKQISFMJI-UHFFFAOYSA-N |
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