693049
(R)-Tol-BINAP
Synonym(s):
(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
Select a Size
| Size/SKU | Availability | Price |
|---|---|---|
500 mg | Available to ship TODAY | $96.10 |
About This Item
$96.10
Available to ship TODAYDetails
product line
Buchwald Ligand
Quality Segment
form
solid
optical activity
[α]20/D +162°, c = 0.5 in benzene
reaction suitability
reagent type: ligand
reaction type: Cross Couplings, reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: chrial catalyst
reaction type: Asymmetric synthesis
mp
254-258 °C
functional group
phosphine
SMILES string
Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8
InChI
1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI key
IOPQYDKQISFMJI-UHFFFAOYSA-N
General description
Application
Reactant serving as a precursor for:
- Catalysts used for reductive amination of ketones
- Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives
- Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones
- CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters
- BINAP Pt Dications for cation trapping
Legal Information
1 of 1
This Item | ||
|---|---|---|
| description - | description - | description ≥99.0% (sum of enantiomers, GC) |
| reaction suitability reaction type: Stille Coupling, reaction type: Heck Reaction, reagent type: ligand | reaction suitability reagent type: ligand | reaction suitability - |
| form solid | form crystals | form liquid |
| functional group phosphine | functional group phosphine | functional group ether, acetal, hydroxyl |
| Quality Level 100 | Quality Level 100 | Quality Level 100 |
| optical activity [α]20/D +162°, c = 0.5 in benzene | optical activity [α]20/D +222°, c = 0.5% in benzene | optical activity - |
| mp 254-258 °C | mp 239-241 °C (lit.) | mp - |
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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