(R)-H8-BINAP
Synonym(s):(R)-(+)-2,2′-Bis(diphenylphospino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl;[(1R)-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-binaphthalene]-2,2′-diyl]bis[diphenylphosphine]
- CAS NO.：139139-86-9
- Empirical Formula: C44H40P2
- Molecular Weight: 630.74
- MDL number: MFCD01630795
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is (R)-H8-BINAP?
The Uses of (R)-H8-BINAP
Catalytic ligand used for:
- Enantioselective synthesis of dihydrobenzofurans and dihydronaphthofurans via olefin isomerization/enantioselective intramolecular Alder-ene reaction of enynes catalyzed by Rh
- Preparation of axially chiral biaryl compounds by gold-catalyzed stereoselective intramolecular hydroarylation
- Preparation of chiral 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
- Stereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes
- Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
- Stereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles
General Description
The product is a diphenylphosphinobenzoic acid (DPPBA) based ligand for the palladium-catalyzed asymmetric allylic alkylation with a high degree of enantioselectivity.
Properties of (R)-H8-BINAP
| Melting point: | 207-208°C |
| Boiling point: | 745.6±60.0 °C(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | Powder |
| color | off-white |
| optical activity | [α]20/D +74°, c = 0.5 in toluene |
| CAS DataBase Reference | 139139-86-9 |
Safety information for (R)-H8-BINAP
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (R)-H8-BINAP
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