(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
Related products of tetrahydrofuran
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
R(+)-2 2'-BIS-(DIPHENYLPHOSPHINO)-6 6'-&
(R)-(+)-TolBINAP
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS
(R)-DIFLUORPHOS(TM)
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
(R)-(+)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%
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