ChemicalBook > CAS DataBase List > (R)-H8-BINAP
(R)-H8-BINAP
Reaction- Product Name
- (R)-H8-BINAP
- CAS No.
- 139139-86-9
- Chemical Name
- (R)-H8-BINAP
- Synonyms
- (R)-H8-BINAP;(R)-H8-BINAP >=94%;(R)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;(R)-(+)-2,2'-Bis(diphenylphospino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;(R)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene;(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;Phosphine, [(1R)-5,5',6,6',7,7',8,8'-octahydro[1,1'-binaphthalene]-2,2'-diyl]bis[diphenyl-;(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl,95%,99%ee;(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl(R)-H8-BINAP;(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-(+)-H8-BINAP
- CBNumber
- CB1511446
- Molecular Formula
- C44H40P2
- Formula Weight
- 630.74
- MOL File
- 139139-86-9.mol
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(R)-H8-BINAP Property
- 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
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 692387
- Product name
- (R)-H8-BINAP
- Purity
- ≥94%
- Packaging
- 50mg
- Price
- $55
- Updated
- 2023/01/07
Sigma-Aldrich
- Product number
- 692387
- Product name
- (R)-H8-BINAP
- Purity
- ≥94%
- Packaging
- 100mg
- Price
- $104
- Updated
- 2023/01/07
Strem Chemicals
- Product number
- 15-2972
- Product name
- (R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-(+)-H8-BINAP
- Packaging
- 50mg
- Price
- $69
- Updated
- 2024/03/01
Strem Chemicals
- Product number
- 15-2972
- Product name
- (R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-(+)-H8-BINAP
- Packaging
- 250mg
- Price
- $276
- Updated
- 2024/03/01
American Custom Chemicals Corporation
- Product number
- ING0001296
- Product name
- (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL
- Purity
- 95.00%
- Packaging
- 50MG
- Price
- $473.7
- Updated
- 2021/12/16
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(R)-H8-BINAP Chemical Properties,Usage,Production
Reaction
- Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of unsaturated carboxylic acids to a higher ee than does BINAP.
- The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.
- Rhodium catalyzed asymmetric regioselective 1,4-addition of arylboronic acids to 3-substituted maleimides.
- Ligand for palladium-catalyzed enantioselective hydrogenation of substituted indoles.
- Rhodium-catalyzed enantioselective cyclization of γ-alkynylaldehydes with acyl phosphonates.
- Enantioselective synthesis of axially chiral 1-arylisoquinolines by Rh-catalyzed [2+2+2] cycloaddition.
- Enantioselective synthesis of 2,3-disubstituted indolines through Bronsted acid/Pd-complex-promoted tandem reactions.
- Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles
- Iridium-catalyzed [2+2+2] cycloaddition of α,ω-diynes with arylisocyanates
- Asymmetric hydrogenation of 3-(toluenesulfonamidoalkyl)-indoles
- Asymmetric Rh(I)-catalyzed intramolecular [3+2] cycloaddition of 1-yne-vinylcyclopropanes for bicyclo[3.3.0] compounds with a chiral quaternary carbon stereocenter.
- Enantioselective intermolecular [2+2+2] cycloadditions of ene-allenes with allenoates.
- Rh-catalyzed one-pot intermolecular [2+2+2] trimerization/asymmetric intramolecular [4+2] cycloaddition of two aryl ethynyl ethers and 5-alkynals.
- Rh-catalyzed regio-, diastereo-, and enantioselective [2+2+2] cycloaddition of 1,6-enynes with acrylamides.
Uses
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.
(R)-H8-BINAP Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-H8-BINAP manufacturers
XINXIANG RUNYU MATERIAL CO., LTD.
- Product
- (R)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;(R)-H8-Binap 139139-86-9
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 98%+
- Supply Ability
- 500
- Release date
- 2023-03-31
Zhuozhou Wenxi import and Export Co., Ltd
- Product
- (R)-H8-BINAP 139139-86-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
Career Henan Chemical Co
- Product
- (R)-H8-BINAP 139139-86-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg,5kg,100kg
- Release date
- 2019-08-08
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