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(R)-H8-BINAP

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Product Name: (R)-H8-BINAP
CAS No.: 139139-86-9
Chemical Name: (R)-H8-BINAP
Synonyms: (R)-H8-BINAP;(R)-H8-BINAP >=94%;(R)-H₈-BINAP;(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
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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Safety

Hazard Codes: Xi
Risk Statements: 36/38
Safety Statements: 26
WGK Germany: 3

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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

Shenzhen Nexcon Pharmatechs Ltd.

Product: (R)-H8-BINAP 139139-86-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 2000
Release date: 2025-07-29

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: (R)-H8-BINAP 139139-86-9
Price: US $2.00-5.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-06-18

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

139139-86-9, (R)-H8-BINAPRelated Search:

(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (R)-SEGPHOS (R)-(+)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97% (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS (R)-DIFLUORPHOS(TM) (S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL (R)-(+)-TolBINAP R(+)-2 2'-BIS-(DIPHENYLPHOSPHINO)-6 6'-& (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (S)-(-)-2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL Dimethylammoniumdichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]diruthenate(II) (R)-H8-BINAP Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthy]ruthenium(II) (S)-(-)-2,2'-BIS[BIS(4-METHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL (R)-(+)-2,2'-BIS[BIS(3,5-DITRIFLUOROMETHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDROBINAPHTHYL

(R)-H8-BINAP

(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl(R)-H8-BINAP

(R)-(+)-2,2μ-Bis(diphenylphospino)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-1,1μ-binaphthyl, [(1R)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-[1,1μ-binaphthalene]-2,2μ-diyl]bis[diphenylphosphine]

(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'-binaphthyl

(R)-H8-BINAP >=94%

(R)-(+)-2,2-Bis(diphenylphosphino)-5,5,6,6,7,7,8,8-octahydro-[1,1-binaphthalene]-2,2-diyl]bis[diphenylphosphine]

(R)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene

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)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-(+)-H8-BINAP

(<i>R</i>)-H<sub>8</sub>-BINAP

139139-86-9

C44H40P2

BINAP Series

Chiral Phosphine