[1-(2-Diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane

Base Information

• Chemical Name: [1-(2-Diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane
• CAS No.: 139139-86-9
• Molecular Formula: C₄₄H₄₀P₂
• Molecular Weight: 630.749
• European Community (EC) Number: 612-228-3,806-329-3
• Nikkaji Number: J1.925.872F,J2.388.561A,J621.091K
• Mol file: 139139-86-9.mol

Synonyms:139139-86-9;(S)-H8-BINAP;(R)-H8-BINAP;139139-93-8;(r)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;H8-BINAP;[1-(2-diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane;61724-04-7;Phosphine, [(1R)-5,5',6,6',7,7',8,8'-octahydro[1,1'-binaphthalene]-2,2'-diyl]bis[diphenyl-;MFCD01630795;(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-H8-BINAP;Phosphine, 1,1'-[(1S)-5,5',6,6',7,7',8,8'-octahydro[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-;SCHEMBL665033;(S)-H8-BINAP, technical grade;AKOS015917585;SC11260;(R)-H8-BINAP, >=94%;(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL;(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL;ETHYL3-CYANOPYRIDINE-2-CARBOXYLATE;CS-0086808;FT-0728384;D94504;E75998;J-007240;J-007241;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;(S)-(-)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (S)-(-)-H8-BINAP;PHOSPHINE,[(1R)-5,5',6,6',7,7',8,8'-OCTAHYDRO[1,1'-BINAPHTHALENE]-2,2'-DIYL]BIS[DIPHENYL-

Chemical Property of [1-(2-Diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane

Chemical Property:

• Vapor Pressure: 3.23E-21mmHg at 25°C
• Melting Point: 207-208°C
• Boiling Point: 745.626 °C at 760 mmHg
• Flash Point: 433.022 °C
• PSA: 27.18000
• LogP: 8.62760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 11.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 630.26052527
• Heavy Atom Count: 46
• Complexity: 797

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (R)-(+)-H8-BINAP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC(=C2C3=C(C=CC4=C3CCCC4)P(C5=CC=CC=C5)C6=CC=CC=C6)P(C7=CC=CC=C7)C8=CC=CC=C8
• Uses: Catalytic ligand used for:Enantioselective synthesis of dihydrobenzofurans and dihydronaphthofurans via olefin isomerization/enantioselective intramolecular Alder-ene reaction of enynes catalyzed by RhPreparation of axially chiral biaryl compounds by gold-catalyzed stereoselective intramolecular hydroarylationPreparation of chiral 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexesStereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenesRhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynesStereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles

Technology Process of [1-(2-Diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane

There total 5 articles about [1-(2-Diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.7%

→ 2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (139139-86-9,139139-93-8,142293-39-8)

Guidance literature:

Reference yield: 43.0%

(R)-2-diphenylphosphinyl-2'-trifluoromethanesulfonyloxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (159496-90-9) → 2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (139139-86-9,139139-93-8,142293-39-8)

Guidance literature:

With sodium hydroxide; trichlorosilane; 2,3-Dimethylaniline; In toluene;

Reference yield:

(R)-(+)-2,2'-bis(diphenylphosphinoyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (139139-89-2,139239-58-0,139239-59-1) → (R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (139139-86-9,139139-93-8,142293-39-8)

Guidance literature:

With trichlorosilane; triethylamine; In xylene; for 20h; Yield given; Heating;

DOI:10.1016/0040-4039(91)80499-V

upstream raw materials:

(R)-(+)-2,2'-bis(diphenylphosphinoyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl

(S)-(-)-2,2'-bis(diphenylphosphinoyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl

C₂₈H₂₀F₁₈O₆S₂

(R)-2-diphenylphosphinyl-2'-trifluoromethanesulfonyloxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl

Refernces

• 1、 -. "Perfluoro-n-alkylsulfonic acid derivatives". Page column 18. . Retrieved 2010/01/30.
• 2、 -. "2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl and transition metal complex containing the same as ligand". . . Retrieved 2008/06/13.