Bis(2-diphenylphosphinophenyl)ether

Base Information

• Chemical Name: Bis(2-diphenylphosphinophenyl)ether
• CAS No.: 166330-10-5
• Molecular Formula: C36H28OP2
• Molecular Weight: 538.565
• Hs Code.: 29319090
• European Community (EC) Number: 678-206-0
• DSSTox Substance ID: DTXSID20401575
• Nikkaji Number: J901.920K
• Wikidata: Q57834020
• Wikipedia: DPEphos
• Mol file: 166330-10-5.mol

Synonyms:166330-10-5;Bis(2-diphenylphosphinophenyl)ether;(Oxydi-2,1-phenylene)bis(diphenylphosphine);DPEphos;(Oxybis(2,1-phenylene))bis(diphenylphosphine);Bis(2-diphenylphosphinophenyl) ether;Bis[2-(diphenylphosphino)phenyl] Ether;2,2'-Bis(diphenylphosphino)diphenyl Ether;bis[2-(diphenylphosphino)phenyl]ether;MFCD00233863;[2-(2-diphenylphosphanylphenoxy)phenyl]-diphenylphosphane;{2-[2-(diphenylphosphanyl)phenoxy]phenyl}diphenylphosphane;Phosphine, 1,1'-[(oxydi-2,1-phenylene)]bis[1,1-diphenyl-;bis(2-(diphenylphosphino)phenyl)ether;(oxydi-2,1-phenylene)bis[diphenylphosphine];C36H28OP2;Phosphine, (oxydi-2,1-phenylene)bis[diphenyl-;DPE-phos;Bis[(2-diphenylphosphino)phenyl] ether;DPEPHOS, bis(2-Diphenylphosphinophenyl)ether;(oxybis(2,1-phenylene))bis(diphenylphosphane);SCHEMBL101880;DTXSID20401575;RYXZOQOZERSHHQ-UHFFFAOYSA-N;BIs(2-diphenylphosphinophenyl)ester;BCP21893;bis(2-diphenylphosphinophenyl)-ether;AKOS015900271;AC-7394;AM84570;CS-W008952;SB34145;bis-[2-(diphenylphosphino)-phenyl]ether;AS-11416;BP-10172;SY006003;(oxidi-2,1-phenylene)bis(diphenylphosphine);B2867;FT-0605000;(Oxydi-2,1-phenylene) bis(diphenylphosphine);(oxydi-2,1-phenylene)-bis(diphenylphosphine);(oxydi-2,1-phenylene)bis (diphenylphosphine);(oxydi-2,1-phenylene)bis(diphenyl phosphine);(oxydi-2,1-phenylene)bis(diphenyl-phosphine);(oxydi-2,1-phenylene)bis-(diphenylphosphine);[Oxydi(2,1-phenylene)]bis(diphenylphosphane);EN300-180611;2,2'-oxybis(2,1-phenylene)bis(diphenylphosphine);A849090;(Oxydi-2,1-phenylene)bis(diphenylphosphine), 98%;J-519865;Y-200030;DPEPHOS;(5-HYDROXY-3-OXO-2,3-DIHYDRO-1H-ISOINDOL-1-YL)-ACETICACID

Chemical Property of Bis(2-diphenylphosphinophenyl)ether

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder or crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 184-187 °C(lit.)
• Boiling Point: 608.19 °C at 760 mmHg
• Flash Point: 404.905 °C
• PSA: 36.41000
• LogP: 6.99530
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 8.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 538.16153951
• Heavy Atom Count: 39
• Complexity: 594

Purity/Quality:

99% ^*data from raw suppliers

Bis[2-(diphenylphosphino)phenyl] Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3OC4=CC=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6
• Uses: suzuki reaction Ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing.Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology

Technology Process of Bis(2-diphenylphosphinophenyl)ether

There total 4 articles about Bis(2-diphenylphosphinophenyl)ether 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: 94.0%

bis(2-diphenyloxyphosphino)phenyl ether → bis[2-(diphenylphosphino)phenyl] ether (166330-10-5)

Guidance literature:

With tributylphosphine; iodine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

Reference yield: 87.0%

diphenylether (101-84-8) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → bis[2-(diphenylphosphino)phenyl] ether (166330-10-5)

Guidance literature:

diphenylether; With n-butyllithium; In hexane; at -78 - 25 ℃; for 17h;

chloro-diphenylphosphine; In hexane; at 20 ℃; for 16h; Cooling with ice;

Reference yield: 45.0%

bis[2-(diphenylphosphino)phenyl] ether oxidebis[2-(diphenylphosphino)phenyl] ether oxide (808142-23-6) → bis[2-(diphenylphosphino)phenyl] ether (166330-10-5)

Guidance literature:

With 2,6-dimethylpyridine; oxalyl dichloride; hydrogen; tris(2,6-difluorophenyl)borane triethylphosphine oxide; In ⁽²⁾H₈-toluene; at 130 ℃; for 18h; under 3000.3 Torr; Reagent/catalyst;

DOI:10.1002/anie.201809275

upstream raw materials:

diphenylether

chloro-diphenylphosphine

bis[2-(diphenylphosphino)phenyl] ether oxidebis[2-(diphenylphosphino)phenyl] ether oxide

Downstream raw materials:

porphyrin

(2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-[2-chloro-6-(4-chloro-2-fluoroanilino)-9H-purin-9-yl]tetrahydrofuran-3-yl acetate

Pt(DPEphos)Cl₂

DPEPhosPd(Br)Me

Refernces

• 1、 Stepen, Arne J.,Bursch, Markus,Grimme, Stefan,Stephan, Douglas W.,Paradies, Jan. "Electrophilic Phosphonium Cation-Mediated Phosphane Oxide Reduction Using Oxalyl Chloride and Hydrogen". supporting information. p. 15253 - 15256. Retrieved 2018/10/24.
• 2、 -. "Allyl acetate hydroformylation process". Page/Page column 3. . Retrieved 2011/06/19.