Bis(2-dicyclohexylphosphinophenyl)ether

Base Information

• Chemical Name: Bis(2-dicyclohexylphosphinophenyl)ether
• CAS No.: 434336-16-0
• Molecular Formula: C36H52OP2
• Molecular Weight: 562.756
• European Community (EC) Number: 687-020-9
• DSSTox Substance ID: DTXSID50403729
• Nikkaji Number: J2.967.902I
• Wikidata: Q72444930
• Mol file: 434336-16-0.mol

Synonyms:434336-16-0;(Oxybis(2,1-phenylene))bis(dicyclohexylphosphine);BIS(2-DICYCLOHEXYLPHOSPHINOPHENYL)ETHER;Dicyclohexyl-[2-(2-dicyclohexylphosphanylphenoxy)phenyl]phosphane;MFCD03058784;BIS(2-DICYCLOHEXYLPHOSPHINOPHENYL)ETHER, 98%;Bis(dicyclohexylphosphinophenyl) ether;C36H52OP2;Phosphine, (oxydi-2,1-phenylene)bis[dicyclohexyl-;SCHEMBL1811566;DTXSID50403729;HPFGZHCWLVSVKJ-UHFFFAOYSA-N;AMY11683;BCP18967;AKOS016005059;CS-W013804;AS-68027;SY068578;Bis(dicyclohexylphosphinophenyl) ether, 97%;F10227;[Oxydi(2,1-phenylene)]bis(dicyclohexylphosphane);A872696;dicyclohexyl({2-[2(dicyclohexylphosphanyl)phenoxy]phenyl})-phosphane;DICYCLOHEXYL({2-[2-(DICYCLOHEXYLPHOSPHANYL)PHENOXY]PHENYL})PHOSPHANE

Chemical Property of Bis(2-dicyclohexylphosphinophenyl)ether

Chemical Property:

• Melting Point: 140-146°C
• Boiling Point: 652.6±40.0 °C(Predicted)
• PSA: 36.41000
• LogP: 11.02410
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 562.34934027
• Heavy Atom Count: 39
• Complexity: 594

Purity/Quality:

98% ^*data from raw suppliers

Bis(2-dicyclohexylphosphinophenyl)ether, 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)P(C2CCCCC2)C3=CC=CC=C3OC4=CC=CC=C4P(C5CCCCC5)C6CCCCC6
• Uses: Catalyst for diastereoselective intramolecular N-arylation intermolecular carboamination

Technology Process of Bis(2-dicyclohexylphosphinophenyl)ether

There total 1 articles about Bis(2-dicyclohexylphosphinophenyl)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: 59.0%

diphenylether (101-84-8) + chlorodicyclohexylphosphane (16523-54-9) → 1,1'-(oxydi-2,1-phenylene)bis[1,1-dicyclohexylphosphine] (434336-16-0)

Guidance literature:

diphenylether; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at 20 ℃; for 16h;

chlorodicyclohexylphosphane; In tetrahydrofuran; hexane; Petroleum ether; at 60 ℃; for 4h;

DOI:10.1023/A:1013808220187

Reference yield: 90.0%

bis(benzonitrile)palladium(II) dichloride (15617-18-2,39958-10-6,14220-64-5) + 1,1'-(oxydi-2,1-phenylene)bis[1,1-dicyclohexylphosphine] (434336-16-0) → [2,2'-bis(dicyclohexylphosphino)diphenyl oxide]palladium dichloride (878293-67-5)

Guidance literature:

In tetrahydrofuran; byproducts: benzonitrile; (Ar); mixing of (C6H4PCy2)2O and Pd(PhCN)2Cl2 with THF; stirring for 1 hat 20°C; standing overnight, removal of solvent in vac., dissolving in min. amt.of CH2Cl2 or benzene; pptn. with hexane, filtration, washing with ether , drying in vac.;

DOI:10.1007/s11176-005-0199-9

Reference yield: 90.0%

palladium dichloride + 1,1'-(oxydi-2,1-phenylene)bis[1,1-dicyclohexylphosphine] (434336-16-0) → [2,2'-bis(dicyclohexylphosphino)diphenyl oxide]palladium dichloride (878293-67-5)

Guidance literature:

In hydrogenchloride; ethanol; (Ar); placing of (C6H4PCy2)2O and abs. EtOH in flask; slow addn. of soln. of PdCl2 in dilute HCl with stirring; stirring for 2 h at 20°C; crystn. overnight, filtration, washing with water, EtOH and ether, drying in vac.;

DOI:10.1007/s11176-005-0199-9

upstream raw materials:

diphenylether

chlorodicyclohexylphosphane

Downstream raw materials:

[2,2'-bis(dicyclohexylphosphino)diphenyl oxide]palladium dichloride

Refernces