Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane

Base Information

• Chemical Name: Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane
• CAS No.: 424788-19-2
• Molecular Formula: C66H63P
• Molecular Weight: 887.2
• DSSTox Substance ID: DTXSID40467133
• Nikkaji Number: J1.595.531G
• Wikidata: Q82293935
• Mol file: 424788-19-2.mol

Synonyms:Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane;424788-19-2;DTXSID40467133;Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphine

Chemical Property of Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane

Chemical Property:

• XLogP3: 18.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 886.46673901
• Heavy Atom Count: 67
• Complexity: 1180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)C2=CC(=CC(=C2)P(C3=CC(=CC(=C3)C4=C(C=CC=C4C)C)C5=C(C=CC=C5C)C)C6=CC(=CC(=C6)C7=C(C=CC=C7C)C)C8=C(C=CC=C8C)C)C9=C(C=CC=C9C)C

Technology Process of Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane

There total 1 articles about Tris[3,5-bis(2,6-dimethylphenyl)phenyl]phosphane 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: 92.0%

5'-bromo-2,6,2,6-tetramethyl-1,1':3',1-terphenyl (135989-99-0) → tris(2,2,6,6-tetramethyl[1,1':3',1-terphenyl]-5'-yl)phosphine (424788-19-2)

Guidance literature:

5'-bromo-2,6,2",6"-tetramethyl-1,1':3',1"-terphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.416667h;

With phosphorus trichloride; In tetrahydrofuran; hexane; at -70 - 20 ℃; for 4h;

DOI:10.1016/j.jorganchem.2005.06.025

Reference yield: 90.0%

tris(2,2,6,6-tetramethyl[1,1':3',1-terphenyl]-5'-yl)phosphine (424788-19-2) + chloroform (67-66-3,8013-54-5) + palladium dichloride → [PdCl2(tris(2,2'',6,6''-tetramethyl[1,1':3',1''-terphenyl]-5'-yl)phosphine)2]*4CHCl3

Guidance literature:

In tetrahydrofuran; ethanol; (Ar); std. Schlenk technique; soln. of ligand in THF was added to soln. of PdCl2 in ethanol at room temp.; mixt. was refluxed for 3 h; solvent removed; residue treated with CHCl3; filtered; evapd.; recrystd.(CHCl3/hexane);

DOI:10.1016/j.jorganchem.2005.06.025

Reference yield: 56.0%

tris(2,2,6,6-tetramethyl[1,1':3',1-terphenyl]-5'-yl)phosphine (424788-19-2) + allyl(cyclopentadiene)palladium(II) (1271-03-0) + toluene (108-88-3,15644-74-3,16713-13-6) → bis[tris(2,2'',6,6''-tetramethyl-m-terphenyl-5'-yl)phosphine]palladium*3toluene

Guidance literature:

In toluene; 2 equiv. of phosphine was added to toluene soln. of Pd-compd., 75 °C for 12 h; crystn. from toluene/ethanol, elem. anal.;

DOI:10.1246/cl.2002.346

upstream raw materials:

5'-bromo-2,6,2,6-tetramethyl-1,1':3',1-terphenyl

Downstream raw materials:

RhCl(1,5-cyclooctadiene)(tris(2,2'',6,6''-tetramethyl-m-terphenyl-5'-yl)phosphine)

trans-RhCl(C₂H₄)2(tris(2,2'',6,6''-tetramethyl-m-terphenyl-5'-yl)phosphine)

Pd(P(C₆H₃(C₆H₃(CH₃)2)2)3)(CH₂CHSi(CH₃)2OSi(CH₃)2CHCH₂)

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