Dichlorobis(tri-o-tolylphosphine)palladium(II)

Base Information

• Chemical Name: Dichlorobis(tri-o-tolylphosphine)palladium(II)
• CAS No.: 40691-33-6
• Molecular Formula: C₄₂H₄₂Cl₂P₂Pd
• Molecular Weight: 786.069
• Hs Code.: 28439000
• European Community (EC) Number: 664-487-7
• Mol file: 40691-33-6.mol

Synonyms:40691-33-6;Dichlorobis(tri-o-tolylphosphine)palladium(II);TRANS-DICHLOROBIS(TRI-O-TOLYLPHOSPHINE)PALLADIUM(II);MFCD00274659;trans-dichlorobis(tri-o-tolyl-phosphine)palladium(II);PdCl2[P(o-Tol)3]2;Pd((o-tol)3P)2Cl2;Pd(P(o-tolyl)3)2Cl2;Pd[(o-tolyl)3P]2Cl2;SCHEMBL105624;bis(tris(2-methylphenyl)phosphane) palladium dichloride;OTYPIDNRISCWQY-UHFFFAOYSA-L;AMY41916;BCP21896;AKOS024258532;SB40667;SC10409;dichlorobis(tri-o-tolylphosphin)palladium;Dichlorobis(tri-o-tolylphosphine)palladium;PS-15599;SY010266;dichlorobis(tri-o-tolyl-phosphine)palladium;Dichlorobis(tris(o-tolyl)phosphine)palladium;dichloropalladium;bis(tris-o-tolylphosphane);FT-0696077;bis(tri-o-tolylphosphine)palladium(II) chloride;dichlorobis(tri-o-tolyl-phosphine)palladium(II);dichlorobis(tri-o-tolylphosphine)-palladium(II);tris(2-methylphenyl)phosphane;F10008;palladium-bis-(tri-o-tolylphosphine)-dichloride;bis[tri(ortho-tolyl)phosphine] palladium chloride;dichlorobis(tri-o-tolyl phosphine)-palladium(II);dichlorobis(tri-O-tolylphosphine)-palladium (II);bis(tri-o-tolylphosphine)-palladium(II) dichloride;bis-(tri-o-tolylphosphine)palladium(ii) dichloride;bis-(tri-o-tolylphosphine) palladium (II) chloride;bis-(tri-o-tolylphosphine)palladium (II) dichloride;Dichlorobis(tri-o-tolylphosphine)palladium(II), 97%;trans-dichlorobis(tri-o-tolyl phosphine)palladium(ii);Trans-dichlorobis(tri-o-tolylphosphine)palladium (II);DICHLOROBIS(TRI-ORTHO-TOLYLPHOSPHINE)PALLADIUM(II);Dichlorobis(tri-ortho-tolylphosphine)palladium(II), 95%;bis[tris(2-methylphenyl)phosphine] palladium (II) chloride

Chemical Property of Dichlorobis(tri-o-tolylphosphine)palladium(II)

Chemical Property:

• Vapor Pressure: 1.24E-06mmHg at 25°C
• Melting Point: 280 °C (dec.)(lit.)
• Boiling Point: 412.4 °C at 760 mmHg
• Flash Point: 214.6 °C
• PSA: 27.18000
• LogP: 10.11900
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Soluble in ethanol, benzene, and ethereal solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 784.11736
• Heavy Atom Count: 47
• Complexity: 289

Purity/Quality:

98% ^*data from raw suppliers

Dichlorobis(tri-o-tolylphosphine)palladium(II) ^*data from reagent suppliers

Safty Information:

• Statements: 53
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1P(C2=CC=CC=C2C)C3=CC=CC=C3C.CC1=CC=CC=C1P(C2=CC=CC=C2C)C3=CC=CC=C3C.Cl[Pd]Cl
• Uses: suzuki reaction Coupling reaction of aryl bromides with vinylic acetates. Dichlorobis(tri-o-tolylphosphine)palladium(II) is used in reaction of tributyltin enolates, prepared in situ from tributyltin methoxide and enol acetates, with aryl bromides, coupling reaction of aryl bromides with vinylic acetates.

Technology Process of Dichlorobis(tri-o-tolylphosphine)palladium(II)

There total 4 articles about Dichlorobis(tri-o-tolylphosphine)palladium(II) 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: 66.0%

bis(benzonitrile)palladium(II) dichloride (15617-18-2,39958-10-6,14220-64-5) + tris-(o-tolyl)phosphine (6163-58-2) → trans-dichlorobis(tri-o-tolylphenylphosphane)palladium(II) (40691-33-6,14219-84-2)

Guidance literature:

In toluene; under N2; ligand (2.35 mmol) and Pd-contg. compd. (1.18 mmol) were mixedin toluene; the suspn. was heated at reflux for 21 h; cooling to room t emp.; the solvent was removed and the solid triturated with cold toluene, filtered off, washed with cold toluene and dried in vac.; elem. anal.;

DOI:10.1039/b416525j

Reference yield:

4-(3-(3-[bis[(1,1-dimethylethoxy)carbonyl]amino]-4-methylphenyl)-1,2,4-oxadiazol-5-yl)-1,1,1-trifluoro-2-methylbutan-2-ol (1426671-32-0) + methyl iodide (74-88-4) → dichlorobis(tri-O-tolylphosphine)palladium (40691-33-6,14219-84-2)

Guidance literature:

With sodium hydride; In 1-methyl-pyrrolidin-2-one; mineral oil; at 90 ℃; for 1h;

Reference yield:

tris-(o-tolyl)phosphine (6163-58-2) + palladium dichloride → dichlorobis(tri-O-tolylphosphine)palladium (40691-33-6,14219-84-2)

Guidance literature:

With HCl; In ethanol; water; acetone; PdCl2 in EtOH reacted with HCl soln. and ligand in acetone, refluxed for2 h; washed (EtOH), dried (air), recrystd. (THF);

DOI:10.1016/j.jorganchem.2008.01.005

upstream raw materials:

tris-(o-tolyl)phosphine

4-(3-(3-[bis[(1,1-dimethylethoxy)carbonyl]amino]-4-methylphenyl)-1,2,4-oxadiazol-5-yl)-1,1,1-trifluoro-2-methylbutan-2-ol

methyl iodide

dichloro(1,5-cyclooctadiene)palladium(II)

Downstream raw materials:

[Pd[P(o-tolyl)3](p-benzonitrile)(μ-Br)]2

(P(o-tol)₃)₂Pd₂(C₆H₄OCH₃-4)₂Br₂

(P(o-tol)₃)₂Pd₂(C₆H₄CH₃-4)₂Br₂

(P(o-tol)₃)₂Pd₂(C₆H₄^tBu-4)₂Br₂

Refernces

• 1、 -. "COMPOUNDS AND COMPOSITIONS AS C-KIT KINASE INHIBITORS". Page/Page column 125; 126. . Retrieved 2013/03/28.
• 2、 Vuoti, Sauli,Autio, Juho,Laitila, Minna,Haukka, Matti,Pursiainen, Jouni. "Palladium-catalyzed Suzuki-Miyaura cross-coupling of various aryl halides using ortho-alkyl-substituted arylphosphanes and (ortho-alkylphenyl)- alkylphosphanes under microwave heating". . p. 397 - 407. Retrieved 2008/09/17.