Dichlorobis(triethylphosphine)palladium(II)

Base Information

• Chemical Name: Dichlorobis(triethylphosphine)palladium(II)
• CAS No.: 28425-04-9
• Molecular Formula: C12H30 Cl2 P2 Pd
• Molecular Weight: 413.644
• Hs Code.: 28439090
• European Community (EC) Number: 624-309-0
• DSSTox Substance ID: DTXSID70456792
• Mol file: 28425-04-9.mol

Synonyms:28425-04-9;Dichlorobis(triethylphosphine)palladium(II);dichloropalladium;triethylphosphane;TRANS-DICHLOROBIS(TRIETHYLPHOSPHINE)PALLADIUM(II);PdCl2(PEt3)2;SCHEMBL125703;DTXSID70456792;MFCD00191831;SC10519;Dichloropalladium--triethylphosphane (1/2);Bis(triethylphosphine)palladium( cento) chloride;Dichlorobis(triethylphosphine)palladium(II), 97%;BIS(TRIETHYLPHOSPHINE)DICHLORIDOPALLADIUM(II);BIS(TRIETHYLPHOSPHINE)PALLADIUM DICHLORIDE;BIS(TRIETHYLPHOSPHINE)PALLADIUM(II) CHLORIDE;DICHLOROBIS(TRIETHYLPHOSPHINE)PALLADIUM(II)

Chemical Property of Dichlorobis(triethylphosphine)palladium(II)

Chemical Property:

• Vapor Pressure: 14.1mmHg at 25°C
• Melting Point: 139-142 °C(lit.)
• Boiling Point: 126.5°Cat760mmHg
• Flash Point: 27.2°C
• PSA: 27.18000
• Density: g/cm³
• LogP: 6.43500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Soluble in chloroform, toluene and benzene
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 412.02346
• Heavy Atom Count: 17
• Complexity: 28.4

Purity/Quality:

98% min ^*data from raw suppliers

Dichlorobis(triethylphosphine)palladium(II) 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCP(CC)CC.CCP(CC)CC.Cl[Pd]Cl
• Uses: trans-Dichlorobis(triethylphosphine)palladium(II) is used in coupling of C-C bonds. It is also used as pharmaceutical and organic Intermediates.

Technology Process of Dichlorobis(triethylphosphine)palladium(II)

There total 22 articles about Dichlorobis(triethylphosphine)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: 95.0%

dichloro(cycloocta-1,5-diene)palladium (II) (12107-56-1) + W(O)(CHC(CH3)3)Cl2(P(C2H5)3)2 (74666-77-6) + 1,4-diaminobutane (110-60-1) → dichlorobis(triethylphosphine)palladium(II) (28425-04-9,15642-19-0,77027-39-5) + W(O)(CHC(CH3)3)Cl2(CH3)2NCH2CH2N(CH3)2 (79329-28-5)

Guidance literature:

In toluene; byproducts: 1,5-cyclooctadiene; react. of educts for 2 d; solvent removed in vac., residue dissolved in ether, cooled to -30°C, pentane was added to the filtrate, crystd. at -30°C, product recrystd. from ether/pentane, elem. anal.;

Reference yield: 92.0%

dichloro(1,5-cyclooctadiene)palladium(II) (12107-56-1) + triethylphosphine (554-70-1) → trans-dichlorobis(triethylphosphine)palladium(II) (28425-04-9)

Guidance literature:

In dichloromethane; soln. was stirred for 2 h; volume was reduced to half, soln. was filtered, volatiles were evapd. from filtrate; NMR;

DOI:10.1021/om0204134

Reference yield: 80.0%

PdCl2(PhCN)2 (40927-17-1,41762-42-9) + W(O)(CHC(CH3)3)Cl2(P(C2H5)3)2 (74666-77-6) → dichlorobis(triethylphosphine)palladium(II) (28425-04-9,15642-19-0,77027-39-5) + Cl2W(P(C2H5)3)(O)CHC(CH3)3

Guidance literature:

In toluene; toluene soln. of W and Pd compd. (in 2:1 molar ratio) were stirred for 3 h; mixt. was stirred with activated charcoal for 0.5 h, filtered, toluene removed in vac., pentane was added for crystn., recrystd. from toluene/pentane, elem. anal.;

upstream raw materials:

1,2-bis(4-nitrobenzylidene)hydrazine

triethylphosphine

bis(benzonitrile)palladium(II) dichloride

potassium tetrachloropalladate(II)

Downstream raw materials:

[PdCl(CCPh)(PEt₃)2]

(C₆H₅C₂(P(C₂H₅)3)2PdC₂)3C₆H₃

Refernces

• 1、 Dahlenburg, Lutz,Treffert, Harald,Heinemann, Frank W.. "1,3-Bis(α-aminoisopropyl)benzene, meta-C6H4(CMe2NH2)2: An N,N-bridging and N,C,N-cyclometalating ligand". . p. 1311 - 1318. Retrieved 2008.
• 2、 Onitsuka, Kiyotaka,Yamamoto, Mari,Suzuki, Shinobu,Takahashi, Shigetoshi. "Structure and reactivity of (η3-indolylmethyl)palladium complexes generated by the reaction of organopalladium complexes with o-alkenylphenyl isocyanide". . p. 581 - 583. Retrieved 2008/10/08.