cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II)

Base Information

• Chemical Name: cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II)
• CAS No.: 14267-08-4
• Molecular Formula: C6H16Cl2N2Pd
• Molecular Weight: 293.53
• European Community (EC) Number: 624-512-4
• Mol file: 14267-08-4.mol

Synonyms:14267-08-4;Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II);CIS-DICHLORO(N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE)PALLADIUM(II);NSC 241246;Tetramethylethylenediaminepalladium dichloride;C6H16Cl2N2Pd;C6-H16-Cl2-N2-Pd;Cl[Pd]1(Cl)N(C)(C)CCN1(C)C;Palladium, dichloro(N,N,N',N'-tetramethyl-1,2-ethanediamine-N,N')-, (SP-4-2)- (9CI);SCHEMBL344177;AMY11857;AKOS024462433;SC10435;FT-0696076;F10015;dichloropalladium;N,N,N',N'-tetramethylethane-1,2-diamine;Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II), 99%;DICHLORO(N,N,N,N-TETRAMETHYLETHYLENEDIAMINE)PALLADIUM(II);DICHLORO(N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE)PALLADIUM(II);DICHLOROPALLADIUM, N,N,N',N'-TETRAMETHYLETHANE-1,2-DIAMINE;TETRAMETHYLETHYLENEDIAMINEPALLADIUM DICHLORIDE;[1,2-BIS(DIMETHYLAMINO)ETHANE]DICHLOROPALLADIUM

Chemical Property of cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II)

Chemical Property:

• Melting Point: 245 °C (dec.)(lit.)
• Boiling Point: 121 °C at 760 mmHg
• Flash Point: 10 °C
• PSA: 6.48000
• LogP: 1.48860
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 291.97253
• Heavy Atom Count: 11
• Complexity: 45.2

Purity/Quality:

98% ^*data from raw suppliers

cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II), 99% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN(C)C.Cl[Pd]Cl
• Uses: Catalyst for: . Cross-coupling reactions . Catalytic reduction reactions . Preparation of silyl ethers via reaction of silicon-hydrogen bond with alcohols . Oxidative carbonylation reactions Catalyst for:Cross-coupling reactionsCatalytic reduction reactionsPreparation of silyl ethers via reaction of silicon-hydrogen bond with alcoholsOxidative carbonylation reactions

Technology Process of cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)palladium(II)

There total 11 articles about cis-Dichloro(N,N,N',N'-tetramethylethylenediamine)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: 98.0%

N,N,N,N,-tetramethylethylenediamine (110-18-9) + palladium dichloride → N,N,N',N'-tetramethylethylenediamine palladium(II) chloride (14267-08-4)

Guidance literature:

palladium dichloride; In acetonitrile; for 1.5h; Inert atmosphere; Reflux;

N,N,N,N,-tetramethylethylenediamine; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00516

Reference yield: 97.0%

dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4) + N,N,N,N,-tetramethylethylenediamine (110-18-9) → N,N,N',N'-tetramethylethylenediamine palladium(II) chloride (14267-08-4)

Guidance literature:

In acetonitrile; treatment of palladium compd. with amine deriv. in acetonitrile at room temp.; recrystn.;

DOI:10.1021/ja801137k

Reference yield: 97.0%

bis(acetonitrile)palladium(II) chloride (14592-56-4,21264-30-2,90243-59-7) + N,N,N,N,-tetramethylethylenediamine (110-18-9) → N,N,N',N'-tetramethylethylenediamine palladium(II) chloride (14267-08-4)

Guidance literature:

In acetonitrile; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.201203898

upstream raw materials:

N,N,N,N,-tetramethylethylenediamine

palladium(II) chloride

dichloro bis(acetonitrile) palladium(II)

potassium tetrachloropalladate(II)

Downstream raw materials:

[PdCl(2,4,6-tris(trifluoromethyl)phenyl)(N,N,N',N'-tetramethylethylenediamine)]

Pd(O₂CC₆H₄CF₃)2(N,N,N',N'-tetramethylethylenediamine)

[Pd(SC₆F₄-4-H)2(TMEDA)]

Pd(SC₆H₄-2-SiPh₃)2(TMEDA)

Refernces

• 1、 O’Connor, Helen M.,Coletta, Marco,Etcheverry-Berríos, Alvaro,Nichol, Gary S.,Brechin, Euan K.,Lusby, Paul J.. "Kinetic selection of Pd4L2metallocyclic and Pd6L3trigonal prismatic assemblies". . p. 11799 - 11802. Retrieved 2020.
• 2、 Hohmann, H.,Hellquist, B.,van Eldik, R.. "". . p. 25 - 32. Retrieved 1991.
• 3、 King, Ryan P.,Buchwald, Stephen L.. "Synthesis of (MeCN)2Pd(CF3)OTs, a general precursor to palladium(II) trifluoromethyl complexes LPd(CF3)X". . p. 3490 - 3493. Retrieved 2019.
• 4、 Djuran, Milo? I,Milinkovi?, Sne?ana U. "Selective hydrolysis of the unactivated peptide bond in N-acetylated L-histidylglycine catalyzed by various palladium(II) complexes: Dependence of the hydrolysis rate on the steric bulk of the catalyst". . p. 959 - 963. Retrieved 2000.
• 5、 Leenders, Stefan H. A. M.,Becker, René,Kumpulainen, Tatu,de Bruin, Bas,Sawada, Tomohisa,Kato, Taito,Fujita, Makoto,Reek, Joost N. H.. "Selective Co-Encapsulation Inside an M6L4Cage". supporting information. p. 15468 - 15474. Retrieved 2016/10/13.