DI-Micro-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium

Base Information

• Chemical Name: DI-Micro-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium
• CAS No.: 18987-59-2
• Molecular Formula: C18H24 Cl2 N2 Pd2
• Molecular Weight: 552.14
• Hs Code.: 2921499090
• European Community (EC) Number: 624-923-9
• Mol file: 18987-59-2.mol

Synonyms:18987-59-2;chloropalladium(1+);N,N-dimethyl-1-phenylmethanamine;DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM;Di-mu-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II);MFCD00167386;Di-?-chlorobis{2-[(dimethylamino)methyl]phenyl}dipalladium;Di- mu -chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II);Di-mu-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II), 98%

Chemical Property of DI-Micro-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium

Chemical Property:

• Vapor Pressure: 0.871mmHg at 25°C
• Melting Point: 175 °C (dec.)(lit.)
• Boiling Point: 181°C at 760 mmHg
• Flash Point: 54.4°C
• PSA: 0.00000
• LogP: 4.35160
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 551.93903
• Heavy Atom Count: 24
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-mu-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=CC=CC=[C-]1.CN(C)CC1=CC=CC=[C-]1.Cl[Pd+].Cl[Pd+]
• Uses: Catalyst for:Oxidative allylic C-H silylationTransesterification reactionsSuzuki-Miyaura cross-coupling reactionsStereocontrolled homologation of carbon chain boronic esters using Hoppe′s lithiated carbamatesOxidative carbonylation reactionsBuchwald-Hartwig reactionsMizoroki-Heck reaction

Technology Process of DI-Micro-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium

There total 3 articles about DI-Micro-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium 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:

N,N'-dimethylbenzylamine (103-83-3) → di-μ-chloro-bis[2-(dimethylaminomethyl)phenyl-C(1),N]dipalladium(II) (18987-59-2) + 2(CH3)2HNCH2C6H4BO2C2(CH3)4(1+)*PdCl4(2-)=[(CH3)2HNCH2C6H4BO2C2(CH3)4]2[PdCl4]

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether; water; hexane

2: dichloromethane

3: dichloromethane

In diethyl ether; hexane; dichloromethane; water;

DOI:10.1139/v99-106

Reference yield:

2,2-dimethyl-2,1-benzazaborepane (46175-51-3) → di-μ-chloro-bis[2-(dimethylaminomethyl)phenyl-C(1),N]dipalladium(II) (18987-59-2) + 2(CH3)2HNCH2C6H4BO2C2(CH3)4(1+)*PdCl4(2-)=[(CH3)2HNCH2C6H4BO2C2(CH3)4]2[PdCl4]

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane

2: dichloromethane

In dichloromethane;

DOI:10.1139/v99-106

Reference yield:

2-{2-(dimethylaminomethyl)phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (129469-34-7) + di-μ-chlorodichlorobis(η(2)-cyclooctene)dipalladium(II) (53369-34-9,343614-50-6,12148-19-5) → di-μ-chloro-bis[2-(dimethylaminomethyl)phenyl-C(1),N]dipalladium(II) (18987-59-2) + 2(CH3)2HNCH2C6H4BO2C2(CH3)4(1+)*PdCl4(2-)=[(CH3)2HNCH2C6H4BO2C2(CH3)4]2[PdCl4]

Guidance literature:

In dichloromethane; dropwise addn. of soln. of aminoborinic acid ester to soln. of Pd complex (stirring, 6 h); solvent removal, not sepd., reaction followed by NMR spectroscopy;

DOI:10.1139/v99-106

upstream raw materials:

2-{2-(dimethylaminomethyl)phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

di-μ-chlorodichlorobis(η(2)-cyclooctene)dipalladium(II)

2,2-dimethyl-2,1-benzazaborepane

N,N'-dimethylbenzylamine

Downstream raw materials:

(+/-)[SP-4-2]-[(2-aminophenyl)methylphenylphosphine-N,P]dichloropalladium(II)

[PdCl(C₉H₁₂N)((C₆H₅)2PNHP(O)(C₆H₅)2)]

cis-[Pd(Ph₂PNP(O)Ph₂-P,O)2]

[(dimethylbenzylaminato^(1-))PdCl(2-diphenylphosphino-N,N-diphenylacetamide-P)]

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