Bis(acetonitrile)palladium(II) Dichloride

Base Information

• Chemical Name: Bis(acetonitrile)palladium(II) Dichloride
• CAS No.: 14592-56-4
• Molecular Formula: C₄H₆Cl₂N₂Pd
• Molecular Weight: 259.431
• Hs Code.: 28439090
• Mol file: 14592-56-4.mol

Synonyms:Bis(acetonitrile)palladium(II) Dichloride;Bis(acetonitrile)dichloropalladium(II);Bis(acetonitrile)palladium(II) chloride;acetonitrile;dichloropalladium;MFCD00013122;PdCl2(MeCN)2;Bis(acetonitrile)palladium(ii)chloride;Dichlorobis(acetonitrile)palladium(II);bis(acetonitrile)palladium(II)dichloride;bis(acetonitrile)-palladium(ii) chloride;Bis(acetonitrile)palladium (II) chloride;Pd(MeCN)2Cl2;PdCl2(CH3CN)2;SCHEMBL64732;dichloropalladium bisacetonitrile;dichlorobis(acetonitrile)palladium;RBYGDVHOECIAFC-UHFFFAOYSA-L;Bis(acetonitrile)dichloro-palladium;bis(acetonitrile)palladium chloride;STR02737;bis (acetonitrile) palladium chloride;bis(chloranyl)palladium;ethanenitrile;AKOS015964035;bis(acetonitril)palladium(II) chloride;AC-4985;bis(acetonitrile)dichloro-palladium(II);bisacetonitrile palladium (II) chloride;dichlorobis(acetonitrile)-palladium(II);GC10029;bis-(acetonitrile)palladium(II) chloride;dichloropalladium (II) bis(acetonitrile);SY009905;bis(acetonitrile) palladium (II) chloride;bis(acetonitrile) palladium (II)dichloride;palladium (II) chloride bis(acetonitrile);bis(acetonitrile) palladium (II) dichloride;bis-(acetonitrile) palladium (II) chloride;palladium (II) dichloride bis(acetonitrile);Bis(acetonitrile)dichloropalladium(II), 99%;FT-0624705;DICHLOROBIS(ACETONITRILE)PALLADIUM(III);palladium(2+) ion bis(acetonitrile) dichloride;Bis(acetonitrile)dichloropalladium(II), 99.99%;A808427

Chemical Property of Bis(acetonitrile)palladium(II) Dichloride

Chemical Property:

• Appearance/Colour: dark yellow powder
• Melting Point: 300 °C
• Boiling Point: 63.5 °C at 760 mmHg
• Flash Point: 5.6 °C
• PSA: 47.58000
• LogP: 2.43876
• Storage Temp.: Room temperature.
• Solubility.: Soluble in acetonitrile, acetone, chloroform
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 257.89428
• Heavy Atom Count: 9
• Complexity: 32.1

Purity/Quality:

99% ^*data from raw suppliers

Dichlorobis(acetonitrile)palladium(III) 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 23/24/25-36/37/38-20/21/22
• Safety Statements: 16-27-36/37-45-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC#N.CC#N.Cl[Pd]Cl
• Uses: suzuki reaction It is used as a catalyst in an ether-directed aza-Claisen rearrangement. Also used in cyclization and cross-coupling reactions. It is applied for olefin isomerization, preparation of acetals and hemiacetal esters. Catalyst used in an ether-directed aza-Claisen rearrangement.

Technology Process of Bis(acetonitrile)palladium(II) Dichloride

There total 26 articles about Bis(acetonitrile)palladium(II) Dichloride 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: 100.0%

acetonitrile (75-05-8,26809-02-9) + palladium dichloride → dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4)

Guidance literature:

for 3h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b00987

Reference yield: 91.0%

palladium (7440-05-3) + acetonitrile (75-05-8,26809-02-9) → dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4)

Guidance literature:

With Oxone; In neat (no solvent); at 20 ℃; Milling;

DOI:10.1002/anie.201712602

Reference yield:

[(N-butyronitrile pyridinium)2PdCl2][BF4]2 + acetonitrile (75-05-8,26809-02-9) → dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4)

Guidance literature:

In acetonitrile;

DOI:10.1021/ja0463482

upstream raw materials:

bis(triphenylphosphine)platinum(II) dichloride

acetonitrile

dichloro(cycloocta-1,5-diene)palladium (II)

cis-[PdCl₂(tri(methylallyl)arsine)2]

Downstream raw materials:

palladium(II) tetraphenylporphyrin

[5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinato]palladium(II)

[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride

methyl (α-chloromethyl)acrylate

Refernces

A facile palladium-catalyzed route to 2,5,7-trisubstituted indoles

10.1016/j.tet.2015.10.002

The study presents a facile and general method for synthesizing 2,5,7-trisubstituted indoles, which are significant in pharmaceuticals and natural compounds due to their biological activity. The researchers utilized a one-pot Sonogashira cross-coupling reaction followed by a palladium-catalyzed cyclization to construct the indole rings from readily available 2-bromo-6-iodo-4-substituted and 2-bromo-4-chloro-6-iodoanilines. Further functionalization at the C7 and C5 positions was achieved through alkynylations, Suzuki-Miyaura cross-couplings, and Buchwald-Hartwig C-N bond forming reactions. The methodology offers high yields, simplicity, and versatility, making it valuable for the synthesis of biologically active compounds. The study also includes one-pot protocols for the synthesis of these complex indole derivatives, enhancing the efficiency of the process.

Intermodular decarboxylative direct C-3 arylation of indoles with benzoic acids

10.1021/ol902304n

The research presents a novel intermolecular decarboxylative direct C-H arylation methodology for synthesizing indoles arylated exclusively in the C-3 position. The purpose is to develop a more efficient and environmentally friendly alternative to traditional palladium-catalyzed cross-coupling reactions, which require prefunctionalization of both coupling partners and generate toxic metal salts. The study combines palladium-catalyzed C-H activation of indoles with silver-catalyzed decarboxylative C-C activation of ortho-substituted benzoic acids, using key chemicals such as Pd(MeCN)2Cl2 as the palladium catalyst, Ag2CO3 as the silver salt, and various indoles and benzoic acids as coupling partners. The methodology is compatible with both electron-donating and -withdrawing substituents in the coupling partners and achieves high chemo- and regio-selectivity. The conclusion is that this new approach offers an excellent alternative to double C-H activation oxidative couplings, with ongoing studies exploring its application with electron-rich benzoic acids and further mechanistic understanding.

Palladium(II)-catalyzed aerobic dialkoxylation of styrenes: A profound influence of an o-phenol

10.1021/ja0579053

The research explores a Pd(II)-catalyzed aerobic dialkoxylation of styrenes, aiming to integrate Pd-catalyzed cross-coupling and oxidation chemistry in the realm of olefin functionalization. The study found that exposing styrenes to catalytic Pd(II) in methanol results in isomerization to 2-propenyl phenol, followed by dialkoxylation of the internal olefin with two equivalents of methanol. The o-phenol plays a crucial role in preventing β-hydride elimination. The optimized reaction conditions involve using 5 mol% Pd(MeCN)2Cl2, 40 mol% CuCl2, with 3 ? molecular sieves in alcoholic solvent under a balloon pressure of O2.