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14220-64-5

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  • Bis(benzonitrile)palladium chloride / catalysts / Orange to brown crystalline powder with CAS NO.14220-64-5/ world Top Pharma factory vendor

    Cas No: 14220-64-5

  • USD $ 30.0-40.0 / Gram

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  • 300 Kilogram/Month

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14220-64-5 Usage

Description

Bis(benzonitrile)palladium chloride, also known as palladium(II) bis(benzonitrile) dichloride, is a chemical compound with the formula C14H8Cl2N2Pd. It is a yellow powder that has been enhanced for catalytic efficiency. Bis(benzonitrile)palladium chloride is a versatile catalyst used in various organic synthesis reactions, making it a valuable asset in the field of chemistry.

Uses

Used in Pharmaceutical Industry:
Bis(benzonitrile)palladium chloride is used as a catalyst for greener amine synthesis from terminal olefins by Wacker oxidation, followed by transfer hydrogenation of the resultant imine. This process is essential in the production of various pharmaceutical compounds, as amines are crucial building blocks in the synthesis of many drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, Bis(benzonitrile)palladium chloride is used as a catalyst in cross-coupling reactions and α-O-glycosidation. These reactions are vital for the formation of complex organic molecules, which are used in a wide range of applications, including the production of specialty chemicals, agrochemicals, and advanced materials.
Used in Polymer Industry:
Bis(benzonitrile)palladium chloride is also used as a catalyst in the formal anti-Markovnikov hydroamination of terminal olefins. This reaction is significant in the polymer industry, as it allows for the synthesis of polymers with specific structures and properties, which can be tailored for various applications, such as automotive, electronics, and packaging materials.
Overall, Bis(benzonitrile)palladium chloride is a versatile and efficient catalyst that plays a crucial role in various industries, including pharmaceuticals, chemical synthesis, and polymer production. Its ability to facilitate greener and more sustainable chemical reactions makes it an essential component in the development of new and innovative products.

Reaction

Catalyst for the cyclization of δ-acetylenic carboxylic acids to butenolides. Catalyst for the aza-Michael reaction of carbamates with enones. Catalyst for the rearrangement of allylic imidates to allylic amides. Catalyst for the Nazarov cyclization of α-alkoxy dienones. Catalyst for the diamination of conjugated dienes. Three component Michael addition, cyclization, cross-coupling reaction. C-H activation of indoles.

Check Digit Verification of cas no

The CAS Registry Mumber 14220-64-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,2,2 and 0 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 14220-64:
(7*1)+(6*4)+(5*2)+(4*2)+(3*0)+(2*6)+(1*4)=65
65 % 10 = 5
So 14220-64-5 is a valid CAS Registry Number.
InChI:InChI=1/2C7H5N.2ClH.Pd/c2*8-6-7-4-2-1-3-5-7;;;/h2*1-5H;2*1H;/q;;;;+2/p-2

14220-64-5 Well-known Company Product Price

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  • Alfa Aesar

  • (10006)  trans-Bis(benzonitrile)dichloropalladium(II), Pd 27.1%   

  • 14220-64-5

  • 0.5g

  • 1138.0CNY

  • Detail
  • Alfa Aesar

  • (10006)  trans-Bis(benzonitrile)dichloropalladium(II), Pd 27.1%   

  • 14220-64-5

  • 1g

  • 2660.0CNY

  • Detail
  • Aldrich

  • (223689)  Bis(benzonitrile)palladium(II)chloride  95%

  • 14220-64-5

  • 223689-1G

  • 603.72CNY

  • Detail
  • Aldrich

  • (223689)  Bis(benzonitrile)palladium(II)chloride  95%

  • 14220-64-5

  • 223689-10G

  • 4,663.62CNY

  • Detail

14220-64-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis(benzonitrile)palladium chloride

1.2 Other means of identification

Product number -
Other names Bis(benzonitrile)palladium(II)chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14220-64-5 SDS

14220-64-5Relevant articles and documents

Synthesis and properties of new phosphorescent red light-excitable platinum(II) and palladium(II) complexes with schiff bases for oxygen sensing and triplet-triplet annihilation-based upconversion

Borisov, Sergey M.,Saf, Robert,Fischer, Roland,Klimant, Ingo

, p. 1206 - 1216 (2013)

New Pt(II) and Pd(II) complexes with donor-acceptor Schiff bases are conveniently prepared in only two steps. The complexes efficiently absorb in the red part of the spectrum (ε > 105 M-1 cm -1) and show moderate to strong

Anchoring of Pd on silica functionalized with nitrogen containing chelating groups and applications in catalysis

Lagasi, Matteo,Moggi, Pietro

, p. 61 - 72 (2002)

Pd-complexes of silica-anchored nitrogen containing chelating compounds were prepared by the following reactions: (a) synthesis of the Schiff-bases from 3-aminopropyltriethoxysilane and 2-acetylpyridine, 2-acetylpyrazine or 2,6-diacetylpyridine; (b) reduction of the Schiff-bases with NaBH4 in methanol; (c) cogelification with tetraethyl orthosilicate (TEOS); (d) reaction of the obtained functionalized silica with [PdCl2(PhCN)2] in CH2Cl2. The corresponding model ligands and palladium complexes were also prepared from the reaction of n-propylamine with the pyridine or pyrazine compound, followed by the reduction with NaBH4 and the reaction with [PdCl2(PhCN)2]. The products were characterized by BET, FTIR, GC-MS, 1H-NMR and elemental C-H-N analysis. The anchored Pd-complexes were tested as catalysts in: (a) the Heck reaction of iodobenzene with ethyl acrylate or styrene in the presence of tributylamine, as base, and toluene or p-xylene, as solvent; (b) the carbonylation reaction of iodobenzene with CO, at atmospheric pressure, in methanol in the presence of triethylamine or potassium acetate, as base. The catalysts were separated from the reaction mixtures and re-used many times. The best results were obtained in both reactions with the anchored Pd-complexes prepared from 2-acetylpyridine: 14 cycles in the Heck reaction (TON ? 4100 mmol product/mmol Pd) and 20 cycles in the carbonylation of iodobenzene (TON ? 2300 mmol product/mmol Pd).

Studies of thermal decomposition of palladium(II) complexes with olefin ligands

Sz?yk,Barwio?ek

, p. 85 - 89 (2009)

PdCl2(VTMS)2 (1), PdCl2(PTMSA)2 (2), PdCl2(DMB)2 (3) and PdCl2(DADMS)2 (4), where VTMS-trimethyl(vinyl)silane, DADMS-diallyldimethylsilane, PTMSA-1-phenyl-2

Synthesis of a Bolm's 2,2′-Bipyridine Ligand Analogue and Its Applications

Bedná?ová, Eva,Dra?ínsky, Martin,Malatinec, ?tefan,Císa?ová, Ivana,Lamaty, Frédéric,Kotora, Martin

supporting information, p. 2869 - 2878 (2018/08/17)

A new method of synthesis of an analogue of Bolm's 2,2′-bipyridine ligand based on the catalytic [2+2+2] cyclotrimerization of 1-halodiynes with nitriles was developed. Crucial step of the whole synthesis turned out to be homodimerization of a substituted 2-bromopyridine to the corresponding bipyridine, that was studied and optimized. The newly prepared bipyridine (S,S)-2 was then tested as a chiral ligand in metal-catalyzed enantioselective reactions. Out of the studied reactions the most promising results were obtained in epoxide ring opening (82% yield, 98% ee) and Mukaiyama aldol reaction (>96% yield, 99/1 dr, 92% ee). In the case of Mukaiyama-aldol reaction as well as in the Michael addition, novel ligand 2 proved its robustness compared to Bolm's ligand as it was less sensitive to the purity of used reagents. (Figure presented.).

Preparation and application of coconut shell activated carbon immobilized palladium complexes

Zhang, Yulian,Xiang, Shuanglong,Wang, Guoqing,Jiang, Hong,Xiong, Chunrong

, p. 1055 - 1063 (2014/04/03)

Coconut shell activated carbon (CSAC) granules were used as carriers to immobilize palladium complexes. Boehm titration showed that the hydroxyl content of the carbon surface reached 0.376 mmol g-1 after 20% HNO 3 treatment. Ethylenediamine, benzyl malononitrile and propyl malononitrile were successfully grafted onto the oxidized CSAC. The bidentate nitrogen ligands complexed Pd2+ samples were characterized by FT-IR, XPS, ICP and N2 adsorption-desorption. In oxidative carbonylation of phenol, three bidentate ligand grafted catalysts were evaluated in a high pressure reaction vessel. The results showed that the ethylenediamine grafted catalyst had a phenol conversion of 12.06% and a diphenyl carbonate (DPC) selectivity of 91.03%. In comparison, the benzyl malononitrile grafted catalyst displayed a phenol conversion of 12.00% and a DPC selectivity of 90.65%. The propyl malononitrile grafted catalyst displayed a phenol conversion of 6.22% and a DPC selectivity of 81.02%. Additionally, the ethylenediamine and the benzyl malononitrile grafted catalysts were also investigated in a continuous packed-bed reactor. The results showed that the phenol conversion and the DPC selectivity were comparative to those obtained in a high pressure reaction vessel. This journal is the Partner Organisations 2014.

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