CAS 14220-64-5 Bis(benzonitrile)palladium(II) Dichloride

Synonyms

ST24046185; bis(benzonitrile)-palladium(ii) chloride; J-007619; bis(chloranyl)palladium; MFCD00013123 (95+%); SCHEMBL63930; Bis(phenylnitrile)dichloropalladium; NSC635160; PdCl2(PhCN)2; bis(benzonitrile)dichloro-palladium (II);

IUPAC Name

benzonitrile;dichloropalladium;

Molecular Weight

383.568g/mol

Molecular Formula

C14H10Cl2N2Pd;

Canonical SMILES

C1=CC=C(C=C1)C#N.C1=CC=C(C=C1)C#N.Cl[Pd]Cl;

InChI

InChI=1S/2C7H5N.2ClH.Pd/c2*8-6-7-4-2-1-3-5-7;;;/h2*1-5H;2*1H;/q;;;;+2/p-2;

InChI Key

WXNOJTUTEXAZLD-UHFFFAOYSA-L;

Storage

Store below +30°C.

Complexity

106

Covalently-Bonded Unit Count

EC Number

238-085-3

Exact Mass

381.926g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

381.926g/mol

Topological Polar Surface Area

47.6A^2

Application

Bis(benzonitrile)palladium(II) dichloride serves as an efficient catalyst designed to drive a variety of chemical reactions critical for synthetic chemistry applications. This catalyst facilitates greener amine synthesis from terminal olefins through Wacker oxidation, succeeded by transfer hydrogenation of the resulting imine. Additionally, it is utilized in the cyclization of δ-acetylenic carboxylic acids to form butenolides, as well as in the aza-Michael reaction involving carbamates and enones, enhancing the rearrangement of allylic imidates to allylic amides. Its catalytic capabilities extend to enabling the Nazarov cyclization of α-alkoxy dienones and the effective diamination of conjugated dienes. Moreover, bis(benzonitrile)palladium(II) dichloride supports three-component Michael addition, cyclization, cross-coupling reactions, and C-H activation of indoles, exemplifying its robust versatility and improved catalytic efficiency in various synthetic processes.

February 8, 2025

Excellent Catalyst for Versatile Reactions

I've used Alfa Chemistry's Bis(benzonitrile)palladium(II) Dichloride in multiple research projects. It's exceptional in Suzuki reactions and cyclization processes, significantly enhancing reaction efficiency and product yield. Highly effective and reliable.