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Bis(acetonitrile)dichloropalladium(II)

Catalog Number
ACM14592564-3
Product Name
Bis(acetonitrile)dichloropalladium(II)
Structure
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CAS
14592-56-4
  • Product Overview
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Synonyms
Palladium dichlorobis(acetonitrile)
Molecular Weight
259.43
Molecular Formula
C4H6Cl2N2Pd
Canonical SMILES
CC#N.CC#N.Cl[Pd]Cl
InChI
InChI=1S/2C2H3N.2ClH.Pd/c2*1-2-3;/h2*1H3;2*1H;/q;+2/p-2
InChI Key
RBYGDVHOECIAFC-UHFFFAOYSA-L
Melting Point
300 °C
Purity
98%
Appearance
Dark yellow powder
Color Form
powder
Complexity
32.1
Covalently-Bonded Unit Count
3
Defined Atom Stereocenter Count
0
Empirical Formula
[Pd(CH3CN)2Cl2]
Exact Mass
257.89428
Heavy Atom Count
9
Metal Content
41
Monoisotopic Mass
257.89428
Rotatable Bond Count
0
Topological Polar Surface Area
47.6 Ų
Application
Bis(acetonitrile)dichloropalladium(II), a versatile catalyst available as a light yellow to brown powder or crystalline solid, serves numerous important roles in organic synthesis. It is prominently utilized in ether-directed aza-Claisen rearrangements and facilitates a broad range of reactions including cyclization and cross-coupling. This catalyst has significant applications in olefin isomerization, as well as in the synthesis of acetals and hemiacetal esters. It aids in the cyclization of δ-acetylenic carboxylic acids to butenolides and the rearrangement of allylic imidates to allylic amides. Furthermore, it is instrumental in the aza-Michael reaction of carbamates with enones and the Nazarov cyclization of α-alkoxy dienones. The product is also used for the diamination of conjugated dienes, enabling complex transformations such as C-H activation of indoles and direct C-H arylation of isoxazoles at the 5 position, all enhanced for catalytic efficiency. In synthesis, Bis(acetonitrile)dichloropalladium(II) serves as the catalyst in reactions such as the preparation of oxindoles, conducted under controlled conditions and followed by purification processes to achieve desired outcomes.
January 9, 2025

Outstanding Catalyst for Research Applications

Bis(acetonitrile)dichloropalladium(II) from Alfa Chemistry exceeded expectations. It was pivotal in my lab's C-H activation and olefin isomerization experiments due to its superior catalytic efficiency, aiding complex reaction setups smoothly. Highly recommended.

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