Bis(acetonitrile)dichloropalladium(II)

• Catalog No.: 10002
• CAS Number: 14592-56-4
• M. F.: C4H6Cl2N2Pd
• M. W.: 259.42984
• Purity: Pd 40.5%

SYNONYMS

• Title: 双(乙腈)二氯钯(II)
• IUPAC name: palladium(2+) ion bis(acetonitrile) dichloride
• IUPAC Traditional name: palladium(2+) ion bis(acetonitrile) dichloride
• Synonyms: cis-Dichlorobis(acetonitrile)palladium(II)

DATABASE IDS

• CAS Number: 14592-56-4
• MDL Number: MFCD00013122
• EC Number: 238-637-3

PROPERTIES

• Purity: Pd 40.5%
• Apperance: Powder
• Solubility: Soluble in acetonitrile, acetone, chloroform
• GHS Hazard statements: H331-H302-H312-H315-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 9-26-36/37
• TSCA Listed: 否
• Hazard Class: 6.1
• UN Number: UN3439
• Packing Group: III

REFERENCES

• A 6:1 molar ratio of the high-temperature phase-transfer catalyst Tetraphenylphosphonium chloride, A10575, and the Pd complex, provides an effective catalyst for the Heck reaction of normally unreactive aryl halides, e.g. chlorobenzene with styrene to give stilbene. The reaction is performed at 140-150^o in DMF or NMP in the presence of sodium acetate: Angew. Chem. Int. Ed., 37, 481 (1997).
• Effective alternative catalyst to trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, for the carbonylative cross-coupling of arylboronic acids with aryl iodides to give unsymmetrical benzophenones: Tetrahedron Lett., 34, 7595 (1993); see also Appendix 5.
• Catalyses the cleavage of phenolic TBDMS ethers under mild conditions: Tetrahedron Lett., 37, 153 (1996), and, in the presence of 2-Bromomesitylene, A12277, promotes one-pot desilylation-oxidation of aliphatic silyl ethers to aldehydes or ketones: J. Org. Chem., 61, 2918 (1996); cf J. Org. Chem., 48, 1286 (1983).
• Organic-soluble complex for catalysis of a variety of reactions, with the advantage over trans-Bis(benzonitrile)dichloropalladium(II), 10006, that the nitrile by-product, being volatile and water-miscible, is readily removed in the workup. In the presence of triethylamine, ortho-allylanilines undergo cyclization to indoles: J. Am. Chem. Soc., 98, 2674 (1976):