Allylpalladium chloride dimer

Allylpalladium(II) chloride dimer

Names
IUPAC name Allylpalladium(II) chloride dimer
Other names Allylpalladium chloride dimer bis(allyl)di-μ-chloro-dipalladium(II) APC
Identifiers
CAS Number	12012-95-2 Y
3D model (Jmol)	Interactive image
ChemSpider	21171401 Y
ECHA InfoCard	100.031.423
PubChem	61538
InChI InChI=1S/2C3H5.2ClH.2Pd/c2*1-3-2;;;;/h2*3H,1-2H2;2*1H;;/q;;;;2*+1/p-2 Y Key: TWKVUTXHANJYGH-UHFFFAOYSA-L Y InChI=1/2C3H5.2ClH.2Pd/c2*1-3-2;;;;/h2*3H,1-2H2;2*1H;;/q;;;;2*+1/p-2/r2C3H5ClPd/c2*1-2-3-5-4/h2*2H,1,3H2 Key: TWKVUTXHANJYGH-NNVIZEFPAF
SMILES Cl[Pd]CC=C.C=CC[Pd]Cl
Properties
Chemical formula	C6H10Cl2Pd2
Molar mass	365.85 g/mol
Appearance	Pale yellow, crystalline solid
Density	Solid
Melting point	decomp at 155-156 °C
Solubility in water	Insoluble
Solubility in other solvents	Chloroform benzene acetone methanol
Hazards
Safety data sheet	http://www.colonialmetals.com/pdf/5048.pdf
R-phrases	36/37/38
S-phrases	26-36
Related compounds
Related compounds	(η3-allyl)(η5 – cyclopentadienyl)palladium(II) di-μ-chlorobis(crotyl)dipalladium
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Allylpalladium(II) chloride dimer is a chemical compound with the formula (η³- C₃H₅)₂Pd₂Cl₂. This yellow air-stable compound is an important catalyst used in organic synthesis. It is one of the most widely used transition metal allyl complexes.

The compound is prepared by purging carbon monoxide through a methanolic aqueous solution of palladium(II) chloride, sodium chloride, and allyl chloride.

APC reacts with sources of cyclopentadienyl anion to give the corresponding 18e complex cyclopentadienyl allyl palladium: