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Bis(benzonitrile)palladium dichloride

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Bis(benzonitrile)palladium dichloride
Names
Other names palladium dichloride sis(benzonitrile), bis(benzonitrile)dichloropalladium
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.608 Edit this at Wikidata
EC Number
  • 238-085-3
PubChem CID
InChI
  • InChI=1S/2C7H5N.2ClH.Pd/c2*8-6-7-4-2-1-3-5-7;;;/h2*1-5H;2*1H;/q;;;;+2/p-2Key: WXNOJTUTEXAZLD-UHFFFAOYSA-L
SMILES
  • ionic form: C1=CC=C(C=C1)C#N.C1=CC=C(C=C1)C#N.ClCl
  • coordination form: Cl(Cl)(#Cc0ccccc0)#Cc0ccccc0
Properties
Chemical formula C14H10Cl2N2Pd
Molar mass 383.57 g·mol
Appearance yellow-brown
Melting point 129–130 °C (264–266 °F; 402–403 K)
Hazards
GHS labelling:
Pictograms GHS06: ToxicGHS07: Exclamation mark
Signal word Danger
Hazard statements H301, H311, H330
Precautionary statements P260, P261, P264, P270, P271, P273, P280, P284, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Bis(benzonitrile)palladium dichloride is the coordination complex with the formula PdCl2(NCC6H5)2. It is the adduct of two benzonitrile (PhCN) ligands with palladium(II) chloride. It is a yellow-brown solid that is soluble in organic solvents. The compound is a reagent and a precatalyst for reactions that require soluble Pd(II). A closely related compound is bis(acetonitrile)palladium dichloride.

The complex is prepared by dissolving PdCl2 in warm benzonitrile. The PhCN ligands are labile, and the complex reverts to PdCl2 in noncoordinating solvents. According to X-ray crystallography, the two PhCN ligands are mutually trans.

Sample of PdCl2(PhCN)2

References

  1. Jiro Tsuji; Hao Guo; Shengming Ma; Daniela Sustac Roman (2015). "Bis(benzonitrile)dichloropalladium(II)". e-EROS Encyclopedia of Reagents for Organic Synthesis. pp. 1–27. doi:10.1002/047084289X.rb101.pub3. ISBN 978-0-470-84289-8.
  2. Gordon K. Anderson; Minren Lin (2007). "Bis(Benzonitrile)Dichloro Complexes of Palladium and Platinum". Inorganic Syntheses. Vol. 28. pp. 60–63. doi:10.1002/9780470132593.ch13. ISBN 978-0-470-13259-3. {{cite book}}: |journal= ignored (help)
  3. Olmstead, M. M.; Wei, P.-P.; Ginwalla, A. S.; Balch, A. L. (2000). "Bis(Benzonitrile)Palladium(II) Dihalides: Structures and Cocrystallization of the Cubic Cluster Pd6Cl12 with (E)-Stilbene and with Bis(Benzonitrile)Palladium(II) Dichloride". Inorganic Chemistry. 39 (20): 4555–4559. doi:10.1021/ic0000597.
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