Bis(benzonitrile)palladium dichloride

Bis(benzonitrile)palladium dichloride
Names
	Other names palladium dichloride sis(benzonitrile), bis(benzonitrile)dichloropalladium
Identifiers
CAS Number	14220-64-5;
3D model (JSmol)	ionic form: Interactive image; coordination form: Interactive image;
ECHA InfoCard	100.034.608
EC Number	238-085-3;
PubChem CID	498840;
	InChI InChI=1S/2C7H5N.2ClH.Pd/c28-6-7-4-2-1-3-5-7;;;/h21-5H;2*1H;/q;;;;+2/p-2 Key: WXNOJTUTEXAZLD-UHFFFAOYSA-L;
	SMILES ionic form: C1=CC=C(C=C1)C#N.C1=CC=C(C=C1)C#N.Cl[Pd]Cl; coordination form: Cl[Pd-2](Cl)([N+]#Cc0ccccc0)[N+]#Cc0ccccc0;
Properties
Chemical formula	C14H10Cl2N2Pd
Molar mass	383.57 g·mol−1
Appearance	yellow-brown
Melting point	129–130 °C (264–266 °F; 402–403 K)
Hazards
	GHS labelling:
Pictograms
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 [77 °F], 100 kPa). Infobox references

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).[1] A closely related compound is bis(acetonitrile)palladium dichloride.

The complex is prepared by dissolving PdCl₂ in warm benzonitrile.[2] 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.[3]

Sample of PdCl₂(PhCN)₂

References

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.
Gordon K. Anderson; Minren Lin (2007). "Bis(Benzonitrile)Dichloro Complexes of Palladium and Platinum". Inorganic Syntheses. pp. 60–63. doi:10.1002/9780470132593.ch13. ISBN 978-0-470-13259-3. {{cite book}}: |journal= ignored (help)
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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[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. 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.