Sodium tetrachloropalladate

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Sodium tetrachloropalladate
Na2PdCl4.svg
Na2PdCl4.jpg
Names
IUPAC name
disodium tetrachloropalladium(2+)
Other names
disodium tetrachloropalladate(II)
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.034.079 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 237-502-6
PubChem CID
  • InChI=1S/4ClH.2Na.Pd/h4*1H;;;/q;;;;2*+1;+6/p-4 Yes check.svgY
    Key: ABKQFSYGIHQQLS-UHFFFAOYSA-J Yes check.svgY
  • InChI=1S/4ClH.2Na.Pd/h4*1H;;;/q;;;;2*+1;+6/p-4
  • Key: ABKQFSYGIHQQLS-UHFFFAOYSA-J
  • [Na+].[Na+].Cl[Pd+2](Cl)(Cl)Cl
Properties
Cl4Na2Pd
Molar mass 294.20 g·mol−1
Hazards
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-skull.svg GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Danger
H290, H301, H302, H317, H318, H319, H410
P234, P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P310, P321, P330, P333+P313, P337+P313, P363, P390, P391, P404, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Sodium tetrachloropalladate is an inorganic compound with the chemical formula Na2PdCl4. This salt, and the analogous alkali metal salts of the form M2PdCl4, may be prepared simply by reacting palladium(II) chloride with the appropriate alkali metal chloride in aqueous solution. [1] Palladium(II) chloride is insoluble in water, whereas the product dissolves:

PdCl2 + 2 MCl → M2PdCl4

The compound crystallizes from water as trihydrate (Na2PdCl4·3H2O, reddish-brown powder with molar mass 348.22), which is the commercially available form. [2]

This compound may further react with phosphines to give phosphine complexes of palladium.

An alternative method of preparing such phosphine complexes is to break up the coordination polymer of palladium(II) chloride into reactive, monomeric acetonitrile or benzonitrile complexes, [3] followed by reaction with phosphines. [1]

Related Research Articles

<span class="mw-page-title-main">Palladium</span> Chemical element, symbol Pd and atomic number 46

Palladium is a chemical element; it has symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1802 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired by her when she slew Pallas. Palladium, platinum, rhodium, ruthenium, iridium and osmium form a group of elements referred to as the platinum group metals (PGMs). They have similar chemical properties, but palladium has the lowest melting point and is the least dense of them.

Iron(III) chloride describes the inorganic compounds with the formula FeCl3(H2O)x. Also called ferric chloride, these compounds are some of the most important and commonplace compounds of iron. They are available both in anhydrous and in hydrated forms which are both hygroscopic. They feature iron in its +3 oxidation state. The anhydrous derivative is a Lewis acid, while all forms are mild oxidizing agents. It is used as a water cleaner and as an etchant for metals.

Benzonitrile is the chemical compound with the formula C6H5(CN), abbreviated PhCN. This aromatic organic compound is a colorless liquid with a sweet bitter almond odour. It is mainly used as a precursor to the resin benzoguanamine.

<span class="mw-page-title-main">Zinc chloride</span> Chemical compound

Zinc chloride is the name of inorganic chemical compounds with the formula ZnCl2·nH2O, with x ranging from 0 to 4.5, forming hydrates. Zinc chloride, anhydrous and its hydrates are colorless or white crystalline solids, and are highly soluble in water. Five hydrates of zinc chloride are known, as well as four forms of anhydrous zinc chloride. This salt is hygroscopic and even deliquescent. Zinc chloride finds wide application in textile processing, metallurgical fluxes, and chemical synthesis. No mineral with this chemical composition is known aside from the very rare mineral simonkolleite, Zn5(OH)8Cl2·H2O.

The Heck reaction is the chemical reaction of an unsaturated halide with an alkene in the presence of a base and a palladium catalyst to form a substituted alkene. It is named after Tsutomu Mizoroki and Richard F. Heck. Heck was awarded the 2010 Nobel Prize in Chemistry, which he shared with Ei-ichi Negishi and Akira Suzuki, for the discovery and development of this reaction. This reaction was the first example of a carbon-carbon bond-forming reaction that followed a Pd(0)/Pd(II) catalytic cycle, the same catalytic cycle that is seen in other Pd(0)-catalyzed cross-coupling reactions. The Heck reaction is a way to substitute alkenes.

<span class="mw-page-title-main">Copper(II) chloride</span> Chemical compound

Copper(II) chloride, also known as cupric chloride, is an inorganic compound with the chemical formula CuCl2. The monoclinic yellowish-brown anhydrous form slowly absorbs moisture to form the orthorhombic blue-green dihydrate CuCl2·2H2O, with two water molecules of hydration. It is industrially produced for use as a co-catalyst in the Wacker process.

<span class="mw-page-title-main">Palladium(II) chloride</span> Chemical compound

Palladium(II) chloride, also known as palladium dichloride and palladous chloride, are the chemical compounds with the formula PdCl2. PdCl2 is a common starting material in palladium chemistry – palladium-based catalysts are of particular value in organic synthesis. It is prepared by the reaction of chlorine with palladium metal at high temperatures.

<span class="mw-page-title-main">Molybdenum(V) chloride</span> Chemical compound

Molybdenum(V) chloride is the inorganic compound with the empirical formula MoCl5. This dark volatile solid is used in research to prepare other molybdenum compounds. It is moisture-sensitive and soluble in chlorinated solvents.

<span class="mw-page-title-main">Indium(III) chloride</span> Chemical compound

Indium(III) chloride is the chemical compound with the formula InCl3 which forms a tetrahydrate. This salt is a white, flaky solid with applications in organic synthesis as a Lewis acid. It is also the most available soluble derivative of indium. This is one of three known indium chlorides.

The Negishi coupling is a widely employed transition metal catalyzed cross-coupling reaction. The reaction couples organic halides or triflates with organozinc compounds, forming carbon-carbon bonds (C-C) in the process. A palladium (0) species is generally utilized as the metal catalyst, though nickel is sometimes used. A variety of nickel catalysts in either Ni0 or NiII oxidation state can be employed in Negishi cross couplings such as Ni(PPh3)4, Ni(acac)2, Ni(COD)2 etc.

<span class="mw-page-title-main">Organozinc chemistry</span>

Organozinc chemistry is the study of the physical properties, synthesis, and reactions of organozinc compounds, which are organometallic compounds that contain carbon (C) to zinc (Zn) chemical bonds.

<span class="mw-page-title-main">Magnus's green salt</span> Chemical compound

Magnus's green salt is the inorganic compound with the formula [Pt(NH3)4][PtCl4]. This salt is named after Heinrich Gustav Magnus, who, in the early 1830s, first reported the compound. The compound is a linear chain compound, consisting of a chain of platinum atoms. It is dark green, which is unusual for platinum compounds.

<span class="mw-page-title-main">Trimethylphosphine</span> Chemical compound

Trimethylphosphine is an organophosphorus compound with the formula P(CH3)3, commonly abbreviated as PMe3. This colorless liquid has a strongly unpleasant odor, characteristic of alkylphosphines. The compound is a common ligand in coordination chemistry.

<span class="mw-page-title-main">Allylpalladium chloride dimer</span> Chemical compound

Allylpalladium(II) chloride dimer (APC) is a chemical compound with the formula [(η3-C3H5)PdCl]2. 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.

<span class="mw-page-title-main">Cyclopentadienyl allyl palladium</span> Chemical compound

Cyclopentadienyl allyl palladium is an organopalladium compound with formula (C5H5)Pd(C3H5). This reddish solid is volatile with an unpleasant odor. It is soluble in common organic solvents. The molecule consists of a Pd centre sandwiched between a Cp and allyl ligands.

<span class="mw-page-title-main">Metal halides</span>

Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides are discrete molecules, such as uranium hexafluoride, but most adopt polymeric structures, such as palladium chloride.

<span class="mw-page-title-main">Bis(dinitrogen)bis(1,2-bis(diphenylphosphino)ethane)molybdenum(0)</span> Chemical compound

trans-Bis(dinitrogen)bis[1,2-bis(diphenylphosphino)ethane]molybdenum(0) is a coordination complex with the formula Mo(N2)2(dppe)2. It is a relatively air stable yellow-orange solid. It is notable as being the first discovered dinitrogen containing complex of molybdenum.

<span class="mw-page-title-main">Bis(benzonitrile)palladium dichloride</span> 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.

<span class="mw-page-title-main">Transition metal nitrile complexes</span> Class of coordination compounds containing nitrile ligands (coordinating via N)

Transition metal nitrile complexes are coordination compounds containing nitrile ligands. Because nitriles are weakly basic, the nitrile ligands in these complexes are often labile.

Palladium forms a variety of ionic, coordination, and organopalladium compounds, typically with oxidation state Pd0 or Pd2+. Palladium(III) compounds have also been reported. Palladium compounds are frequently used as catalysts in cross-coupling reactions such as the Sonogashira coupling and Suzuki reaction.

References

  1. 1 2 Daniele Choueiry and Ei-ichi Negishi (2002). "II.2.3 Pd(0) and Pd(II) Complexes Containing Phosphorus and Other Group 15 Atom Ligands" (Google Books excerpt). In Ei-ichi Negishi (ed.). Handbook of Organopalladium Chemistry for Organic Synthesis. John Wiley & Sons, Inc. ISBN   0-471-31506-0.
  2. The compound's page in Strem Chemicals catalog
  3. Gordon K. Anderson; Minren Lin (1990). "Bis(Benzonitrile)Dichloro Complexes of Palladium and Platinum". Inorganic Syntheses. Inorganic Syntheses. Vol. 28. pp. 60–63. doi:10.1002/9780470132593.ch13. ISBN   9780470132593.