Platinum(II) bis(acetylacetonate)

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Platinum(II) bis(acetylacetonate)
Pt(acac)2.svg
HAHHIJ.png
Pt(acac)2.jpg
Names
Other names
Bis(2,4-pentanedionato)platinum; Platinum bis(acetylacetonate); Bis(acetylacetonato)platinum
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.035.642 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 239-223-5
PubChem CID
  • InChI=1S/2C5H8O2.Pt/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/b2*4-3-;
    Key: VEJOYRPGKZZTJW-FDGPNNRMSA-N
  • CC(=CC(=O)C)O.CC(=CC(=O)C)O.[Pt]
Properties
C10H14O4Pt
Molar mass 393.302 g·mol−1
Appearanceyellow solid
Density 2.362 g/cm3
Melting point 239.4 C (dec.) [1]
insoluble
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg
Warning
H302, H312, H315, H319, H332, H335, H361
P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, 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).

Platinum(II) bis(acetylacetonate) is the coordination compound with the formula Pt(O2C5H7)2, abbreviated Pt(acac)2. The homoleptic acetylacetonate complex of platinum(II), it is a yellow, benzene-soluble solid. According to X-ray crystallography, the Pt center is square planar. [2] The compound is a widely used precursor to platinum-based catalysts. [3]

Packing of Pt(acac)2 molecules within a crystal. HAHHIJpack.png
Packing of Pt(acac)2 molecules within a crystal.

The complex is prepared by the reaction of the platinum(II) aquo complex [Pt(H2O)4]2+ with acetylacetone. [4]

See also

Related Research Articles

<span class="mw-page-title-main">Platinum</span> Chemical element, symbol Pt and atomic number 78

Platinum is a chemical element; it has symbol Pt and atomic number 78. It is a dense, malleable, ductile, highly unreactive, precious, silverish-white transition metal. Its name originates from Spanish platina, a diminutive of plata "silver".

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

Copper(I) iodide is the inorganic compound with the formula CuI. It is also known as cuprous iodide. It is useful in a variety of applications ranging from organic synthesis to cloud seeding.

Cycloocta-1,5-diene is a cyclic hydrocarbon with the chemical formula C8H12, specifically [−(CH2)2−CH=CH−]2.

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

Platinum(II) chloride is the chemical compound PtCl2. It is an important precursor used in the preparation of other platinum compounds. It exists in two crystalline forms, but the main properties are somewhat similar: dark brown, insoluble in water, diamagnetic, and odorless.

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

Palladium(II) bis(acetylacetonate) is a compound with formula Pd(C5H7O2)2. This yellow solid is the most common palladium complex of acetylacetonate. This compound is commercially available and used as a catalyst precursor in organic synthesis. The molecule is relatively planar with idealized D2h symmetry.

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

Potassium tetrachloroplatinate(II) is the chemical compound with the formula K2PtCl4. This reddish orange salt is an important reagent for the preparation of other coordination complexes of platinum. It consists of potassium cations and the square planar dianion PtCl42−. Related salts are also known including Na2PtCl4, which is brown-colored and soluble in alcohols, and quaternary ammonium salts, which are soluble in a broader range of organic solvents.

<span class="mw-page-title-main">Bis(triphenylphosphine)palladium chloride</span> Chemical compound

Bis(triphenylphosphine)palladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. It is a yellow solid that is soluble in some organic solvents. It is used for palladium-catalyzed coupling reactions, e.g. the Sonogashira–Hagihara reaction. The complex is square planar. Many analogous complexes are known with different phosphine ligands.

<span class="mw-page-title-main">Nickel(II) bis(acetylacetonate)</span> Coordination complex

Nickel(II) bis(acetylacetonate) is a coordination complex with the formula [Ni(acac)2]3, where acac is the anion C5H7O2 derived from deprotonation of acetylacetone. It is a dark green paramagnetic solid that is soluble in organic solvents such as toluene. It reacts with water to give the blue-green diaquo complex Ni(acac)2(H2O)2.

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

Ruthenium(III) acetylacetonate is a coordination complex with the formula Ru(O2C5H7)3. O2C5H7 is the ligand called acetylacetonate. This compound exists as a dark violet solid that is soluble in most organic solvents. It is used as a precursor to other compounds of ruthenium.

Metal acetylacetonates are coordination complexes derived from the acetylacetonate anion (CH
3
COCHCOCH
3
) and metal ions, usually transition metals. The bidentate ligand acetylacetonate is often abbreviated acac. Typically both oxygen atoms bind to the metal to form a six-membered chelate ring. The simplest complexes have the formula M(acac)3 and M(acac)2. Mixed-ligand complexes, e.g. VO(acac)2, are also numerous. Variations of acetylacetonate have also been developed with myriad substituents in place of methyl (RCOCHCOR). Many such complexes are soluble in organic solvents, in contrast to the related metal halides. Because of these properties, acac complexes are sometimes used as catalyst precursors and reagents. Applications include their use as NMR "shift reagents" and as catalysts for organic synthesis, and precursors to industrial hydroformylation catalysts. C
5
H
7
O
2
in some cases also binds to metals through the central carbon atom; this bonding mode is more common for the third-row transition metals such as platinum(II) and iridium(III).

Barium acetylacetonate is a compound with formula Ba(C5H7O2)2. It is the Ba2+ complex of the anion acetylacetonate. The compound is typically encountered as an ill-defined hydrate, which would accord with the high coordination number characteristic of barium.

<span class="mw-page-title-main">Dicarbonyl(acetylacetonato)rhodium(I)</span> Chemical compound

Dicarbonyl(acetylacetonato)rhodium(I) is an organorhodium compound with the formula Rh(O2C5H7)(CO)2. The compound consists of two CO ligands and an acetylacetonate. It is a dark green solid that dissolves in acetone and benzene, giving yellow solutions. The compound is used as a precursor to homogeneous catalysts.

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

Trimethylplatinum iodide is the organoplatinum complex with the formula [(CH3)3PtI]4. It is a white, air-stable solid that was one of the first σ-alkyl metal complexes reported. It arises from the reaction of potassium hexachloroplatinate with methylmagnesium iodide. The complex exists as a tetramer: a cubane-type cluster with four octahedral Pt(IV) centers linked by four iodides as triply bridging ligands. Due to its stability, it is often utilized as a precursor en route to the synthesis of other organoplatinum compound, such as hydrosilylation catalysts. It is also used as a precursor for forming platinum layers for electronics.

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

Chromium(II) acetylacetonate is the coordination compound with the formula Cr(O2C5H7)2. It is the homoleptic acetylacetonate complex of chromium(II). It is an air-sensitive, paramagnetic yellow brown solid. According to X-ray crystallography, the Cr center is square planar. In contrast to the triplet ground state for this complex, the bis(pyridine) adduct features noninnocent acac2- ligand attached to Cr(III).

Nitrate chlorides are mixed anion compounds that contain both nitrate (NO3) and chloride (Cl) ions. Various compounds are known, including amino acid salts, and also complexes from iron group, rare-earth, and actinide metals. Complexes are not usually identified as nitrate chlorides, and would be termed chlorido nitrato complexes.

<span class="mw-page-title-main">Transition metal chloride complex</span> Coordination complex

In chemistry, a transition metal chloride complex is a coordination complex that consists of a transition metal coordinated to one or more chloride ligand. The class of complexes is extensive.

<span class="mw-page-title-main">Transition metal nitrate complex</span> Compound of nitrate ligands

A transition metal nitrate complex is a coordination compound containing one or more nitrate ligands. Such complexes are common starting reagents for the preparation of other compounds.

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

Neodymium(III) acetylacetonate is a coordination compound with the chemical formula Nd(O2C5H7)3. Although many sources discuss this anhydrous acetylacetonate complex, it is the dihydrate Nd(O2C5H7)3(H2O)2 that has been characterized by X-ray crystallography. It commonly occurs as a white powder. Upon heating under vacuum, other dihydrated lanthanide trisacetylacetonates convert to oxo-clusters M4O(C5H7O2)10. This result suggests that Nd(O2C5H7)3 may not exist.

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

Holmium acetylacetonate is a coordination compound with the formula Ho(C5H7O2)3. This anhydrous acetylacetonate complex is often discussed but unlikely to exist per se. The 8-coordinated dihydrate Ho(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography.

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

Zinc acetylacetonate is an acetylacetonate complex of zinc, with the chemical formula of Zn(C5H7O2)2. The compound is in fact a trimer, Zn3(acac)6, in which each Zn ion is coordinated by five oxygen atoms in a distorted trigonal bipyramidal structure.

References

  1. Flanagan, Scott; Hall, Eric; Bowie, Wade; Fuhs, James W.; Logan, Robbie; Maniei, Farzaneh; Hunt, Andrew (2005). "A design-of-experiments approach to modeling activity coefficients in solvent mixtures: a case study using platinum(ii) acetylacetonate in mixtures of acetone, cyclohexanol, 1,2,3,4-tetrahydronaphthalene and propylene carbonate". Green Chemistry. 7 (5): 333. doi:10.1039/b418130a. ISSN   1463-9262.
  2. Ha, Kwang (2011). "Crystal Structure of Bis(pentane-2,4-dionato)κ2O,O')platinum(II), Pt(C5H7O2)2". Zeitschrift für Kristallographie - New Crystal Structures. 226 (3). doi: 10.1524/ncrs.2011.0147 .
  3. Xiaoqing Huang; Zipeng Zhao; Liang Cao; Yu Chen; Enbo Zhu; Zhaoyang Lin; Mufan Li; Aiming Yan; Alex Zettl; Y. Morris Wang; Xiangfeng Duan; Tim Mueller; Yu Huang (2015). "High-Performance Transition Metal-Doped Pt3Ni Octahedra for Oxygen Reduction Reaction". Science. 348 (6240): 1230–1234. Bibcode:2015Sci...348.1230H. doi: 10.1126/science.aaa8765 . PMID   26068847.
  4. Okeya, Seichi; Kawaguchi, Shinichi (1980). "The bis(β-Diketonato)Platinum(II) Complexes". The Bis(β‐diketonato)Platinum(II)Complexes. Inorganic Syntheses. Vol. 20. pp. 65–67. doi:10.1002/9780470132517.ch20. ISBN   9780470132517.