Hafnium acetylacetonate

Last updated
Hafnium acetylacetonate [1]
Hf(acac)4Clegg.png
Names
IUPAC name
hafnium(4+); (Z)-4-oxopent-2-en-2-olate
Other names
tetrakis(acetylacetonato)hafnium, hafnium tetrakis(acetylacetonate)
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/4C5H8O2.Hf/c4*1-4(6)3-5(2)7;/h4*3,6H,1-2H3;/q;;;;+4/p-4/b4*4-3-;
    Key: MCFIMQJAFAOJPD-MTOQALJVSA-J
  • [Hf+4].O=C(C)\C=C(/[O-])C.[O-]\C(C)=C/C(C)=O.[O-]\C(C)=C/C(C)=O.[O-]\C(C)=C/C(C)=O
Properties
C20H28HfO8
Molar mass 574.93 g·mol−1
AppearanceWhite to off-white powder
Density 1.42 g/cm3
Melting point 193 °C (379 °F; 466 K) (decomposes)
Solubility in benzene good
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hafnium acetylacetonate, also known as Hf(acac)4, is a coordination compound with formula Hf(C5H7O2)4. This white solid is the main hafnium complex of acetylacetonate. The complex has a square antiprismatic geometry with eight nearly equivalent Hf-O bonds. The molecular symmetry is D2, i.e., the complex is chiral. It is prepared from hafnium tetrachloride and acetylacetone, and base. Zr(acac)4 is very similar in structure and properties. [2]

Contents

Uses

Along with titanium tetrabutoxide (TBT), hafnium acetylacetonate serves as a catalyst for the production of poly(butylene terephthalate). [3]

Related Research Articles

<span class="mw-page-title-main">Titanium tetrachloride</span> Inorganic chemical compound

Titanium tetrachloride is the inorganic compound with the formula TiCl4. It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. TiCl4 is a volatile liquid. Upon contact with humid air, it forms thick clouds of titanium dioxide and hydrochloric acid, a reaction that was formerly exploited for use in smoke machines. It is sometimes referred to as “tickle” or “tickle 4”, as a phonetic representation of the symbols of its molecular formula.

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

Acetylacetone is an organic compound with the chemical formula CH3−C(=O)−CH2−C(=O)−CH3. It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer CH3−C(=O)−CH=C(−OH)−CH3. The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that they are treated as a single compound in most applications. Acetylacetone is a building block for the synthesis of many coordination complexes as well as heterocyclic compounds.

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

Hafnium(IV) chloride is the inorganic compound with the formula HfCl4. This colourless solid is the precursor to most hafnium organometallic compounds. It has a variety of highly specialized applications, mainly in materials science and as a catalyst.

<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.

<span class="mw-page-title-main">Tris(acetylacetonato)iron(III)</span> Chemical compound

Tris(acetylacetonato) iron(III), often abbreviated Fe(acac)3, is a ferric coordination complex featuring acetylacetonate (acac) ligands, making it one of a family of metal acetylacetonates. It is a red air-stable solid that dissolves in nonpolar organic solvents.

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).

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

Vanadyl acetylacetonate is the chemical compound with the formula VO(acac)2, where acac is the conjugate base of acetylacetone. It is a blue-green solid that dissolves in polar organic solvents. The coordination complex consists of the vanadyl group, VO2+, bound to two acac ligands via the two oxygen atoms on each. Like other charge-neutral acetylacetonate complexes, it is not soluble in water.

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

Dysprosium acetylacetonate is a chemical compound of dysprosium with formula Dy(C5H7O2)3(H2O)n.

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

Indium acetylacetonate, also known as In(acac)3, is a compound with formula In(C5H7O2)3. It is a colorless solid. It adopts an octahedral structure.

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

Iridium acetylacetonate is the iridium coordination complex with the formula Ir(O2C5H7)3, which is sometimes known as Ir(acac)3. The molecule has D3-symmetry. It is a yellow-orange solid that is soluble in organic solvents.

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

Rhodium acetylacetonate is the coordination complex with the formula Rh(C5H7O2)3, which is sometimes known as Rh(acac)3. The molecule has D3-symmetry. It is a yellow-orange solid that is soluble in organic solvents.

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

Titanium bis(acetylacetonate)dichloride is the coordination complex with the formula Ti(C5H7O2)2Cl2. It is a common acetylacetonate complex of titanium. It is a red-orange solid that hydrolyzes slowly in air.

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

Zirconium acetylacetonate is the coordination complex with the formula Zr(C5H7O2)4. It is a common acetylacetonate of zirconium. It is a white solid that exhibits high solubility in nonpolar organic solvents, but not simple hydrocarbons.

<span class="mw-page-title-main">1,1,1-Trifluoroacetylacetone</span> Chemical compound

1,1,1-Trifluoroacetylacetone is the organofluorine compound with the formula CF3C(O)CH2C(O)CH3. It is a colorless liquid. Like other 1,3-diketones, it is used as a precursor to heterocycles, e.g. pyrazoles, and metal chelates. It is prepared by condensation of esters of trifluoroacetic acid with acetone.

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

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. The compound is a widely used precursor to platinum-based catalysts.

<span class="mw-page-title-main">Tris(acetylacetonato)cobalt(III)</span> Chemical compound

Tris(acetylacetonato)cobalt(III) is the coordination complex with the formula Co(C5H7O2)3. Often abbreviated Co(acac)3, it is a green, diamagnetic solid that is soluble in organic solvents, but not in water. Owing to its solubility in organic solvents, tris(acetylacetonato)cobalt(III) is used to produce homogeneous catalysts by reduction.

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

Tetraacetylethane is the organic compound with the nominal formula [CH(C(O)CH3)2]2. It is a white solid that has attracted interest as a precursor to heterocycles and metal complexes. It is prepared by oxidation of sodium acetylacetonate:

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

Neodymium acetylacetonate is a coordination compound of neodymium and acetylacetone, with the chemical formula Nd(O2C5H7)3(H2O)2, although some sources ignore the aquo ligands. It commonly occurs as a white powder. Its instablility constants (logYn) are 2.89, 4.15 and 5.26 (corresponding to n = 1, 2, 3). Its dihydrate reacts with carbonyl rhenium complex Re(CO)3X(4,4'-bipy) (X=Cl, Br) to obtain Re(CO)3X(4,4'-bipy)Nd(acac)3.

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

Holmium acetylacetonate is a coordination complex, with the chemical formula of Ho(C5H7O2)3 or Ho(acac)3. It can be obtained via the reaction between metallic holmium or holmium(III) hydride with acetylacetone, or via the reaction between holmium(III) chloride and ammonium acetylacetonate. Its anhydrous form is stable in a dry atmosphere but forms a hydrate in humid air.

References

  1. "Hafnium Acetylacetonate". American Elements . Retrieved 2015-04-05.
  2. Zherikova, K. V.; Morozova, N. B.; Kuratieva, N. V.; Baidina, I. A.; Igumenov, I. K. (November 2005). "Synthesis and structural investigation of hafnium(IV) complexes with acetylacetone and trifluoroacetylacetone". Journal of Structural Chemistry. 46 (6): 1039–1046. doi:10.1007/s10947-006-0239-2. S2CID   95300586.
  3. Banach, T.E; Berti, C; Colonna, M; Fiorini, M; Marianucci, E; Messori, M; Pilati, F; Toselli, M (August 2001). "New catalysts for poly(butylene terephthalate) synthesis". Polymer. 42 (18): 7511–7516. doi:10.1016/S0032-3861(01)00219-1.
  4. Morris, Melvin L.; Moshier, Ross W.; Sievers, Robert E. (1967). "Tetrakis(1,1,1‐trifluoro‐2,4‐pentanedionato)zirconium(and Hafnium)". Tetrakis(1,1,1-trifluoro-2,4-pentanedionato)zirconium (and Hafnium). Inorganic Syntheses. Vol. 9. pp. 50–52. doi:10.1002/9780470132401.ch15. ISBN   9780470131688.