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Zinc acetylacetonate

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Zinc acetylacetonate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.405 Edit this at Wikidata
EC Number
  • 237-860-3
  • 一hydrate: 683-082-6
PubChem CID
UNII
InChI
  • InChI=1S/2C5H8O2.Zn/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-;Key: CYDXJXDAFPJUQE-FDGPNNRMSA-L
  • 一hydrate: InChI=1S/2C5H8O2.H2O.Zn/c2*1-4(6)3-5(2)7;;/h2*3,6H,1-2H3;1H2;/q;;;+2/p-2/b2*4-3-;;Key: KUJHAYOLESEVSA-SUKNRPLKSA-L
SMILES
  • C/C(=C/C(=O)C)/.C/C(=C/C(=O)C)/.
  • 一hydrate: C/C(=C/C(=O)C)/.C/C(=C/C(=O)C)/.O.
Properties
Chemical formula C10H14O4Zn
Molar mass 263.60 g·mol
Appearance crystals
Density 1.41 g·cm
Melting point 124–126 °C
Boiling point 129–131 °C (13 hPa)
Solubility in water 6.9 g/L
Solubility soluble in organic solvants
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Related compounds
Other cations calcium acetylacetonate
barium acetylacetonate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
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.

Preparation

Zinc acetylacetonate can be obtained by reacting zinc sulfate, acetylacetone and sodium hydroxide.

Properties

Zinc acetylacetonate is a crystalline substance that is slightly soluble in water. Through sublimation, monomer crystals can be obtained, which are monoclinic and have the space group C2/c (No. 15). Trimeric crystals can also be obtained by sublimation, which is also monoclinic, with space group C2 (No. 5). The structures of its monohydrate and dihydrate are also known.

Reactions

Zinc acetylacetonate hydrate has been used to prepare magnetic (Zn,Fe)Fe2O4 films, zinc oxide, and is also a catalyst for organic synthesis.

References

  1. ^ Sigma-Aldrich Co., product no. 8.08803.
  2. ^ Bennett, M. J.; Cotton, F. A.; Eiss, R. (1968-07-01). "The crystal and molecular structure of trimeric bis(acetylacetonato)zinc(II)". Acta Crystallographica Section B. 24 (7): 904–913. Bibcode:1968AcCrB..24..904B. doi:10.1107/S0567740868003390. ISSN 0567-7408.
  3. ^ Barta, Nancy S.; Stille, John R. (2001-04-15), "Bis(acetylacetonato)zinc(II)", in John Wiley & Sons, Ltd (ed.), Encyclopedia of Reagents for Organic Synthesis, Chichester, UK: John Wiley & Sons, Ltd, pp. rb097, doi:10.1002/047084289x.rb097, ISBN 978-0-471-93623-7, retrieved 2023-03-06
  4. "zinc;(Z)-4-oxopent-2-en-2-olate". pubchem.ncbi.nlm.nih.gov.
  5. Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 978-0-08-037941-8.
  6. W. Clegg (2016). Private Communication. Cambridge Crystallographic Data Centre. doi:10.5517/ccdc.csd.cc1mcf4k.
  7. H. Montgomery, E. C. Lingafelter (1963). "The crystal structure of monoaquobisacetylacetonatozinc". Acta Crystallographica. 16 (8): 748–752. Bibcode:1963AcCry..16..748M. doi:10.1107/S0365110X6300195X.
  8. P. Harbach, H.-W. Lerner, M. Bolte (2003). "Diaquadiacetylacetonatozinc(II)". Acta Crystallographica Section E. 59 (9): m724 – m725. Bibcode:2003AcCrE..59M.724H. doi:10.1107/S1600536803015848.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  9. Sigma-Aldrich Co., product no. 480991.
  10. Inubushi, Yoichi; Takami, Ryoji; Iwasaki, Mitsunobu; Tada, Hiroaki; Ito, Seishiro (April 1998). "Mechanism of Formation of Nanocrystalline ZnO Particles through the Reaction of [Zn(acac)2] with NaOH in EtOH". Journal of Colloid and Interface Science. 200 (2): 220–227. Bibcode:1998JCIS..200..220I. doi:10.1006/jcis.1997.5354.
Zinc compounds
Zinc(I)
Organozinc(I) compounds
Zinc(II)
Organozinc(II) compounds
  • Zn(CH3)2
  • Zn(C2H5)2
  • Zn(CH3COO)2
  • Zn(CH(CH3)2)2
  • Zn(C(CH3)3)2
  • Zn(C6H5)2
  • Zn(C3H5O3)2
  • ZnICH2I
  • Metal acetylacetonate complexes
    H(acac) He
    Li Be B C N O F Ne
    Na(acac) Mg Al(acac)3 Si P S Cl Ar
    K Ca Sc(acac)3 Ti(acac)2Cl2
    Ti(acac)3
    V(acac)3
    VO(acac)2
    Cr(acac)2
    Cr(acac)3
    Mn Fe(acac)2
    Fe(acac)3
    Co(acac)2
    Co(acac)3
    3 Cu(acac)2 Zn(acac)2 Ga(acac)3 Ge As Se Br Kr
    Rb Sr Y(acac)3 Zr(acac)4 Nb MoO2(acac)2 Tc Ru(acac)3 Rh(acac)(CO)2
    Rh(acac)3
    Pd(acac)2 Ag Cd In(acac)3 Sn Sb Te I Xe
    Cs Ba(acac)2 * Lu(acac)3 Hf(acac)4 Ta W Re Os Ir(acac)3 Pt(acac)2 Au Hg Tl(acac) Pb Bi Po At Rn
    Fr Ra ** Lr Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
     
    * La(acac)3 Ce(acac)3 Pr(acac)3 Nd(acac)3 Pm Sm(acac)3 Eu(fod)3
    Eu(acac)3
    Gd(acac)3 Tb(acac)3 Dy(acac)3 Ho(acac)3 Er(acac)3 Tm(acac)3 Yb(acac)3
    ** Ac Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No
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