Zinc acetylacetonate

Zinc acetylacetonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.405 Edit this at Wikidata
EC Number
  • 237-860-3
  • 一hydrate: 683-082-6
UNII
  • 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
  • C/C(=C/C(=O)C)/[O-].C/C(=C/C(=O)C)/[O-].[Zn+2]
  • 一hydrate: C/C(=C/C(=O)C)/[O-].C/C(=C/C(=O)C)/[O-].O.[Zn+2]
Properties
C10H14O4Zn
Molar mass 263.60 g·mol−1
Appearance crystals[1]
Density 1.41 g·cm−3[2]
Melting point 124–126 °C[1]
Boiling point 129–131 °C (13 hPa)[1]
6.9 g/L[1]
Solubility soluble in organic solvants[3]
Hazards
GHS labelling:[4]
GHS07: Exclamation mark
Warning
H315, H319, H335
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 [77 °F], 100 kPa).

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.[5]

Preparation

Zinc acetylacetonate can be obtained by reacting zinc sulfate, acetylacetone and sodium hydroxide.[3]

Properties

Zinc acetylacetonate is a crystalline substance that is slightly soluble in water.[1] Through sublimation, monomer crystals can be obtained, which are monoclinic and have the space group C2/c (No. 15).[6] Trimeric crystals can also be obtained by sublimation, which is also monoclinic, with space group C2 (No. 5).[2] The structures of its monohydrate[7] and dihydrate[8] are also known.

Reactions

Zinc acetylacetonate hydrate has been used to prepare magnetic (Zn,Fe)Fe2O4 films,[9] zinc oxide,[10] and is also a catalyst for organic synthesis.[3]

References

  1. ^ a b c d e Sigma-Aldrich Co., product no. 8.08803.
  2. ^ a b 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. ^ a b c 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.