Zinc acetylacetonate

Zinc acetylacetonate
Identifiers
CAS Number	14024-63-6; 一hydrate: 108503-47-5;
3D model (JSmol)	Interactive image; 一hydrate: Interactive image;
ChemSpider	4514507; 一hydrate: 21169636;
ECHA InfoCard	100.034.405
EC Number	237-860-3; 一hydrate: 683-082-6;
PubChem CID	5360437; 一hydrate: 131675103;
UNII	8F3XXD1RZO;
	InChI InChI=1S/2C5H8O2.Zn/c21-4(6)3-5(2)7;/h23,6H,1-2H3;/q;;+2/p-2/b24-3-; Key: CYDXJXDAFPJUQE-FDGPNNRMSA-L; 一hydrate: InChI=1S/2C5H8O2.H2O.Zn/c21-4(6)3-5(2)7;;/h23,6H,1-2H3;1H2;/q;;;+2/p-2/b24-3-;; Key: KUJHAYOLESEVSA-SUKNRPLKSA-L;
	SMILES 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
Chemical formula	C10H14O4Zn
Molar mass	263.60 g·mol−1
Appearance	crystals
Density	1.41 g·cm−3
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
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 [77 °F], 100 kPa). Infobox references

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

^ ^a ^b ^c ^d ^e Sigma-Aldrich Co., product no. 8.08803.
^ ^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.
^ ^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
^ "zinc;(Z)-4-oxopent-2-en-2-olate". pubchem.ncbi.nlm.nih.gov.
^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 978-0-08-037941-8.
^ W. Clegg (2016). Private Communication. Cambridge Crystallographic Data Centre. doi:10.5517/ccdc.csd.cc1mcf4k.
^ 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.
^ 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)
^ Sigma-Aldrich Co., product no. 480991.
^ 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.

[Sigma-1] Sigma-Aldrich Co., product no. 8.08803.

[Bennett-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.

[Barta-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.

[Greenwood-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)

[SigmaHydrat-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.

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