Bis(acetylacetonato)iron(II)

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Bis(acetylacetonato)iron(II)
Names
IUPAC name
Bis(2,4-pentanedionato-κO,κO')iron
Other names
Bis(2,4-pentanedionato)iron
Ferrous acetylacetonate
Iron(II) 2,4-pentanedionate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.397 Edit this at Wikidata
EC Number
  • 237-851-4
  • InChI=1S/2C5H8O2.Fe/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-;
    Key: LFORAFQNBQKDRY-FDGPNNRMSA-L
  • hydrate: InChI=1S/2C5H8O2.Fe.H2O/c2*1-4(6)3-5(2)7;;/h2*3,6H,1-2H3;;1H2/b4-3-;;;
    Key: XTPSXHDLJKIQTA-FGSKAQBVSA-N
  • C/C(=C/C(=O)C)/[O-].C/C(=C/C(=O)C)/[O-].[Fe+2]
  • hydrate: CC(=CC(=O)C)O.C/C(=C/C(=O)C)/O.O.[Fe]
Properties
C10H14FeO4
Molar mass 254.063 g·mol−1
Melting point 170–171 °C (338–340 °F; 443–444 K)
Hazards
GHS labelling:
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis(acetylacetonato)iron(II) is a coordination complex with the formula [Fe(C5H7O2)2]2. It is a dark, nearly black, air-sensitive, sublimable solid. It can be prepared by treating ferrous salts with 2,4-pentanedione in presence of base.[1]

Structure

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Structure of Fe2(acetylacetonate)4[2] Color code: red = O, blue = Fe. The pentacoordinate Fe is on the left.

The structure of the complex has been confirmed by X-ray crystallography. As found for some other bis(acetylacetonates) (e.g., the nickel(II) and cobalt(II) derivatives), bis(acetylacetonato)iron(II) is not a monomer. It contains two Fe centers, one octahedral and one pentacoordinate. Three of the acetylacetonato ligands bridge the two Fe centers.

Reactions

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The dimeric structure of bis(acetylacetonato)iron(II) is readily cleaved by Lewis bases to give adducts Fe(C5H7O2)2L2. Examples include the dihydrate[3] and the tmeda complex.[4]

Bis(acetylacetonato)iron(II) is used as an anhydrous, "organic soluble" source of Fe(II). For example, it reacts with lithium bis(hydropentalenyl)iron to afford green [(C8H7)Fe]2-[(C8H8)2Fe], a quadruple-decker complex.[5] It also reacts with Li2Pn*(TMEDA)x (Pn* = permethylpentalene) to yield purple-black Fe2Pn*2.[6]

References

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  1. ^ Manríquez, J. M., Bunel, E. E., Oelckers, B., Román, E., Vv́squez, C., & Miller, J. S. (2007). Bis(2,4-Pentanedionato)Iron(II) [Iron(II) Bis(Acetylacetonate)]. Inorganic Syntheses, 267–269. doi:10.1002/9780470132623.ch44
  2. ^ Shibata, S.; Onuma, S.; Iwase, A.; Inoue, H. (1977). "The Crystal structure of Dimeric bis(acetylacetonato)iron(II)". Inorganica Chimica Acta. 25: 33–39. doi:10.1016/S0020-1693(00)95687-1.
  3. ^ Laugier, J.; Mathieu, J. P. (1975). "Sur la structure du bisacétylacétonate de FeII dihydraté". Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 31 (2): 631. Bibcode:1975AcCrB..31..631L. doi:10.1107/S0567740875003470.
  4. ^ Halz, Jan Henrik; Heiser, Christian; Wagner, Christoph; Merzweiler, Kurt (2020). "Syntheses and crystal structures of three [ M(Acac)2(TMEDA)] complexes ( M = Mn, Fe and Zn)". Acta Crystallographica Section E: Crystallographic Communications. 76 (1): 66–71. Bibcode:2020AcCrE..76...66H. doi:10.1107/S2056989019016372. PMC 6944083.
  5. ^ Oelckers, B., Chavez, I., Manriquez, J. M., & Roman, E. (1993). On the way to delocalized organometallic polymers: triple- and quadruple-decker pentalene complexes of iron and cobalt. Organometallics, 12(9), 3396–3397. doi:10.1021/om00033a007
  6. ^ Binding, S. C., Green, J. C., Myers, W. K., & O’Hare, D. (2015). Synthesis, Structure, and Bonding for Bis(permethylpentalene)diiron. Inorganic Chemistry, 54(24), 11935–11940. doi:10.1021/acs.inorgchem.5b02254