Bis(acetylacetonato)iron(II)

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
CAS Number	14024-17-0 ;
3D model (JSmol)	Interactive image; hydrate: Interactive image;
ChemSpider	4589054;
ECHA InfoCard	100.034.397
EC Number	237-851-4;
PubChem CID	5486775; hydrate: 134687727;
	InChI InChI=1S/2C5H8O2.Fe/c21-4(6)3-5(2)7;/h23,6H,1-2H3;/q;;+2/p-2/b24-3-; Key: LFORAFQNBQKDRY-FDGPNNRMSA-L; hydrate: InChI=1S/2C5H8O2.Fe.H2O/c21-4(6)3-5(2)7;;/h2*3,6H,1-2H3;;1H2/b4-3-;;; Key: XTPSXHDLJKIQTA-FGSKAQBVSA-N;
	SMILES 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
Chemical formula	C10H14FeO4
Molar mass	254.063 g·mol−1
Melting point	170–171 °C (338–340 °F; 443–444 K)
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
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bis(acetylacetonato)iron(II) is a coordination complex of iron with the formula Fe(C₅H₇O₂)₂. It can be prepared by reacting iron(II) chloride with 2,4-pentanedione in presence of piperidine.^[2]

Reactions

Bis(acetylacetonato)iron(II) reacts with lithium bis(hydropentalenyl)iron to afford green [(C₈H₇)Fe]₂-[(C₈H₈)₂Fe], a quadruple-decker complex.^[3]

It reacts with Li₂Pn^*(TMEDA)_x (Pn^* = permethylpentalene) to yield purple-black Fe₂Pn^*₂.^[4]

References

^ "Iron (II) acetylacetonate hydrate". pubchem.ncbi.nlm.nih.gov.
^ 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
^ 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
^ 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

[1] "Iron (II) acetylacetonate hydrate". pubchem.ncbi.nlm.nih.gov.

[2] 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

[3] 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

[4] 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

[2]

[1]

[3]

[4]

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
CAS Number	14024-17-0^Y
3D model (JSmol)	Interactive image hydrate: Interactive image
ChemSpider	4589054
ECHA InfoCard	100.034.397
EC Number	237-851-4
PubChem CID	5486775 hydrate: 134687727
InChI InChI=1S/2C5H8O2.Fe/c21-4(6)3-5(2)7;/h23,6H,1-2H3;/q;;+2/p-2/b24-3-; Key: LFORAFQNBQKDRY-FDGPNNRMSA-L hydrate: InChI=1S/2C5H8O2.Fe.H2O/c21-4(6)3-5(2)7;;/h2*3,6H,1-2H3;;1H2/b4-3-;;; Key: XTPSXHDLJKIQTA-FGSKAQBVSA-N
SMILES 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
Chemical formula	C₁₀H₁₄FeO₄
Molar mass	254.063 g·mol⁻¹
Melting point	170–171 °C (338–340 °F; 443–444 K)
Hazards
GHS labelling:^[1]
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references