Tris(acetylacetonato)iron(III) | |
---|---|
Tris(acetylacetonato)Iron (III) |
|
Other names
Iron(III) acetylacetonate, Iron(III) tris(2,4-pentanedionato), Fe(acac)3 |
|
Identifiers | |
CAS number | 14024-18-1 |
Properties | |
Molecular formula | Fe(C5H7O2)3 |
Appearance | Red Solid |
Density | 5.24 g/cm3 |
Melting point |
180–181 °C |
Boiling point |
100 °C (at 13.00 hPa) |
Solubility in water | 2 g/L |
Hazards | |
R-phrases | R22, R36 |
S-phrases | S26 |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
Infobox references |
Tris(acetylacetonato) iron(III), often abbreviated Fe(acac)3, is a ferric coordination complex featuring acetylacetonate (acac) ligands. It is a red air-stable solid that dissolves in nonpolar organic solvents.
Contents[hide] |
Fe(acac)3 is prepared by treating freshly precipitated Fe(OH)3 with acetylacetone, forming deep red crystals of Fe(acac)3.[1]
Fe(acac)3 is a paramagnetic compound with a magnetic moment of 5.90 μB. This homoleptic metal acetylacetonate has an octahedral geometry with D3 symmetry, with no apparent Jahn-Teller distortions, unlike related metal acetylacetonate Mn(acac)3.[2]
Fe(acac)3 has been exploited as a catalyst and reagent in organic chemistry, especially for reactions involving alkenes. Not only being useful in catalysis, Fe(acac)3 can be reactive. In one instance, Fe(acac)3 is used to form an intermediate en-route to the carbon-carbon bond forming reaction of cross-coupling a diene to an olefin.[3] For instance, Fe(acac)3 catalyzes the dimerization of isoprene to a mixture of 1,5-dimethyl-1,5-cyclooctadiene and 2,5-dimethyl-1,5-cyclooctadiene.[4]
Fe(acac)3 also catalyzes the ring-opening polymerization of 1,3-benzoxazine.[5] Beyond the area of polymerization, Fe(acac)3 has been found to catalyze the reaction of N-sulfonyl oxaziridines with olefins to form 1,3-oxazolidine products.[6]