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Ferric acetylacetonate
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  • Name Ferric acetylacetonate
  • EINECS237-853-5
  • CAS No. 14024-18-1
  • Density5.24 g/mL at 25 °C(lit.)
  • PSA102.42000
  • LogP1.66100
  • Solubility2 g/L (20 °C) in water
  • Melting Point180-182 °C (dec.)(lit.)
  • FormulaC15H21FeO6
  • Boiling Point110 °C 2 mm
  • Molecular Weight353.175
  • Flash Point43.1ºC
  • Transport InformationN/A
  • Appearancedark red powder
  • Safety26-37/39
  • Risk Codes22-36
  • Molecular Structure
    Molecular Structure of 14024-18-1 (Ferric acetylacetonate)
  • Hazard SymbolsHarmfulXn
  • SynonymsHarmfulXn
  • Article Data33

Ferric acetylacetonate Synthetic route

iron(III) chloride hexahydrate

19393-11-4

potassium acetylacetonate

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In ethanol at pH 5-6 by the method of Fackler, Progress in Inorganic Chemistry, 1966, 7, 403; subliming twice (t=180 °C, P=5E-2 torr); elem. anal.;95%
7705-08-0

iron(III) chloride

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
With ammonia In water anhyd. FeCl3 dissolved in water, excess ammonia soln. added slowly withstirring and mixt heated on steam-bath for 15-20 min, Fe(OH)3 filtered off, washed with water and heated with acetylacetone on steam-bath for 35 min.; mixt. cooled, crystalsdried and recrystd. from ethanol; elem. anal.;90%
In water Aq. FeCl3 soln. was added to acetylacetone under stirring, mixt. was heated on a water bath, slight excess of NH4OH was added during stirring in hot conditions; crystals were filtered, washed with water, dried and recrystd. from CHCl3;37%
With sodium acetate In ethanol; water to aq. soln. of FeCl3 and sodium acetate alc. soln. of acetylacetonate was added;; recrystn. (ether or alc.);;
7705-08-0

iron(III) chloride

1118-67-8

sodium (Z)-4-oxopent-2-en-2-olate

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In solid byproducts: NaCl; mechanical treatment of the react. mixt. (FeCl3 (1.18 mmol) and an org.compd. (3.55 mmol)) in stainless steel reactors; the steel balls were used as an activating packing; in a dry box under N2; self-propagating synthesis; isolation by sublimation or extn.; elem. anal.; IR-spectroscopy; X-ray diffraction;80%
In benzene byproducts: NaCl; a react. of FeCl3 and an org. compd. in the ratio 1:3; under N2; stirring for 2 d; elem. anal.; IR-spectroscopy; X-ray diffraction;60%
7439-89-6

iron

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
With tert-butylammonium hexafluorophosphate(V) In acetylacetone Electrochem. Process; tetra-n-butylammonium hexafluorophosphate added to dry acetylacetone, Feelectrode, 300 V, 10-50 mA, ca. 10 h; evapd. under vac., solid washed twice with hexane and twice with petroleum ether;75.7%

Fe(2+)*3NO3(1-)*9H2O

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In ethanol; dichloromethane for 0.5h;73%

iron(III) 2-ethylhexanoate

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In toluene; Petroleum ether byproducts: 2-ethylhexanoic acid; a soln. of Fe-salt in petrol ether was added dropwise to a warm soln. (70-80°C) of dione in dry toluene under stirring, cooled; filtered, recrystd. from toluene, petrole ether or a mixt. of both solvents;70%

sodium nitroprusside

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
With sodium hydroxide; acetylacetone In water Kinetics; byproducts: {Fe(CN)6}(4-), NO, HONC(COCH3)2; addn. of NaOH to a soln. of pentane-2,4-dione and Na2{Fe(CN)5(NO)} in water, standing in the dark for 3 h (mechanism discussed); filtration of crystals;16%

iron (III) hydroxide

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
With potassium hydroxide at 0 - 20℃; for 0.75h; Neat (no solvent);
13463-40-6

iron pentacarbonyl

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In neat (no solvent)
Irradiation (UV/VIS);
Irradiation (UV/VIS);

iron(III) chloride hexahydrate

123-54-6

acetylacetone

14024-18-1

iron(III)-acetylacetonate

Conditions
ConditionsYield
In methanol iron(III)chloride hexahydrate, acetylacetone, sodium acetate trihydrate and methanol used, according to J. D. Woolines (Ed.) Metal Acetylacetonate Complexes by C. Gildewell, VCH, Weinheim. 1994, pp 116-121;
With CH3COONa In methanol; water soln. of acetylacetonate in methanol added to soln. of FeCl3*6H2O in water; soln. of CH3COONa added; heated at 50°C; cooled for 24 h at 4°C; filtered; washed (water); recrystd. (toluene);

Ferric acetylacetonate Consensus Reports

Reported in EPA TSCA Inventory.

Ferric acetylacetonate Specification

The CAS register number of Ferric acetylacetonate is 14024-18-1. The IPUAC name about this chemicals is Iron(3+) , 4-oxopent-2-en-2-olate .It is stable and incompatible with strong bases, strong oxidizing agents. Although onechemicals only has one CAS number, it can have other registry number. Like this chemicals, it has two other registry number 38335-93-2 and 75042-68-1. It belongs to the following product categories, such as Organometallics; Catalysts for Organic Synthesis, Classes of Metal Compounds; Environmentally-Friendly Oxidation; Fe (Iron) Compounds; Homogeneous Catalysts; Metal Complexes; Synthetic Organic Chemistry; Transition Metal Complexes (Environmentally-friendly Oxidation) and Transition Metal Compounds.

The Ferric acetylacetonate is dark red powder and it slightly soluble in water. It is sensitive to humidity. It can be used as catalyst, promoting agents. If you want to use it, you should be more careful, because it is harmful if swallowed and it is irritating to eyes. In the use process, you need to wear suitable gloves and eye/face protection. In case of contacting with eyes you should rinse immediately with plenty of water and seek medical advice. If you want to hand it, please wash thoroughly after handling, use with adequate ventilation and avoid contacting with skin and eyes. If you want to store it, please store in a tightly closed container and in a cool, dry, well-ventilated area away from incompatible substances.

This chemicals can be described computed from structure:
1) Canonical SMILES: CC(=CC(=O)C)[O-].CC(=CC(=O)C)[O-].CC(=CC(=O)C)[O-].[Fe+3]
2) InChI: InChI=1S/3C5H8O2.Fe/c3*1-4(6)3-5(2)7;/h3*3,6H,1-2H3;/q;;;+3/p-3 
3) InChIKey: AQBLLJNPHDIAPN-UHFFFAOYSA-K

The most important thing about Ferric acetylacetonate is the toxicity, following is the form:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 76mg/kg (76mg/kg)   Chemotherapy Vol. 16, Pg. 371, 1971.
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02372,

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