potassium acetylacetonate
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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.);; |
iron(III) chloride
sodium (Z)-4-oxopent-2-en-2-olate
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In ethanol; dichloromethane for 0.5h; | 73% |
Conditions | Yield |
---|---|
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% |
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With potassium hydroxide at 0 - 20℃; for 0.75h; Neat (no solvent); |
Conditions | Yield |
---|---|
In neat (no solvent) | |
Irradiation (UV/VIS); | |
Irradiation (UV/VIS); |
Conditions | Yield |
---|---|
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); |
acetylacetone
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water Room temp.;; |
Conditions | Yield |
---|---|
In diethyl ether metathesis; waterfree FeCl3; dry ether;; | |
In diethyl ether metathesis; waterfree FeCl3; dry ether;; |
Conditions | Yield |
---|---|
With acetylacetone In ethanol Fernelius methode (according to W. C. Fernelius, Inorganic Synthesis, Vol2, McGraw-Hill Publ. Co, New York 1946 (p. 10)); pptn. from soln.; |
Conditions | Yield |
---|---|
In water small excess of acetylacetone (24 hours); pptn.;; recrystn.: twice from benzene;; | |
In water small excess of acetylacetone (24 hours); pptn.;; recrystn.: twice from benzene;; | |
In neat (no solvent) Heating; |
Conditions | Yield |
---|---|
Irradiation (UV/VIS); small amounts of Fe(II) compound;; | |
Irradiation (UV/VIS); small amounts of Fe(II) compound;; |
Conditions | Yield |
---|---|
without formation of hydrogen;; | |
without formation of hydrogen;; |
acetylacetone
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
In tetrachloromethane Kinetics; 298 K; |
Conditions | Yield |
---|---|
With acetylacetone In benzene byproducts: isopropanol; anhydrous conditions; molar ratio=1:12; distn.; |
Conditions | Yield |
---|---|
In benzene-d6 for 0.166667h; Solvent; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: iron(III) chloride In ethanol at 110 - 130℃; for 4h; Stage #2: acetylacetone With sodium acetate for 24h; Reagent/catalyst; |
Conditions | Yield |
---|---|
Stage #1: iron(III) chloride hexahydrate With potassium hydroxide In water pH=8; Stage #2: acetylacetone In methanol; water at 70 - 75℃; for 0.333333h; |
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
With alkali In water immediate pptn.;; | 100% |
With alkali In water immediate pptn.;; | 100% |
In water on boiling;; | |
In water on boiling;; |
iron(III)-acetylacetonate
tris(2-mercaptoethyl)amine
carbon monoxide
[Fe(Fe(CO)(N(CH2CH2S)3))2]
Conditions | Yield |
---|---|
In acetonitrile (N2); using Schlenk techniques; stirring of soln. of (Fe(acac)3) (2 mmol) and N(CH2CH2SH)3 (3 mmol) in MeCN under CO atmosphere for 20 min (two thirds of mol of CO per mol of Fe); | 100% |
In dimethyl sulfoxide (N2); using Schlenk techniques; stirring of soln. of (Fe(acac)3) (2 mmol) and N(CH2CH2SH)3 (3 mmol) in dmso under CO atmosphere for 20 min (two thirds of mol of CO per mol of Fe); filtration under CO; pptn.; elem. anal.; | 59% |
In dimethyl sulfoxide (N2); using Schlenk techniques; mixing of soln. of (Fe(acac)3) (0.5 mmol) in MeCN and N(CH2CH2SH)3 (0.5 mmol) in MeCN; evacuation and filling with CO atmosphere for week (two thirds of mol of CO per mol of Fe); filtration under CO; crystn., filtration, washing with ether, drying in vac.; | |
In N,N-dimethyl-formamide (N2); using Schlenk techniques; mixing of soln. of (Fe(acac)3) and N(CH2CH2SH)3 in DMF under CO atmosphere (two thirds of mol of CO per mol of Fe); |
iron(III)-acetylacetonate
diethyldithiophosphinic acid
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
iron(III)-acetylacetonate
diphenylthiophosphinic acid
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
iron(III)-acetylacetonate
diethyl-phosphinothioic acid
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
iron(III)-acetylacetonate
diphenylphosphinodithioic acid
Conditions | Yield |
---|---|
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
iron(III)-acetylacetonate
dibutylphosphinic acid
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
iron(III)-acetylacetonate
diphenyl-phosphinic acid
Conditions | Yield |
---|---|
In not given stoich. mixt. in solvent (benzene, toluene, acetone, ethanol, butanol orchloroform) refluxing for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal., TG, DTG, DTA; | 99% |
In neat (no solvent) stoich. mixt. heating a little over m.p. of the acid for 3-4 h; solid sepn. by filtration, washing several times with EtOH, drying at 105°C to const. weight; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In methanol at 40℃; for 2h; Inert atmosphere; | 99% |
In methanol at 40℃; for 2h; Inert atmosphere; | 99% |
iron(III)-acetylacetonate
2,9,16,23-tetra-tert-butylphthalocyanine
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,2-dichloro-benzene to a soln. of C32H14N8 in C6H4Cl2, DBU and Fe complex added; heated at 150°C for 1.5 h; pptd. by CH3OH; UV-vis and TLC control; detd. by MALDI-TOF mass-spectrometry; | 98% |
2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,2-dichloro-benzene at 150℃; for 1.5h; | 98% |
Conditions | Yield |
---|---|
In methanol at 40℃; for 2h; | 98% |
iron(III)-acetylacetonate
Thiosalicylic acid
2-acetyl-3-hydroxybenzo[b]thiophene
Conditions | Yield |
---|---|
Stage #1: iron(III)-acetylacetonate; Thiosalicylic acid In ethylene glycol at 120℃; for 4h; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃; Inert atmosphere; | 97% |
Stage #1: iron(III)-acetylacetonate; Thiosalicylic acid In ethylene glycol at 120℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethylene glycol for 0.5h; |
Conditions | Yield |
---|---|
In methanol at 40℃; for 2h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
In neat (no solvent) Fe(acac)3 and pyrazole were heated under N2 for 6 h at 180°C; mixt. was allowed to cool, washed with acetone and filtered; elem. anal.; | 96.6% |
iron(III)-acetylacetonate
(R,S)-2-(diphenylphosphinoyl)propanoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran stirring (3 d); addn. of Et2O, standing (4°C, overnight), filtration, washing (Et2O), drying in air, recrystn. (toluene/CH2Cl2, 4°C, several d), filtration, washing (toluene), drying in air; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In methanol at 40℃; for 2h; Inert atmosphere; | 95% |
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
In dichloromethane | 95% |
iron(III)-acetylacetonate
1-Hexadecanol
A
4-hydroxy-5-methylpentan-2-one
B
hexadecyl acetate
C
16-hydroxyhexadecanoic acid
Conditions | Yield |
---|---|
at 80 - 300℃; under 760.051 Torr; for 2h; Green chemistry; | A n/a B n/a C n/a D 95% |
Conditions | Yield |
---|---|
In diethyl ether under Ar; a mixt. of Fe-contg. compd. (12.9 mmol) and a ligand (30.3 mmol) in Et2O was treated dropwise at ca. -20°C with a soln. of AlMe2(OMe); the mixt. was allowed to warm up to room temp. and stirred at this temp. for 12 h; the suspn. was dild. with Et2O and the solid was filtered off, washed with Et2O, C7H16 and dried in vac.; IR-, NMR spectra; | 93% |
iron(III)-acetylacetonate
5-chloro-2-mercapto-benzoic acid
1-(5-chloro-3-hydroxy-benzo[b]thiophen-2-yl)-ethanone
Conditions | Yield |
---|---|
Stage #1: iron(III)-acetylacetonate; 5-chloro-2-mercapto-benzoic acid In ethylene glycol at 120℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
In methanol at 40℃; for 2h; Inert atmosphere; | 93% |
iron(III)-acetylacetonate
N-methylacetohydroxamic acid
Conditions | Yield |
---|---|
In methanol at 20℃; for 2h; | 93% |
iron(III)-acetylacetonate
N(CH2CH2NHCOC5H2NCH3OOH)2(CH2CH2NHCOC6H2(OH)2CONHCH2CH2OCH3)*HCl
Conditions | Yield |
---|---|
In methanol under N2 atm. to soln. ligand in MeOH soln. KOH in MeOH was added, soln.Fe(acac)3 in MeOH was added and stirred for 1 h; soln. was concd. and added to ether, ppt. was centrifugated, solid was suspended in ether and filtered; elem. anal.; | 92.4% |
iron(III)-acetylacetonate
Conditions | Yield |
---|---|
In water portionwise addn. of equimolar amts. of Fe(acac)3 and 0.1 M KOH to 2 equiv. of ligand, stirring (room temp., 20 h); filtration, solvent removal, chromy. (Sephadex LH-20, MeOH), solvent removal; elem. anal.; | 92% |
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) at 70℃; for 168h; Sealed tube; | 92% |
In hexane for 1h; Inert atmosphere; | 90% |
iron(III)-acetylacetonate
N(CH2CH2NHCOC6H2(OH)2CONHCH2CH2OCH3)3
Conditions | Yield |
---|---|
In methanol under N2 atm. to soln. ligand in MeOH soln. KOH in MeOH was added, soln.Fe(acac)3 in MeOH was added and stirred for 1 h; soln. was concd. and added to ether, ppt. was centrifugated, solid was suspended in ether and filtered; elem. anal.; | 91.7% |
iron(III)-acetylacetonate
water
μ-oxodi[iron(III)(3,6,13-tribromo-2,7,12,17-tetra-n-propylporphycenato)]
Conditions | Yield |
---|---|
With NaOH In dichloromethane reflux in phenol for 20 min, phenol was evapd. in vac., residue was dissolved in CH2Cl2, stirred with aq. NaOH over 1 h; soln. was washed with H2O, org. layer was dried over Na2SO4, mixt. was filtered, filtrate was concd. and dried in vac., recrysn. from CHCl3/MeOH, elem. anal.; | 91% |
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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