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Published TCIMAIL newest issue No.198

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CAS RN: 14024-18-1 | Product Number: I0079

Tris(2,4-pentanedionato)iron(III)

Purity: >98.0%(T)

Synonyms:

Acetylacetone Iron(III) Salt
Ferric(III) Acetylacetonate
Iron(III) Acetylacetonate

Product Documents:

Size	Unit Price	Belgium	Japan*
25G	€16.00	7	≥60
100G	€37.00	2	16
500G	€117.00	1	8

*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).

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General Information plus

Product Number	I0079
Purity / Analysis Method	>98.0%(T)
Molecular Formula / Molecular Weight	C₁₅H₂₁FeO₆ = 353.17
Physical State (20 deg.C)	Solid
Storage Temperature	Room Temperature (Recommended in a cool and dark place, <15°C)
CAS RN	14024-18-1
PubChem Substance ID	87571482
SDBS (AIST Spectral DB)	4155
MDL Number	MFCD00000020

Specifications & Properties plus

Safety & Regulations plus

Applications & Literature plus

Application

2-PySO₂CF₂H : Bench-stable Difluoromethylating Agent for Catalytic Difluoromethylation

D5390, I0079

Reference

Iron-Catalyzed Di?uoromethylation of Arylzincs with Di?uoromethyl 2?Pyridyl Sulfone
- W. Miao, Y. Zhao, C. Ni, B. Gao, W. Zhang, J. Hu, J. Am. Chem. Soc. 2018, 140, 880.

Application

Iron/dppbz-catalyzed Decarboxylative Couplings of Active Esters

I0079

In a screwed-capped vial active ester (0.1 mmol), Fe(acac)₃ (0.005 – 0.04 mmol) and dppbz (0.006 – 0.048 mmol) are weighed. The vial is then sealed, evacuated and back-filled with Ar. Then, 0.5 mL of distilled THF is added. The mixture is stirred for 5 minutes under Ar and diarylzinc reagent in THF (ca. 0.3 mol/L, 0.15 – 0.25 mmol) is added in one portion at 0 - 25 °C to the mixture and stirred at the same temperature for 1 h. After this time, the reaction is quenched with 1 mol/L HClaq, sat. NH₄Claq or H₂O and diluted with diethyl ether. The organic layer is separated and dried over Na₂SO₄ anhydrous, filtered and evaporated to dryness. Pure products are obtained after column chromatography or preparative TLC.

References

1)F. Toriyama, J. Cornella, L. Wimmer, T. Chen, D. D. Dixon, G. Creech, P. S. Baran, J. Am. Chem. Soc. 2016, 138, 11132.

Application

Iron-Catalyzed ortho-Alkylation of Carboxamides

I0079

Typical procedure (R = benzyl): To Fe(acac)₃ (17.1 mg, 0.05 mmol), dppe (29.9 mg, 0.075 mmol), and 3-methyl-N-(quinolin-8-yl)benzamide (131 mg, 0.5 mmol) are added THF (4 mL), and benzyl chloride (190 mg, 1.5 mmol). The mixture is then placed in an oil bath at 65 °C and PhMgBr (16% in THF, ca. 1 mol/L) (0.6 mL, 0.6 mmol) is added in a single portion. Upon completion of PhMgBr addition, the reaction mixture is stirred at 65 °C for 1 min. Then PhMgBr (16% in THF, ca. 1 mol/L) (1.3 mL, 1.3 mmol) is added dropwise at 65 °C for 9 min. The reaction mixture is stirred at 65 °C for 1 min and brought to rt. Subsequently the reaction mixture is quenched with a saturated solution of ammonium chloride (535 mg, 0.01 mol) and extracted with dichloromethane (3 x 3 mL). The combined organic extracts are dried over MgSO₄, filtered and concentrated to give a residue. The residue is purified by silica gel flash chromatography (eluent: hexanes/EtOAc = 20:1) to give 2-benzyl-5-methyl-N-(quinolin-8-yl)benzamide (175 mg, 99% yield) as a white solid.

References

E. R. Fruchey, B. M. Monks, S. P. Cook, J. Am. Chem. Soc. 2014, 136, 13130.

Application

Efficient Fe/Cu Co-Catalyzed C-N Cross-Coupling Reaction

Typical procedure (Entry 1): A Schlenk tube is charged with p-anisidine (92.4 mg), K₂CO₃ (138 mg), Fe(acac)₃ (34.4 mg), and Cu(OAc)₂· H₂O (20 mg). Under a nitrogen atmosphere, 4-bromotoluene (85.5 mg) is added followed by dry DMF (0.8 mL). The reaction mixture is then heated to 135 °C, and stirred for 20 h. The mixture is cooled to room temperature and diluted with diethyl ether. The resulting suspension is filtered through a celite pad and the filtrate is concentrated. The residue is purified by column chromatography on silica gel (eluent: petroleum ether/ethyl acetate) to give 4-methoxy-N-p-tolylaniline (98.1 mg, 92 %).

References

X. Liu, S. Zhang, Synlett 2011, 1137.

Application

Iron-Catalyzed Cross-Coupling Reaction

Reference

D. Castagnolo, M. Botta, Eur. J. Org. Chem. 2010, 3224.

PubMed Literature

Articles/Brochures

C-H Bond Activation Reaction

Magnetic Metal Complexes

TCIMAIL

[Product Highlights] 2-PySO2CF2H : Bench-stable Difluoromethylating Agent for Catalytic Difluoromethylation
[Research Articles] Fe or Ni-catalyzed Decarboxylative C-C Couplings of Active Esters
[Research Articles] Iron-Catalyzed ortho-Alkylation of Carboxamides
[Research Articles] Efficient Fe/Cu Co-Catalyzed C-N Cross-Coupling Reaction

Product Documents (Note: Some products will not have analytical charts available.)

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Product Categories

Chemistry

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β-Diketonato Complexes [Magnetic Metal Complexes]

Appearance	Red to Dark red to Brown powder to crystal
Purity(Chelometric Titration)	min. 98.0 %

Melting Point	185 °C(dec.)
Solubility in water	Slightly soluble
Solubility (soluble in)	Ethanol, Acetone, Benzene, dichloromethane, Toluene, Chloroform

Pictogram
Signal Word	Warning
Hazard Statements	H302 : Harmful if swallowed. H315 : Causes skin irritation. H319 : Causes serious eye irritation.
Precautionary Statements	P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.

EC Number	237-853-5
RTECS#	NO8960000

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CAS RN: 14024-18-1 | Product Number: I0079

Tris(2,4-pentanedionato)iron(III)

Reference

References

References

References

Reference

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Safety Data Sheet (SDS)

Specifications

C of A & Other Certificates

Sample C of A

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CAS RN: 14024-18-1 | Product Number: I0079

Tris(2,4-pentanedionato)iron(III)

Reference

References

References

References

Reference

Articles/Brochures

Safety Data Sheet (SDS)

Specifications

C of A & Other Certificates

Sample C of A

Analytical Charts

Other Documents

Product Categories

Chemistry

Chemicals by Class

Materials Science

Chemistry

Chemicals by Class

Materials Science