iron(3+) ion tris(4-oxopent-2-en-2-olate)

• ChemBase ID: 107277
• Molecular Formular: C15H21FeO6
• Molecular Mass: 353.16864
• Monoisotopic Mass: 353.06875089
• SMILES: [Fe+3].CC(=O)/C=C(/C)\[O-].CC(=O)/C=C(/C)\[O-].CC(=O)/C=C(/C)\[O-]
• Canonical SMILES: [O-]/C(=C\C(=O)C)/C.[O-]/C(=C\C(=O)C)/C.[O-]/C(=C\C(=O)C)/C.[Fe+3]
• InChI: InChI=1S/3C5H8O2.Fe/c3*1-4(6)3-5(2)7;/h3*3,6H,1-2H3;/q;;;+3/p-3
• InChIKey: AQBLLJNPHDIAPN-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: iron(3+) ion tris(4-oxopent-2-en-2-olate); iron(3+) ion tris((2Z)-4-oxopent-2-en-2-olate)
• IUPAC Traditional name: ferric iron tris(4-oxopent-2-en-2-olate); iron(3+) ion tris((2Z)-4-oxopent-2-en-2-olate)
• Synonyms: FERRIC ACETYLACETONATE; Iron(III) acetylacetonate; Tris(acetylacetonato)iron(III); Iron(III) 2,4-pentanedionate; 乙酰丙酮铁(III)

Database IDs

• CAS Number: 14024-18-1
• EC Number: 237-853-5
• MDL Number: MFCD00000020
• Beilstein Number: 4157960
• PubChem SID: 162093428
• PubChem CID: 5483663

CALCULATED PROPERTIES

• Acid pKa: 9.890059
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.34448203
• LogD (pH = 7.4): 0.34309724
• Log P: 0.3444997
• Molar Refractivity: 39.1896 cm^3
• Polarizability: 10.113493 Å^3
• Polar Surface Area: 40.13 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: ca 183°C dec.

Safety Information

• RTECS: NO8960000
• European Hazard Symbols: Nature polluting (N); X; Irritant (Xi)
• Risk Statements: 22-36; R:36/37/38-58
• Safety Statements: 26-36-60; S:20-25-26-29-37/39-61
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H319
• GHS Precautionary statements: P280-P301+P310-P305+P351+P338-P321-P405-P501A

DETAILS

MP Biomedicals - 05203179

MP Biomedicals Rare Chemical collection

REFERENCES

• In combination with Na metal at room temperature in benzene, cyano groups are cleaved from alkyl nitriles to give the corresponding hydrocarbons: J. Am. Chem. Soc., 93, 7113 (1971).
• Catalyst for the coupling of Grignard reagents with aryl halides: J. Am. Chem. Soc., 124, 13856 (2002); Org. Lett., 6, 1227 (2004), with vinyl sulfones to give alkenes: Tetrahedron Lett., 23, 2469 (1982); Tetrahedron, 44, 111 (1988), and with acyl halides to give ketones in good yield: Tetrahedron Lett., 25, 4805 (1984).Alkenyl halides couple with aryl Grignards to give 1-aryl alkenes: Synlett, 1901 (2001). For leading references and improved reaction conditions for the coupling of alkyl and aryl Grignards with a varirtety of enol triflates and acid chlorides, and also for selective monoalkylation of dichlroarenes and heteroarenes, see: J. Org. Chem., 69, 3743 (2004).
• Catalyzes the nitration of non-activated arenes, e.g. halogenobenzenes, and moderately activated arenes, e.g. alkylbenzenes and naphthalenes under non-acidic, non-aqueous conditions with NO₂ in the presence of O₂; no nitration occurs in the absence of the Fe(III) catalyst: J. Chem. Soc., Perkin 1, 2385 (1996).