(2-acetylcyclopenta-2,4-dien-1-yl)(cyclopenta-2,4-dien-1-yl)iron

• ChemBase ID: 295273
• Molecular Formular: C12H12FeO
• Molecular Mass: 228.06808
• Monoisotopic Mass: 228.0237525
• SMILES: CC(=O)C1=CC=CC1[Fe]C1C=CC=C1
• Canonical SMILES: CC(=O)C1=CC=CC1[Fe]C1C=CC=C1
• InChI: InChI=1S/C7H7O.C5H5.Fe/c1-6(8)7-4-2-3-5-7;1-2-4-5-3-1;/h2-5H,1H3;1-5H
• InChIKey: PHMAOJNZIFULOG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-acetylcyclopenta-2,4-dien-1-yl)(cyclopenta-2,4-dien-1-yl)iron
• IUPAC Traditional name: 1-acetylferrocene
• Synonyms: (Acetylcyclopentadienyl)cyclopentadienyliron; Ferrocenyl methyl ketone; 1-Acetylferrocene; 1-乙酰基二茂铁

Database IDs

• CAS Number: 1271-55-2
• EC Number: 215-043-2
• MDL Number: MFCD00001432
• PubChem SID: 180680804
• PubChem CID: 228207

CALCULATED PROPERTIES

• Acid pKa: 12.309635
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.303
• LogD (pH = 7.4): 2.3029947
• Log P: 2.303
• Molar Refractivity: 57.5221 cm^3
• Polarizability: 23.469948 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 79-86°C
• Boiling Point: 160-163°C/4mm

Safety Information

• RTECS: OB3700000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: UN3467
• Hazard Class: 6.1
• Packing Group: II
• Risk Statements: 24-28
• Safety Statements: 20-27/28-36/37-45-60
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H300-H310
• GHS Precautionary statements: P280-P301+P310-P361-P302+P350-P405-P501A

Product Information

• Purity: 97%

REFERENCES

• A procedure for the conversion of methyl ketones to terminal acetylenes is exemplified by reaction with POCl₃ - DMF to give (2-formyl-1-chlorovinyl)ferrocene which, by elimination with NaOH, affords ethynylferrocene: J. Organomet. Chem., 6, 173 (1966); Org. Synth. Coll., 9, 411 (1998).