bis(cyclopenta-2,4-dien-1-ide); diironbis(ylium); tetrakis(methanidylidyneoxidanium)

• ChemBase ID: 149708
• Molecular Formular: C14H10Fe2O4
• Molecular Mass: 353.9168
• Monoisotopic Mass: 353.9277838
• SMILES: [C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].C1=C[CH-]C=C1.C1=C[CH-]C=C1.[Fe+][Fe+]
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Fe+][Fe+]
• InChI: InChI=1S/2C5H5.4CO.2Fe/c2*1-2-4-5-3-1;4*1-2;;/h2*1-5H;;;;;;/q2*-1;;;;;2*+1
• InChIKey: UMTRWAYNCDKJHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(cyclopenta-2,4-dien-1-ide); diironbis(ylium); tetrakis(methanidylidyneoxidanium)
• IUPAC Traditional name: tetrakis(carbon monoxide); bis(cyclopentadienide); diironbis(ylium)
• Synonyms: Dicarbonylcyclopentadienyliron dimer; Dicyclopentadienyliron dicarbonyl dimer; Tetracarbonylbis(cyclopentadienyl)diiron; Bis(cyclopentadienyl)tetracarbonyl-diiron; Di(cyclopentadienyl)tetracarbonyl-diiron; Cyclopentadienyl iron(II) dicarbonyl dimer; 双(环戊二烯基)四羰基二铁; 环戊基铁(II)二羰基二聚体; 二羰基环戊二烯基铁二聚物

Database IDs

• CAS Number: 12154-95-9
• EC Number: 235-276-3
• MDL Number: MFCD00001436
• PubChem SID: 24853500; 24857869; 162243870
• PubChem CID: 71311423

CALCULATED PROPERTIES

• Acid pKa: 16.226988
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.499
• LogD (pH = 7.4): 1.499
• Log P: 2.248
• Molar Refractivity: 21.715 cm^3
• Polarizability: 8.791516 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 194 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 3466
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H332
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3466 6.1/PG 3

Product Information

• Purity: ≥97.0% (Fe); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C14H10Fe2O4

DETAILS

Sigma Aldrich - 225487

Application
Dinuclear metal carbonyl catalyst for a variety of carbon-carbon bond forming reactions; radical initiator; precursor to alkyland acyliron complexes useful in organic synthesis.
Packaging
25, 125 g in glass bottle

Sigma Aldrich - 29671

Other Notes
Organometallic reagent. Preparation of a methylene transfer reagent1