λ2-iron(2+) ion bis(cyclopenta-2,4-dien-1-ide)

• ChemBase ID: 127413
• Molecular Formular: C10H10Fe
• Molecular Mass: 186.0314
• Monoisotopic Mass: 186.01318782
• SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2]
• InChI: InChI=1S/2C5H5.Fe/c2*1-2-4-5-3-1;/h2*1-5H;/q2*-1;+2
• InChIKey: KTWOOEGAPBSYNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion bis(cyclopenta-2,4-dien-1-ide)
• IUPAC Traditional name: λ^2-iron(2+) ion bis(cyclopentadienide)
• Synonyms: Bis(cyclopentadienyl)iron; Di(cyclopentadienyl)iron; Ferrocene; dicyclopentadienyl iron; Ferrocene; 二环戊二烯铁; 双环戊二烯基铁; 二茂铁

Database IDs

• CAS Number: 102-54-5
• EC Number: 203-039-3
• MDL Number: MFCD00001427
• PubChem SID: 24894802; 24869986; 162221734
• PubChem CID: 7611; 11985121
• CHEBI ID: 30672
• Chemspider ID: 7329
• Unique Ingredient Identifier: U96PKG90JQ
• Wikipedia Title: Ferrocene

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

• Solubility: Insoluble in water, soluble in most organic solvents
• Apperance: light orange powder
• Melting Point: 172.5 °C; 172-174 °C(lit.); 172-175 °C
• Boiling Point: 249 °C; 249 °C(lit.)
• Density: 1.107 g/cm^3 (0°C), 1.490 g/cm^3 (20 °C)
• Vapor Pressure: 0.03 mmHg ( 40 °C)
• Absorption Wavelength: λmax 358 nm

Safety Information

• RTECS: LK0700000
• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 1325
• German water hazard class: 2
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11-22
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H302
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2

Product Information

• Purity: ≥98.0% (Fe); 98%
• Grade: purum
• Linear Formula: Fe(C5H5)2

DETAILS

Sigma Aldrich - F408

Application
Synthetic reagent used as as a source of useful ferrocene derivatives, including most substituted ferrocenes and precursor of substituted cyclopentadienes and cyclopentanes; the derived ferrocenium salts find use as mild oxidants; replacement of one ring by arenes yields cationic complexes which undergo nucleophilic addition and substitution at the arene ring, leading to substituted arenes.
Packaging
5, 100, 500 g in glass bottle