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Ferrocenecarboxaldehyde

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Ferrocenecarboxaldehyde Basic information

Product Name:
Ferrocenecarboxaldehyde
Synonyms:
  • formyl-ferrocen
  • CYCLOPENTADIENYL(FORMYL-CYCLOPENTADIENYL)IRON
  • FERROCENEALDEHYDE
  • FERROCENECARBALDEHYDE
  • FERROCENECARBOXALDEHYDE
  • FORMYLFERROCENE
  • Ferrocenecarboxaldehyde,min.98%
  • Ferrocene, formyl-
CAS:
12093-10-6
MF:
C11H10FeO10*
MW:
214.04
EINECS:
235-158-1
Product Categories:
  • Acylation Reagents
  • Electrochemical
  • Aldehydes
  • Analytical Reagents
  • Analytical/Chromatography
  • Building Blocks
  • C10-C12
  • Carbonyl Compounds
  • Chemical Synthesis
  • Derivatization Reagents
  • Derivatization Reagents HPLC
  • Organic Building Blocks
  • UV-VIS
  • Pyridines ,Heterocyclic Acids
  • Aromatic Aldehydes & Derivatives (substituted)
  • Ferrocene series
  • metallocene
Mol File:
12093-10-6.mol
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Ferrocenecarboxaldehyde Chemical Properties

Melting point:
118-120 °C (lit.)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Crystalline Powder or Crystals or Crystals
color 
Orange to red to brown
Water Solubility 
INSOLUBLE
Sensitive 
Air Sensitive
λmax
314nm(DMF aq.)(lit.)
Exposure limits
ACGIH: TWA 1 mg/m3
NIOSH: TWA 1 mg/m3
Stability:
Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry System
Ferrocenecarboxaldehyde (12093-10-6)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29319090

MSDS

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Ferrocenecarboxaldehyde Usage And Synthesis

Chemical Properties

crystalline solid

Uses

Ferrocenecarboxaldehyde, is used to prepare chiral ferrocene aziridinylmethanols for selective azomethine ylide cycloaddtion. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals.

Purification Methods

It forms red crystals from heptane/CH2Cl2, EtOH or pet ether and sublimes at 70o/1mm. The cyanohydrin has m 104o (from *C6H6/EtOH). The semicarbazone has m 217-219o(dec) after recrystallisation from aqueous EtOH. The oxime provides two isomers from pet ether viz m 96-99o and m 155o. The O-acetyloxime has m 80-81o after recrystallisation from hexane [Lindsay & Hauser J Org Chem 22 355 1957]. The 2,4-dinitrophenylhydrazone has m 248o(dec). [Beilstein 16 IV 1798, Graham et al. J Am Chem Soc 79 3416 1957, Broadhead et al. J Chem Soc 650 1958.]

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