| | Identification | Back Directory |  | [Name] 
 Ferrocenecarboxaldehyde
 |  | [CAS] 
 12093-10-6
 |  | [Synonyms] 
 formyl-ferrocen
 FORMYLFERROCENE
 FERROCENEALDEHYDE
 Ferrocene, formyl-
 Ferrocenecarboxaldeh
 FERROCENECARBALDEHYDE
 FERROCENECARBOXALDEHYDE
 Ferrocene Carboxyaldehyde
 Ferrocenecarboxaldehyde 98%
 Ferrocenecarboxaldehyde,98%
 Ferrocenecarboxaldehyde,min.98%
 Ferrocenecarboxaldehyde, 98% 5GR
 Ferrocene carboxaldehyde, min. 98%
 CYCLOPENTADIENYL(FORMYL-CYCLOPENTADIENYL)IRON
 Ferrocenecarboxaldehyde,Cyclopentadienyl(formylcyclopentadienyl)iron
 Ferrocenecarboxaldehyde                         SynonyMs  Cyclopentadienyl(forMylcyclopentadienyl)iron
 |  | [EINECS(EC#)] 
 235-158-1
 |  | [Molecular Formula] 
 C11H10FeO 10*
 |  | [MDL Number] 
 MFCD00001429
 |  | [MOL File] 
 12093-10-6.mol
 |  | [Molecular Weight] 
 214.04
 | 
 | Chemical Properties | Back Directory |  | [Appearance] 
 crystalline solid
 |  | [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
 |  | [Stability:] 
 Stable. Incompatible with strong oxidizing agents.
 |  | [Water Solubility ] 
 INSOLUBLE
 |  | [Sensitive ] 
 Air Sensitive
 |  | [λmax] 
 314nm(DMF aq.)(lit.)
 |  | [Exposure limits] 
 ACGIH: TWA 1 mg/m3
 NIOSH: TWA 1 mg/m3
 |  | [InChI] 
 InChI=1S/C6H5O.C5H5.Fe/c7-5-6-3-1-2-4-6;1-2-4-5-3-1;/h1-5H;1-5H;
 |  | [InChIKey] 
 UQTCQJVPLIVCAX-UHFFFAOYSA-N
 |  | [SMILES] 
 [C]1(C=O)[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.[Fe] |^1:0,3,4,5,6,7,8,9,10,11|
 |  | [EPA Substance Registry System] 
 Ferrocene, formyl-(12093-10-6)
 | 
 | Hazard Information | Back Directory |  | [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.
 |  | [reaction suitability] 
 core: iron
 reagent type: catalyst
 |  | [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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