Ferrocenecarboxaldehyde

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;metallocene;Aromatic Aldehydes & Derivatives (substituted);Ferrocene series
Mol File:12093-10-6.mol
Ferrocenecarboxaldehyde Structure
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
λmax314nm(DMF aq.)(lit.)
Exposure limitsACGIH: TWA 1 mg/m3
NIOSH: TWA 1 mg/m3
Stability:Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry SystemFerrocenecarboxaldehyde (12093-10-6)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
TSCA Yes
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ferrocenecarboxaldehyde Usage And Synthesis
Chemical Propertiescrystalline solid
UsesFerrocenecarboxaldehyde, 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 MethodsIt 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.]
Ferrocenecarboxaldehyde Preparation Products And Raw materials
Preparation ProductsFerrocenemethanol-->Ferrocenecarboxylic acid-->ETHYNYLFERROCENE
(3,5,5-TRIMETHYLHEXANOYL)-FERROCENE 1,1'-DIBUTYRYLFERROCENE 1,1'-DIBENZOYLFERROCENE 3-FERROCENOYLPROPIONIC ACID Acetylferrocene Chlorocarbonyl ferrocene 1,1''-([4,4'-BIPIPERIDINE]-1,1'-DIYLDICARBONYL)BIS[1'-(METHOXYCARBONYL) FERROCENE] Aminoferrocene pig iron Hematite 1,1'-Diacetylferrocene (HYDRAZINOCARBONYL)FERROCENE N-SUCCINIMIDYL FERROCENECARBOXYLATE Propionylferrocene (6-BROMO-1-OXOHEXYL)FERROCENE 1,1'-Dimethylferrocenecarboxaldehyde 1'-(Aminocarbonyl)-1,2,3,4,5-pentaphenyl-ferrocene CAST IRON

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