Ferrocenecarboxylic acid

Ferrocenecarboxylic acid Basic information
Product Name:Ferrocenecarboxylic acid
Synonyms:FERROCENE MONOCARBOXYLIC ACID;FERROCENE, CARBOXY-;FERROCENECARBOXYLIC ACID;FERROENECARBOXYLIC ACID;Ferrocenemonocarboxylicacid,min.97%;FERROCENECARBOXYLIC ACID (controlled chemical);Ferrocene monocarboxylic acid, min. 97%;Ferrocenecarboxylic acid,97%
CAS:1271-42-7
MF:C11H10FeO210*
MW:230.04
EINECS:215-040-6
Product Categories:metallocene;Pyridines ,Heterocyclic Acids;Piperazine derivates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Ferrocene series;bc0001;1271-42-7
Mol File:1271-42-7.mol
Ferrocenecarboxylic acid Structure
Ferrocenecarboxylic acid Chemical Properties
Melting point 210 °C (dec.)(lit.)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
form crystal
color yellow
Water Solubility Insoluble in water.
Exposure limitsACGIH: TWA 1 mg/m3
NIOSH: TWA 1 mg/m3
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference1271-42-7(CAS DataBase Reference)
NIST Chemistry ReferenceFerrocene carboxylic acid(1271-42-7)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22
Safety Statements 37/39-26
WGK Germany 3
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ferrocenecarboxylic acid Usage And Synthesis
Chemical Propertiesdark brown powder
UsesFerrocenecarboxylic acid is used to esterify complex mixtures of phenols and alcohols for analysis by GCMS. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.
Purification MethodsIt crystallises as yellow crystals from pet ether (m 225-230odec), CHCl3 (m 208.5odec), toluene/pet ether (m 195-205odec), or aqueous ethanol. [Matsue et al. J Am Chem Soc 107 3411 1985.] The acid chloride m 49o crystallises from pentane, and has max at 458nm [Lau & Hart J Org Chem 24 280 1959]. The methyl ester crystallises from aqueous MeOH with m 70-71o. The anhydride has m 143-145o when recrystallised from pet ether [Acton & Silverstein J Org Chem 24 1487 1959]. The amide has m 168-170o when crystallised from CHCl3/Et2O or m 167-169o when crystallised from *C6H6/MeOH. [Arimoto & Haven J Am Chem Soc 77 6295 1955, Benkeser et al. J Am Chem Soc 76 4025 1954.] [Beilstein 16 IV 1807.]
Ferrocenecarboxylic acid Preparation Products And Raw materials
Raw materialsFerrocenemethanol-->Ferrocenecarboxaldehyde
Preparation ProductsN-SUCCINIMIDYL FERROCENECARBOXYLATE-->Chlorocarbonyl ferrocene
Cyclopentanemethanol (R)-2-METHYLPENTANOL 1,1'-FERROCENEDICARBOXYLIC ACID Ferrocene Ethyl 2-(Chlorosulfonyl)acetate Acetylferrocene Ascoric Acid Ferrocenecarboxylic acid tert-Butylferrocene 1,1''-([4,4'-BIPIPERIDINE]-1,1'-DIYLDICARBONYL)BIS[1'-(METHOXYCARBONYL) FERROCENE] Aminoferrocene 2-METHYLVALERIC ACID ETHYNYLFERROCENE N-SUCCINIMIDYL FERROCENECARBOXYLATE Cyclopentanecarboxylic acid 2-Ethylbutyric acid 2-METHYLVALERIC ACID FEPRAZONE

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