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1,1'-Ferrocenedicarboxylic acid
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Fc(CO2H)2.svg 120 Ferrocene-1,1′-dicarboxylic acid 1293-87-4 198591 215-068-9 16211180 1S/2C6H5O2.Fe/c2*7-6(8)5-3-1-2-4-5;/h2*1-4H,(H,7,8); ISVVAJYTLASNEJ-UHFFFAOYSA-N [CH]1[CH][CH][C]([CH]1)C(=O)O.[CH]1[CH][CH][C]([CH]1)C(=O)O.[Fe]
12 10 4 1 yellow solid 1.769 g/cm310.1107/S0567740879010906 The crystal and molecular structure of 1,1'-ferrocenedicarboxylic acid (Triclinic modification): Neutron and X-ray diffraction studies at 78 K and 298 K 1979 Takusagawa F. Koetzle T. F. Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry 35 12 2888–2896 1808/17822 free C&L Inventory https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/70456 echa.europa.eu 14 October 2022 07 Warning 315 319 335 Ferrocenecarboxylic acid
1,1'-Ferrocenedicarboxylic acid is the organoiron compound with the formula Fe(C5H4CO2H)2. It is the simplest dicarboxylic acid derivative of ferrocene. It is a yellow solid that is soluble in aqueous base. The 1,1' part of its name refers to the location of the carboxylic acid groups on separate rings.
It can be prepared by hydrolysis of its diesters Fe(C5H4CO2R)2 (R = Me, Et), which in turn are obtained by treatment of ferrous chloride with the sodium salt of the carboxyester of cyclopentadienide (C5H4CO2R)-. Ferrocenedicarboxylic acid is the precursor to many derivatives such as the diacid chloride, the diisocyanate, the diamide, and diamine, respectively, Fe(C5H4COCl)2, Fe(C5H4NCO)2, Fe(C5H4CONH2)2, and Fe(C5H4NH2)2.10.1021/om4004972 Large-Scale Preparation of 1,1′-Ferrocenedicarboxylic Acid, a Key Compound for the Synthesis of 1,1′-Disubstituted Ferrocene Derivatives 2013 Petrov Alex R. Jess Kristof Freytag Matthias Jones Peter G. Tamm Matthias Organometallics 32 20 5946–5954
Derivatives of ferrocenedicarboxylic acid are components of some redox switches and redox active coatings.10.1021/la011101t Characterization of Indium−Tin Oxide Interfaces Using X-ray Photoelectron Spectroscopy and Redox Processes of a Chemisorbed Probe Molecule: Effect of Surface Pretreatment Conditions 2002 Donley Carrie Dunphy Darren Paine David Carter Chet Nebesny Ken Lee Paul Alloway Dana Armstrong Neal R. Langmuir 18 2 450–457 10.1021/bk-2006-0928.ch027 Peptide Films on Surfaces: Preparation and Electron Transfer Metal-Containing and Metallosupramolecular Polymers and Materials ACS Symposium Series 2006 Orlowski G. A. Kraatz H. B. 928 392–400 9780841239296
Related compounds
Ferrocenecarboxylic acid
References
Category:Ferrocenes
Category:Cyclopentadienyl complexes
Category:Dicarboxylic acids
Category:Aromatic acids