| Identification | Back Directory | [Name]
1,1'-FERROCENEDICARBOXYLIC ACID | [CAS]
1293-87-4 | [Synonyms]
1,1'-DICARBOXYFERROCENE
1,1′-Biscarboxylferrocene
Ferrocene, 1,1'-dicarboxy-
1,1'-FERROCENDICARBONSAEURE
Ferrocene dicarboxylic acid
1,1-Ferrocnedocarboxylic Acid
1,1-Ferrpemedocarboxylic Acid
1,1'- twocarboxyltwoferrocene
1,1'-FerrocenediCarbocylic acid
1,1'-FERROCENEDICARBOXYLIC ACID
FERROCENE-1,1'-DICARBOXYLIC ACID
BIS(CARBOXYCYCLOPENTADIENYL)IRON
1,1′-Ferrocenedicarboxylic acid 96%
1,1'-Ferrocenedicarboxylic acid ,97%
1,1'-Ferrocenedicarboxylic acid, 96+%
1,1′-Ferrocenedicarboxylic acid, >=98%
1,1'-Ferrocenedicarboxylicacid,min.96%
1,1''-FERROCENE DICARBOXYLIC ACID, MIN. 96%
Bis(carboxycyclopentadienyl) Iron
1,1'-Dicarboxyferrocene | [EINECS(EC#)]
215-068-9 | [Molecular Formula]
C12H10FeO4 10* | [MDL Number]
MFCD00001423 | [MOL File]
1293-87-4.mol | [Molecular Weight]
274.05 |
| Chemical Properties | Back Directory | [Appearance]
dark brown powder | [Melting point ]
≥300 °C(lit.)
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO, Ethyl Acetate (Very Slightly, Heated, Sonicated) | [form ]
crystal | [color ]
orange | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Insoluble | [Exposure limits]
ACGIH: TWA 1 mg/m3
NIOSH: TWA 1 mg/m3 | [InChI]
InChI=1S/2C6H5O2.Fe/c2*7-6(8)5-3-1-2-4-5;/h2*1-4H,(H,7,8); | [InChIKey]
ISVVAJYTLASNEJ-UHFFFAOYSA-N | [SMILES]
[C]1([CH][CH][CH][CH]1)C(=O)O.[C]1([CH][CH][CH][CH]1)C(=O)O.[Fe] |^1:0,1,2,3,4,8,9,10,11,12| | [CAS DataBase Reference]
1293-87-4 | [NIST Chemistry Reference]
1,1'-Ferrocenedicarboxylic acid(1293-87-4) |
| Hazard Information | Back Directory | [Chemical Properties]
dark brown powder | [Uses]
Reactant for preparation of:
- Planar chiral ferrocene-based amido-phosphine ligands as catalysts for asymmetric allylic alkylation reactions
- Potential antitumor agents
- Isostructural ferrocenyl coordination polymer hollow microspheres with H2 storage properties
- Prganometallic aromatic polyesters
- Manganese-lanthanide-ferrocene clusters
| [reaction suitability]
core: iron
reagent type: catalyst | [Synthesis]
1,1'-Ferrocenecarboxylic acid can be prepared by hydrolyzing its diester Fe(C5H4CO2R)2 (R = Me, Et), which in turn can be prepared by reacting the sodium salt of a cyclopentadienyl carboxylate with ferrous chloride. | [Purification Methods]
It crystallises in orange-yellow crystals from AcOH and sublimes above 230o. The monomethyl ester has m 147-149o [Nesmeyanov & Reutov Dokl Acad Nauk USSS 115 518 1957]. The dimethyl ester has m 114-115o [Woodward et al. J Am Chem Soc 74, 3458 1953]. The diacid chloride has m 92-93o when recrystallised from pet ether. [Nesmeyanov & Reutov Dokl Acad Nauk SSSR 120 1267 1958, Kazitsyna et al. Dokl Acad Nauk SSSR 127 333 1959, Beilstein 16 IV 1811.] |
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