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Ferrocenecarboxylic acid

CAS No.
1271-42-7
Chemical Name:
Ferrocenecarboxylic acid
Synonyms
FEPRAZONE;CARBOXYFERROCENE;Ferocene monocarboxylic acid;Ferroncene Monocarboxylic Acid;Cyclopentadienecarboxylic acid;cyclopenta-2,4-diene-1-carboxylic acid;(CARBOXYCYCLOPENTADIENYL)-CYCLOPENTADIENYLIRON;JACS-1271-42-7;Ferrocenoic acid;Carboxylferrocene
CBNumber:
CB3215027
Molecular Formula:
C11H10FeO210*
Molecular Weight:
230.04
MDL Number:
MFCD00001430
MOL File:
1271-42-7.mol
MSDS File:
SDS
Last updated:2024-11-04 20:04:50

Ferrocenecarboxylic acid 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 limits ACGIH: TWA 1 mg/m3
NIOSH: TWA 1 mg/m3
Stability Stable. Incompatible with strong oxidizing agents.
InChI InChI=1S/C6H5O2.C5H5.Fe/c7-6(8)5-3-1-2-4-5;1-2-4-5-3-1;/h1-4H,(H,7,8);1-5H;
InChIKey VUJLGCHOGQEAED-UHFFFAOYSA-N
SMILES [C]1(C(=O)O)[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.[Fe] |^1:0,4,5,6,7,8,9,10,11,12|
CAS DataBase Reference 1271-42-7(CAS DataBase Reference)
NIST Chemistry Reference Ferrocene carboxylic acid(1271-42-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280g-P305+P351+P338
Hazard Codes  Xn
Risk Statements  36/37/38-22
Safety Statements  37/39-26
WGK Germany  3
HS Code  29319090
NFPA 704
0
2 0

Ferrocenecarboxylic acid price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 106887 Ferrocenecarboxylic acid 97% 1271-42-7 1g $46.8 2023-06-20 Buy
Sigma-Aldrich 106887 Ferrocenecarboxylic acid 97% 1271-42-7 10g $241 2023-06-20 Buy
Alfa Aesar A16874 Ferrocenecarboxylic acid, 98% 1271-42-7 1g $44.2 2023-06-20 Buy
Alfa Aesar A16874 Ferrocenecarboxylic acid, 98% 1271-42-7 5g $143 2023-06-20 Buy
Strem Chemicals 26-1900 Ferrocene monocarboxylic acid, min. 97% 1271-42-7 1g $46 2024-03-01 Buy
Product number Packaging Price Buy
106887 1g $46.8 Buy
106887 10g $241 Buy
A16874 1g $44.2 Buy
A16874 5g $143 Buy
26-1900 1g $46 Buy

Ferrocenecarboxylic acid Chemical Properties,Uses,Production

Description

Ferrocenecarboxylic acid is a metal-organic compound characterized by connecting two ferrocene molecules through a carboxy ligand. Notably, ferrocene is a stable yet highly reactive metal-organic compound that has been extensively researched due to its potential applications in catalysis, materials science, and medicine. It serves as a catalyst in catalysis, facilitating the synthesis of diverse compounds through polymerization, oxidation, and reduction reactions. In materials science, it acts as a fundamental molecular building block for synthesizing polymers and nanomaterials. Although the precise mechanism of action of Ferrocenecarboxylic acid remains fully elucidated, it is believed that the carboxy ligand binds to the ferrocene molecules, forming a stable complex. This complex, in turn, engages with other molecules, including proteins, to facilitate various reactions[1-2].

Chemical Properties

dark brown powder

Uses

Ferrocenecarboxylic 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 Methods

It 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.]

References

[1] C. Pess?a, L. Kubota, Y. Gushikem. “Ferrocenecarboxylic acid adsorbed on Nb2O5 film grafted on a SiO2 surface: NADH oxidation study.” Electrochimica Acta 46 1 (2001): 2499–2505.
[2] H. Tsukube, S. Shinoda, H. Fukui. “Synergistic binding and chirality sensing of unprotected amino acids with ferrocenecarboxylic acid–crown ether conjugate.” Tetrahedron Letters 42 1 (2001): 7583–7585.

102-54-5
124-38-9
1271-42-7
Synthesis of Ferrocenecarboxylic acid from Ferrocene and Carbon dioxide

Ferrocenecarboxylic acid Preparation Products And Raw materials

Global( 351)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Ferrocenecarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ferrocenecarboxylic acid pictures 2024-11-27 Ferrocenecarboxylic acid
1271-42-7
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
Ferrocenecarboxylic acid pictures 2024-11-04 Ferrocenecarboxylic acid
1271-42-7
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
ferrocenecarboxylic acid pictures 2024-10-25 ferrocenecarboxylic acid
1271-42-7
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
FERROCENE MONOCARBOXYLIC ACID FERROCENE, CARBOXY- FERROCENECARBOXYLIC ACID FERROENECARBOXYLIC ACID Ferrocenemonocarboxylicacid,min.97% FERROCENECARBOXYLIC ACID (controlled chemical) Ferrocene monocarboxylic acid, min. 97% Ferrocenecarboxylic acid,97% Ferrocenecarboxylic acid ,98% Ferrocenecarboxylic acid 97% Cyclopentadienecarboxylic acid ferrocenoic acid Ferrocenecarboxylic acid≥ 99% (HPLC) Ferrocenecarboxylic acid puruM, >=97.0% (Fe) Carboxylferrocene Ferrocenoic acid Ferrocenecarboxylic acid, >=99% FerrocenecarboxyL JACS-1271-42-7 FerrocenecarboxylicAcid> Ferrocenecarboxylic acid ISO 9001:2015 REACH Ferrocene, carboxy- (9CI) (CARBOXYCYCLOPENTADIENYL)-CYCLOPENTADIENYLIRON CARBOXYFERROCENE Ferroncene Monocarboxylic Acid Ferocene monocarboxylic acid FEPRAZONE Cyclopentadienecarboxylic acid cyclopenta-2,4-diene-1-carboxylic acid errocenecarboxylic acid 1271-42-7 HOOCC5H4FeC5H5 C11H10FeO2 Catalysis and Inorganic Chemistry metallocene Pyridines ,Heterocyclic Acids Piperazine derivates Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts Ferrocene series bc0001 1271-42-7