59568-28-4

Usage

Uses

Used in Paint and Coatings Industry:
BIS(TETRAMETHYLCYCLOPENTADIENYL)IRON is used as a catalyst for alkyd paint drying for its ability to mediate auto-oxidation reactions. This application enhances the curing process and improves the overall performance of the paint, leading to better durability and appearance.
Used in Photochemistry:
BIS(TETRAMETHYLCYCLOPENTADIENYL)IRON serves as an electron donor in photoinduced electron-transfer reduction reactions, which are controlled by conformational distortion. This property makes it a valuable component in the development of advanced photochemical processes and materials.
Used in Sensor Technology:
BIS(TETRAMETHYLCYCLOPENTADIENYL)IRON is employed as an electrocatalytical hydrogen peroxide and glucose sensor. Its sensitivity and selectivity in detecting these molecules make it a promising candidate for the development of efficient and accurate sensors in various applications, including medical diagnostics and environmental monitoring.
Used in Porphyrin Chemistry:
BIS(TETRAMETHYLCYCLOPENTADIENYL)IRON is utilized for interand intramolecular quenching of the lowest singlet excited state of porphyrins. This application is significant in the study and manipulation of porphyrin-based materials, which have potential uses in areas such as solar energy conversion, catalysis, and photodynamic therapy.

InChI:InChI=1/2C9H13.Fe/c2*1-6-5-7(2)9(4)8(6)3;/h2*5H,1-4H3;

Upstream product

• 386708-10-7 tetramethylcyclopentadienyllithium 
• 4249-10-9 1,2,3,4-tetramethylcyclopenta-1,3-diene 
• 7789-46-0 iron(II) bromide 

Downstream Products

• 121192-65-2 octamethylferrocenium(III) tetrafluoroborate 
• 121192-67-4 octamethylferrocenium(III) perfluoro-7,7,8,8-tetracyano-p-quinodimehane radical anion 
• 120557-41-7 octamethylferrocenium(III) tetracyanoethylene radical anion 
• 121210-58-0 octamethylferrocenium(III) 2,3-dichloro-5,6-dicyanobenzoquinone radical anion 
• 120551-18-0 octamethylferrocenium(III) 7,7,8,8-tetracyano-p-quinodimethane radical anion 
• 128925-12-2 1-formyl-2,2′,3,3′,4,4′5,5′-octamethylferrocene 
• 65253-90-9 Fe(η(5)-C5Me4H)2(1+) 
• 7732-18-5 water 
• 1384437-40-4 ((CH₃)4C₅H)2Fe⁽¹⁺⁾*C₃F₇CO₂^(1-)=[((CH₃)4C₅H)2Fe][C₃F₇CO₂] 
• 1384437-34-6 ((CH₃)4C₅H)2Fe⁽¹⁺⁾*CF₃CO₂^(1-)=[((CH₃)4C₅H)2Fe][CF₃CO₂] 
• 1384437-37-9 ((CH₃)4C₅H)2Fe⁽¹⁺⁾*C₂F₅CO₂^(1-)=[((CH₃)4C₅H)2Fe][C₂F₅CO₂] 
• 104215-32-9 Mn(η(5)-C5HMe4)(CO)3 
• 1423187-15-8 [(C₅Me₄H)Fe(μ-C₅Me₄H)Fe(C₅Me₄H)]BF₄ 

Relevant academic research and scientific papers

1,1′-Diacetyloctamethylferrocene: An overlooked and overdue synthon leading to the facile synthesis of an octamethylferrocenophane

This paper describes the facile preparation of 1,1′-diacetyloctamethylferrocene (2) by acylation of octamethylferrocene (1) with acetyl chloride. Chloroformylation with POCl3/DMF of 2 affords a variety of products, including 1,1′-bis-(1-chlorovinyl)octamethylferrocene (3b) in high yield. Compound 3b cyclises in aqueous sodium hydroxide/DMF to an octamethyl[1,4]-ferrocenophane bearing a 1-dimethylaminobuta-1,3-diene-handle (4).

Tuning of Oxidation Potential of Ferrocene for Ratiometric Redox Labeling and Coding of Nucleotides and DNA

Three sets of 7-deazaadenine and cytosine nucleosides and nucleoside triphosphates bearing either unsubstituted ferrocene, octamethylferrocene and ferrocenecarboxamide linked through an alkyne tether to position 7 or 5, respectively, were designed and synthesized. The modified dNFcXTPs were good substrates for KOD XL DNA polymerase in primer extension and were used for enzymatic synthesis of redox-labelled DNA probes. Square-wave voltammetry showed that the octamethylferrocene oxidation potential was shifted to lower values, whilst the ferrocenecarboxamide was shifted to higher potentials, as compared to ferrocene. Tailed PEX products containing different ratios of Fc-labelled A (dAFc) and FcPa-labelled C (dCFcPa) were synthesized and hybridized with capture oligonucleotides immobilized on gold electrodes to study the electrochemistry of the redox-labelled DNA. Clearly distinguishable, fully orthogonal and ratiometric peaks were observed for the dAFc and dCFcPa bases in DNA, demonstrating their potential for use in redox coding of nucleobases and for the direct electrochemical measurement of the relative ratio of nucleobases in an unknown sequence of DNA.

NMR Spectroscopy on Paramagnetic Complexes, XXVII. Paramagnetic 1,1',2,2',3,3',4,4'-Octamethylmetallocenes

The tetramethylated cyclopentadienyl anion has been prepared from tiglinic acid and reacted with solvated metal(II) chlorides to give new octamethylmetallocenes (Me4cp)2M.For M = V, Cr, Co and Ni the paramagnetic 1H and 13C spectra have been recorded.The NMR data prove the molecular structure and show that all methyl groups rotate almost freely.The methyl proton resonance of the nickelocene may serve as a probe for the adjustment of metallocene properties by ring substitution.Based on qualitative MO arguments the correlation of electron spin densities and paramagnetic shifts lead to an understanding of the signal splitting of cobaltocenes.From the electronic point of view the octamethylmetallocenes may be regarded as being invers to 1,1'-dimethylmetallocenes. - Key words: Octamethylmetallocenes, Paramagnetic 1H/13C NMR