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ferrocenylmethyl acrylate

CAS No.: 31566-60-6
Formula: C14H5FeO2
Molecular Weight: 261.03300
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What is ferrocenylmethyl acrylate

**Introduction to Ferrocenylmethyl Acrylate** Ferrocenylmethyl acrylate is a unique organometallic monomer combining the redox-active ferrocene group with an acrylate functionality. This compound is widely used in polymer chemistry to create stimuli-responsive materials, thanks to the reversible oxidation of the ferrocene moiety. Its applications include electroactive coatings, conductive polymers, and smart hydrogels for biomedical and electronic devices. The acrylate group allows for easy polymerization via free-radical or photochemical methods, enabling the incorporation of ferrocene into various polymeric architectures. With excellent thermal stability and tunable electrochemical properties, ferrocenylmethyl acrylate is a valuable building block for advanced functional materials in catalysis, sensing, and energy storage applications.

Preparation Process: To prepare ferrocenylmethyl acrylate, dissolve ferrocenemethanol (1.0 equiv) and triethylamine (1.2 equiv) in dry dichloromethane under nitrogen. Cool the mixture to 0°C, then add acryloyl chloride (1.1 equiv) dropwise. Stir at 0°C for 30 minutes, then warm to room temperature and continue stirring for 3–4 hours. Quench the reaction with water, extract the organic layer, and wash with brine. Dry over anhydrous sodium sulfate, filter, and concentrate under reduced pressure. Purify the crude product by column chromatography (silica gel, hexane/ethyl acetate) to obtain ferrocenylmethyl acrylate as an orange solid.

Usage Scenarios: Ferrocenylmethyl acrylate is a versatile organometallic monomer used primarily in polymer chemistry and materials science. Its unique structure, combining a ferrocene unit with an acrylate group, enables applications in redox-active polymers, conductive materials, and electrochemical sensors. The compound serves as a building block for synthesizing ferrocene-containing polymers with tunable electronic and optical properties. It is also employed in creating self-assembled monolayers (SAMs) and surface coatings for catalysis, corrosion inhibition, and biosensing. Additionally, its redox-responsive nature makes it useful in stimuli-responsive materials, drug delivery systems, and smart coatings. The acrylate group allows for copolymerization with other monomers, enhancing material functionality.

ferrocenylmethyl acrylate Basic Info
Chemical Name ferrocenylmethyl acrylate
Synonyms -
CAS No. 31566-60-6
Molecular Formula C14H5FeO2
Molecular Weight 261.03300
PSA 26.30000
LogP 1.68300
ferrocenylmethyl acrylate Price
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