Abstract
This paper describes solvent effect on tautomerism and polymerization of ethyl 4-methyl-3-oxo-4-pentenoate, which is in coexistence with two tautomers. The ketonic form is predominant in polar solvents and the enolic one in non-polar solvents. The tautomeric equilibria depend on polarity and hydrogen-bond donating power of the solvents. The homopolymerization and the copolymerization with styrene in polar and non-polar solvents reveal that there are a negligible interaction between EMAA monomer and the solvent, and a specific solvation of the polyjner radical having EMAA unit as the terminal group. The enolic-type radical is more reactive than the ketonic one.
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Masuda, S., Tanaka, M., Minato, R. et al. Polymerizable Tautomers II. Solvent Effect on Tautomerism and Polymerization of Ethyl 4-Methyl-3-oxo-4-pentenoate. Polym J 18, 967–972 (1986). https://doi.org/10.1295/polymj.18.967
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DOI: https://doi.org/10.1295/polymj.18.967