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Hemiacetal Ester Exchanges, Study of Reaction Conditions and Mechanistic Pathway

Abstract : A range of hemiacetal esters were synthesized by the reaction between carboxylic acids and butyl vinyl ether using n-dodecyl dihydrogen phosphate as catalyst. Specifically, nonanoic, propionic, acrylic, sebacic, and fumaric acids were used as substrates to prepare the corresponding hemiacetal esters. These compounds were used as model molecules to demonstrate the ability of hemiacetal ester functional groups to undergo the exchange reaction in the presence of weak carboxylic acids without any catalyst. Kinetics studies examined the effect of the carboxylic acid concentration on the exchange rate, and revealed that the exchange reaction proceeds through an associative mechanism.
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https://hal.umontpellier.fr/hal-03095779
Contributeur : Vincent Ladmiral <>
Soumis le : lundi 4 janvier 2021 - 17:28:36
Dernière modification le : jeudi 16 septembre 2021 - 03:01:41
Archivage à long terme le : : lundi 5 avril 2021 - 21:22:06

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reactions-01-00008.pdf
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David Boucher, Jeppe Madsen, Nicolas Caussé, Nadine Pébère, Vincent Ladmiral, et al.. Hemiacetal Ester Exchanges, Study of Reaction Conditions and Mechanistic Pathway. Reactions, MDPI, 2020, 1 (2), pp.89 - 101. ⟨10.3390/reactions1020008⟩. ⟨hal-03095779⟩

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