Skip to Main content Skip to Navigation
Journal articles

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.
Document type :
Journal articles
Complete list of metadatas

https://hal.umontpellier.fr/hal-03095779
Contributor : Vincent Ladmiral <>
Submitted on : Monday, January 4, 2021 - 5:28:36 PM
Last modification on : Thursday, February 18, 2021 - 9:08:04 AM

File

reactions-01-00008.pdf
Publisher files allowed on an open archive

Identifiers

Citation

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⟩

Share

Metrics

Record views

18

Files downloads

18