Ester hydrolysis: Conditions for acid autocatalysis and a kinetic switch

被引：20

作者：

Bansagi, Tamas ^{[1
]}

Taylor, Annette F. ^{[1
]}

机构：

[1] Univ Sheffield, Chem & Biol Engn, Sheffield S1 3JD, S Yorkshire, England

来源：

TETRAHEDRON | 2017年 / 73卷 / 33期

基金：

英国工程与自然科学研究理事会;

关键词：

Autocatalysis; Ester hydrolysis; Acid-base catalysis; Kinetic modelling; BASE CATALYSIS; MECHANISMS; FEEDBACK; DRIVEN;

D O I：

10.1016/j.tet.2017.05.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Autocatalysis can be used to obtain a sharp switch in state after a programmable time lag. Here, auto catalysis driven by acid concentration during the dissolution and hydrolysis of solid esters was investigated. In a generic model of the process, conditions were identified for observation of a kinetic switch with the introduction of an inhibitor species, bicarbonate, to delay the onset of autocatalysis. The kinetic profiles from the hydrolysis of two esters, D-gluconic acid delta-lactone and DL-lactide, were examined and evidence for dissolution-limited acid autocatalysis was obtained with lactide. (C) 2017 Published by Elsevier Ltd.

引用

页码：5018 / 5022

页数：5

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