Tetrahedron
Tetrahedron
4 years ago

Ester hydrolysis: Conditions for acid autocatalysis and a kinetic switch

Ester hydrolysis: Conditions for acid autocatalysis and a kinetic switch
Autocatalysis can be used to obtain a sharp switch in state after a programmable time lag. Here, autocatalysis 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 δ-lactone and dl-lactide, were examined and evidence for dissolution-limited acid autocatalysis was obtained with lactide.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017305379

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