Effect of salt on the formation of 5-hydroxymethylfurfural from ketohexoses under aqueous conditions

文献情報

出版日 2019-02-04

DOI 10.1039/C8RE00300A

インパクトファクター 4.239

著者

Paul Körner, Stephan Beil, Andrea Kruse

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要旨

5-Hydroxymethylfurfural (HMF) is a valuable platform chemical that can be produced by an acid-catalysed triple dehydration of hexoses, in particular ketoses. The mechanism of HMF formation is not fully understood, i.a. it has been hypothesised that anions could be involved in the reaction, provided that they are present. In this work, the effect of different monovalent, weakly nucleophilic anions on the HMF formation from fructose and tagatose is studied in order to elucidate their possible role in the mechanism. All anions investigated cause an acceleration of the initial HMF formation compared with the salt-free sample, i.e. there is a reaction order with respect to the anion concentration between 0.12 and 0.68. Merely higher concentrations of nitrate inhibited the HMF formation. Furthermore, by studying the insertion of 18O from labelled water into fructose using LC-MS, a hydroxyl group exchange could be identified giving rise to the assumption that substitution reactions play an important role.

掲載誌

Reaction Chemistry & Engineering

CiteScore: 0

自己引用率: 8.8%

年間論文数: 284

Reaction Chemistry & Engineering is an interdisciplinary journal reporting cutting-edge research focused on enhancing the understanding and efficiency of reactions. Reaction engineering leverages the interface where fundamental molecular chemistry meets chemical engineering and technology. Challenges in chemistry can be overcome by the application of new technologies, while engineers may find improved solutions for process development from the latest developments in reaction chemistry. Reaction Chemistry & Engineering is a unique forum for researchers whose interests span the broad areas of chemical engineering and chemical sciences to come together in solving problems of importance to wider society. All papers should be written to be approachable by readers across the engineering and chemical sciences. Papers that consider multiple scales, from the laboratory up to and including plant scale, are particularly encouraged.