TITLE

An Unexpected Reaction between 5-Hydroxymethylfurfural and Imidazolium-Based Ionic Liquids at High Temperatures

AUTHOR(S)
Zehui Zhang; Wujun Liu; Haibo Xie; Zongbao K. Zhao
PUB. DATE
October 2011
SOURCE
Molecules;Oct2011, Vol. 16 Issue 10, p8463
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
A new compound was detected during the production of 5-hydroxymethylfurfural (HMF) from glucose and cellulose in the ionic liquid 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) at high temperatures. Further experiments found that it was derived from the reaction of HMF with [Bmim]Cl. The structure of new compound was established as 1-butyl-2-(5′-methyl-2′-furoyl)imidazole (BMI) based on nuclear magnetic resonance and mass spectrometry analysis, and a possible mechanism for its formation was proposed. Reactions of HMF with other imidazolium-based ionic liquids were performed to check the formation of BMI. Our results provided new insights in terms of side reactions between HMF and imidazolium-based ionic liquids, which should be valuable for designing better processes for the production of furans using biomass and related materials.
ACCESSION #
68633646

 

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