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Conversion of Hexose Into 5-hydroxymethylfurfural in Imidazolium Ionic Liquids With and Without a Catalyst

Conversion of Hexose Into 5-hydroxymethylfurfural in Imidazolium Ionic Liquids With and Without a Catalyst

Quan Cao, Xingcui Guo, Shengxi Yao, Jing Guan, Xiaoyan Wang, Xindong Mu, Dongke Zhang

Carbohydr Res. 2011 May 15;346(7):956-9.

PMID: 21459366

Abstract:

Conversion of fructose and glucose into 5-hydroxymethylfurfural (HMF) was investigated in various imidazolium ionic liquids, including 1-butyl-3-methylimidazolium chloride (BmimCl), 1-hexyl-3-methylimidazolium chloride (HmimCl), 1-octyl-3-methylimidazolium chloride (OmimCl), 1-benzyl-3-methylimidazolium chloride (BemimCl), 1-Butyl-2,3-dimethylimidazolium chloride (BdmimCl), and 1-butyl-3-methylimidazolium p-toluenesulfonate (BmimPS). The acidic C-2 hydrogen of imidazolium cations was shown to play a major role in the dehydration of fructose in the absence of a catalyst, such as sulfuric acid or CrCl(3). Both the alkyl groups of imidazolium cations and the type of anions affected the reactivity of the carbohydrates. Although, except BmimCl and BemimCl, other four ionic liquids could only achieve not more than 25% HMF yields without an additional catalyst, 60-80% HMF yields were achieved in HmimCl, BdmimCl, and BmimPS in the presence of sulfuric acid or CrCl(3) in sufficient quantities.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP98892752	1-Butyl-2,3-dimethylimidazolium chloride		98892-75-2	Price

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