Production of 2,5-hexanedione and 3-methyl-2-cyclopenten-1-one from 5-hydroxymethylfurfural

A novel approach for the production of 2,5-hexanedione (HDN) and 3-methyl-2-cyclopenten-1-one (3-MCO) from 5-hydroxymethylfurfural (HMF) by water splitting with Zn is reported for the first time. The use of high temperature water (HTW) conditions is the key for the efficient conversion of HMF to HDN...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2016-01, Vol.18 (1), p.375-381
Hauptverfasser: Ren, Dezhang, Song, Zhiyuan, Li, Lu, Liu, Yunjie, Jin, Fangming, Huo, Zhibao
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container_title Green chemistry : an international journal and green chemistry resource : GC
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creator Ren, Dezhang
Song, Zhiyuan
Li, Lu
Liu, Yunjie
Jin, Fangming
Huo, Zhibao
description A novel approach for the production of 2,5-hexanedione (HDN) and 3-methyl-2-cyclopenten-1-one (3-MCO) from 5-hydroxymethylfurfural (HMF) by water splitting with Zn is reported for the first time. The use of high temperature water (HTW) conditions is the key for the efficient conversion of HMF to HDN and 3-MCO. Parameters regarding the Zn amount, temperature and reaction time are optimized and HDN and 3-MCO are produced in 27.3% and 30.5% yields, respectively. The roles of HTW and ZnO obtained by oxidation of Zn in water for the conversion of HMF, together with intermediate structures, are discussed to understand the mechanism of the reaction. A novel approach for the production of 2,5-hexanedione (HDN) and 3-methyl-2-cyclopenten-1-one (3-MCO) from 5-hydroxymethylfurfural (HMF) by water splitting with Zn is reported for the first time.
doi_str_mv 10.1039/c5gc02493e
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Conversion
Oxidation
Reaction time
Water splitting
Zinc oxide
title Production of 2,5-hexanedione and 3-methyl-2-cyclopenten-1-one from 5-hydroxymethylfurfural
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