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Metal-free mild oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran

  • Catalysis, Reaction Engineering
  • Published:
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Abstract

The potential of 4-hydroxy-2,2,6,6-tetramethyl-piperidine-1-oxyl (4-hydroxy-TEMPO radical) as an oxidant with [bis(acetoxy)-iodo]benzene (BAIB) and acetic acid (CH3COOH) as co-oxidants to convert 5-hydroxymethylfurfural (5-HMF) into 2,5-diformylfuran (2,5-DFF) was investigated. The effects of oxidant/acid dosages, choice of appropriate solvent, reaction temperature and time were determined to maximize the 2,5-DFF yield. Optimally, 66% 2,5-DFF yield was achieved in TEMPO/BAIB/CH3COOH system at 30 °C after 45 min in ethyl acetate. The reaction system is environmentally benign (metal-free) and energy efficient (mild at short reaction period). With scarce reports on 2,5-DFF production, the developed system provides an alternative route for a better access and wider application of this important platform chemical.

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Authors and Affiliations

  1. Energy and Environment Fusion Technology Center (E2FTC), Department of Energy and Biotechnology (DEB), Myongji University, Myongji-ro 116, Namdong Cheoingu, Yongin City, Gyeonggi-do, 449-728, Korea

    Neha Mittal, Grace M. Nisola, Lenny B. Malihan, Jeong Gil Seo, Seong-Poong Lee & Wook-Jin Chung

Authors
  1. Neha Mittal
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  2. Grace M. Nisola
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  3. Lenny B. Malihan
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  4. Jeong Gil Seo
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  5. Seong-Poong Lee
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  6. Wook-Jin Chung
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Correspondence to Wook-Jin Chung.

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The authors contributed equally in this work.

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Mittal, N., Nisola, G.M., Malihan, L.B. et al. Metal-free mild oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran. Korean J. Chem. Eng. 31, 1362–1367 (2014). https://doi.org/10.1007/s11814-014-0036-0

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  • DOI: https://doi.org/10.1007/s11814-014-0036-0

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