Batch and flow synthesis of 5-hydroxymethylfurfural (HMF) from fructose as a bioplatform intermediate: An experiment for the organic or analytical laboratory

Journal of Chemical Education

Volumn 90, Issue 10, 2013, Pages 1373-1375

  Simeonov, Svilen P ^a   Afonso, Carlos A M ^a  

^a RESEARCH INSTITUTE FOR MEDICINES IMED ULISBOA   (Portugal)

Author keywords

Alcohols; Analytical Chemistry; Carbohydrates; Catalysis; Green Chemistry; Hands On Learning Manipulatives; Industrial Chemistry; Laboratory Instruction; Organic Chemistry; Upper Division Undergraduate

Indexed keywords

EID: 84885396683     PISSN: 00219584     EISSN: 19381328     Source Type: Journal    
DOI: 10.1021/ed300780h     Document Type: Article

References (16)

1. Blatti, J. L.; Burkart, M. D. Releasing Stored Solar Energy within Pond Scum: Biodiesel from Algal Lipids J. Chem. Educ. 2011, 89, 239-242
2. Kamm, B. Production of platform chemicals and synthesis gas from biomass Angew. Chem., Int. Ed. 2007, 46, 5056-5068
3. Kauffman, G. B. Review of Introduction to Chemicals from Biomass J. Chem. Educ. 2011, 89, 190-191
4. Corma, A.; Iborra, S.; Velty, A. Chemical routes for the transformation of biomass into chemicals Chem. Rev. 2007, 107, 2411-2502
5. Lewkowski, J. Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives Arkivoc 2001, 2, 17-54
6. Rosatella, A. A.; Simeonov, S. P.; Frade, R. F. M.; Afonso, C. A. M. 5-Hydroxymethylfurfural (HMF) as a building block platform: Biological properties, synthesis and synthetic applications Green Chem. 2011, 13, 754-793
7. Kuster, B. F. M. 5-Hydroxymethylfurfural (HMF)-a Review Focusing on Its Manufacture Starch/Staerke 1990, 42, 314-321
8. Lima, S.; Neves, P.; Antunes, M. M.; Pillinger, M.; Ignatyev, N.; Valente, A. A. Conversion of mono/di/polysaccharides into furan compounds using 1-alkyl-3-methylimidazolium ionic liquids Appl. Catal. A 2009, 363, 93-99
9. Moreau, C.; Durand, R.; Razigade, S.; Duhamet, J.; Faugeras, P.; Rivalier, P.; Ros, P.; Avignon, G. Dehydration of fructose to 5-hydroxymethylfurfural over H-mordenites Appl. Catal. A 1996, 145, 211-224
10. Hu, S.; Zhang, Z.; Zhou, Y.; Han, B.; Fan, H.; Li, W.; Song, J.; Xie, Y. Conversion of fructose to 5-hydroxymethylfurfural using ionic liquids prepared from renewable materials Green Chem. 2008, 10, 1280-1283
11. Simeonov, S. P.; Coelho, J. A. S.; Afonso, C. A. M. An Integrated Approach for the Production and Isolation of 5-Hydroxymethylfurfural from Carbohydrates ChemSusChem 2012, 5, 1388-1391
12. Merino, J. M. A simple, continuous-flow stirred-tank reactor for the demonstration and investigation of oscillating reactions J. Chem. Educ. 1992, 69, 754-756
13. Tundo, P.; Rosamilia, A. E.; Aricò, F. Methylation of 2-Naphthol Using Dimethyl Carbonate under Continuous-Flow Gas-Phase Conditions J. Chem. Educ. 2010, 87, 1233-1235
14. van Rens, L.; van Dijk, H.; Mulder, J.; Nieuwland, P. Using a Web Application To Conduct and Investigate Syntheses of Methyl Orange Remotely J. Chem. Educ. 2013, 10.1021/ed300719q
15. Lindfors, L.-E. An undergraduate experiment in chemical engineering reactor kinetics J. Chem. Educ. 1971, 48, 472-473
16. Englund, S. M. Chemical processing-Batch or continuous. Part I J. Chem. Educ. 1982, 59, 766-768