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Download Etherification of monosaccharide with isobutene: A - chem
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2B 1 duo Etherification of monosaccharide with isobutene: A catalytic reaction towards new products. Project Anorganische Chemie &Katalyse Alkylation of polyhydroxyl alcohols has attracted attention as a useful way of valorization of some bio-feedstock compounds. A recent example is etherification of glycerol and ethylene glycol with isobutene over acidic catalysts. [1] [2] The reaction is straightforward thanks to the facile formation of tertiary carbocation from isobutene, which subsequently reacts with the alcohols. O cat. OH + HO + diethers + O monoethers OH O In this project, a similar etherification will be attempted on monosaccharides, especially D-glucose, due to its availability and low price. If the results are positive, the scope can be expanded to reaction of D-glucose with 1-octene, which could give products with very interesting properties. The reactions will be carried out in an autoclave. RO HO O HO OH HO OH + cat. O RO OR RO OR R = t-butyl or H The products, depending on the number of substituted OH groups, are expected to have significantly different polarities. Therefore, they should be easily separated by chromatography. Both the reaction mixture and the semi-crude or pure products can be analyzed by HPLC and LC-MS, GC-MS. The project will focus on analytical methods and interpretation of the results. Literature: 1. R.S. Karinen and A.O.I. Krause 306, 7 2006, 128-133 2. Regina Palkovits, Ilenia Nieddu, Robertus J. M. Klein Gebbink, Bert M. Weckhuysen DOI: 10.1002/cssc.200700147 Supervisor: Agnieszka Ruppert (Went Z217; tel. 030 253 7763, [email protected])