title: Deuterium-Labeling Study of the Hydrogenation of 2-Methylfuran and 2,5-Dimethylfuran over Carbon-Supported Noble Metal Catalysts.
abstract: 2-Methylfuran and 2,5-dimethylfuran were deuterated over Pd and Pt catalysts at 90-220 °C. Furan ring saturation over a Pd/C catalyst occurred at low reaction temperatures, which led to deuterated THFs, followed by progressive D exchange in the THF ring at higher temperatures. Finally, H/D exchange occurred in the methyl groups on the THF ring. Cleavage of the C-O bond also occurred over a Pd/C catalyst at elevated temperatures, which resulted in deuterated ketones, for which all H atoms were exchanged for D. Alcohols were produced over a Pt/C catalyst at low temperatures because they are more stable than the corresponding ketones. D replaced H on all carbon atoms of the furan ring and saturated the O and C atoms of the broken C-O bond in both deuterated 2-pentanol and 2-hexanol. At low temperatures (90-105 °C), all H atoms in the deuterated alcohols were exchanged for D except for the last two hydrogen atoms on the methyl groups.
authors.affiliation: Department of Biomedical, Chemical, and Environmental Engineering, University of Cincinnati, Cincinnati, OH 45221-0012 (USA).
authors.forename: Jungshik
authors.initials: J
authors.lastname: Kang
authors.affiliation: Department of Chemistry, University of Cincinnati, Cincinnati, OH 45221-0037 (USA).
authors.forename: Anne
authors.initials: A
authors.lastname: Vonderheide
authors.affiliation: Department of Biomedical, Chemical, and Environmental Engineering, University of Cincinnati, Cincinnati, OH 45221-0012 (USA). vadim.guliants@uc.edu.
authors.forename: Vadim V
authors.initials: VV
authors.lastname: Guliants
mesh_terms: D002384:Catalysis; D003903:Deuterium / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D006865:Hydrogenation; D008670:Metals / Q000737:chemistry*
chemical_list: D005663:Furans; D008670:Metals; C029060:2-methylfuran; D003903:Deuterium; C037555:2,5-dimethylfuran
keywords: gas chromatography; hydrogenation; hydrogenolysis; isotopic labeling; noble metal catalysts