Dehydration of Secondary Alcohols Catalyzed by Solid Acids
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概要
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In order to examine the correlation between the acidic properties of catalysts and their activity or selectivity and to elucidate the reaction mechanism, dehydration reactions of 4-methyl-2-pentanol and 2-butanol over Al<SUB>2</SUB>O<SUB>3</SUB>, SiO<SUB>2</SUB>, SiO<SUB>2</SUB>–Al<SUB>2</SUB>O<SUB>3</SUB>, ZnS, NiSO<SUB>4</SUB>, Al<SUB>2</SUB>(SO<SUB>4</SUB>)<SUB>3</SUB> or Al<SUB>2</SUB>O<SUB>3</SUB> poisoned with basic compounds were carried out at 80–250°C by means of the conventional flow method or a thermal desorption method. The following results were obtained. 1) Both Brönsted and Lewis acids are active, the latter being so to a greater extent. 2) Even relatively weak acid catalysts of acid strength <I>H<SUB>o</SUB></I>=4.8–6.8 are active, the catalytic activity being correlated with the number of effective acid sites. 3) The selectivity of 4-methyl-1-pentene/4-methyl-2-pentene and 4-methyl-<I>cis</I>-2-pentene/4-methy-<I>trans</I>-2-pentene is lower for Brönsted acids than for Lewis acids and higher for weaker Lewis acid strengths. 4) The composition of butene isomers varies greatly with changes in desorption temperature and the amount of adsorbed 2-butanol in the case of Al<SUB>2</SUB>O<SUB>3</SUB>, but not much for SiO<SUB>2</SUB>–Al<SUB>2</SUB>O<SUB>3</SUB>. 5) The ratios of <I>cis</I>-2-butene/<I>trans</I>-2-butene and 1-butene/2-butene over Al<SUB>2</SUB>O<SUB>3</SUB> are remarkably increased by poisoning with pyridine. A reaction mechanism including a new reaction path has been proposed.
- 公益社団法人 日本化学会の論文
著者
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Yamaguchi Tsutomu
Department Of Agricultural Chemistry University Of Tokyo
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YAMAGUCHI Tsutomu
Department of Chemistry, Faculty of Science, Hokkaido University
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Tanabe Kozo
Department of Chemistry, Faculty of Science, Hokkaido University
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