Synthesis of hindered t-alkyl ethers.

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概要

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• Di-<I>t</I>-butyl ether was prepared in 6–73% yields by the reactions of <I>t</I>-butyl halide with Ag<SUB>2</SUB>CO<SUB>3</SUB>, Ag<SUB>2</SUB>O, HgO, ZnO, ZnCO<SUB>3</SUB>, PbO<SUB>2</SUB>, Cu<SUB>2</SUB>(CO<SUB>3</SUB>)(OH)<SUB>2</SUB>, and Tl<SUB>2</SUB>O<SUB>3</SUB> at 20–65 °C in hydrocarbons under nitrogen. Similar reactions gave seven new hindered di-<I>t</I>-alkyl ethers: di-<I>t</I>-pentyl ether, bis(1,1-dimethylbutyl) ether, bis(1-ethyl-1-methylpropyl) ether, bis(1,1-dimethylpentyl) ether, bis(1-ethyl-1-methylbutyl) ether, bis(1,1-diethylpropyl) ether, and bis(1,1-dimethylhexyl) ether. The yield of di-<I>t</I>-alkyl ether decreased as the <I>t</I>-alkyl group became bulky. A slight difference in the skeletal structure of the <I>t</I>-alkyl halide markedly influences the substitution. The reaction pathways are elucidated on the basis of the experimental results.

• 公益社団法人 日本化学会の論文

著者

• Masada Hiromitsu

  Department Of Chemistry And Chemical Engineering Faculty Of Technology Kanazawa University

• Sakajiri Tadahide

  Department of Industrial Chemistry, Faculty of Engineering, Kanazawa University

関連論文

• A New Selective Synthesis of Aryl 2,2-Diethylbutyl Ethers
• Reactions of Potassium Iron Carbonylate with Olefins and Alkyl Halides
• Carbon-13 NMR spectra of di-t-alkyl ethers and related hindered ethers.
• Synthesis of hindered t-alkyl ethers.

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