Unusual Solvent Effect on the Cycloadditions of Aromatic Nitrile N-Oxide with Alkyl Substituted p-Benzoquinones in Ethanol-Water Systems.
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概要
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The second-order rate constants of 1,3-dipolar cycloaddition reactions of 2,6-dichlorobenzonitrile <I>N</I>-oxide (<B>1</B>) with 2,5-dimethyl-p-benzoquinone (<B>2a</B>) or 2,6-diisopropyl-p-benzoquinone in various solvents at 20°C were determined by spectrophotometric method. The rate of <B>1</B> and <B>2a</B> in ethanol : water=60 : 40 solution was 5.55×10<SUP>2</SUP> dm<SUP>3</SUP> mol<SUP>−1</SUP> s<SUP>−1</SUP>, which was fourteen folds of that in chloroform (3.9×10<SUP>−3</SUP> dm<SUP>3</SUP> mol<SUP>−1</SUP> s<SUP>−1</SUP>). This solvent effect and the low solubility of the cycloadduct in aqueous ethanol were successfully applied to the cycloadduct synthesis.
- 公益社団法人 日本化学会の論文
著者
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Araki Koji
Institute Of Industrial Science The University Of Tokyo
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Inoue Yukihiko
Institute Of Industrial Science The University Of Tokyo
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Shiraishi Shinsaku
Institute Of Industrial Science The University Of Tokyo
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