Aromatic nucleophilic substitution. XVIII. Kinetics of reactions of 2-(acetylamino)ethyl 2,6-dinitrophenyl ether and N-acetyl-N-(2-hydroxyethyl)-2,6-dinitroaniline with sodium isopropoxide.
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概要
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The kinetics of the reactions of 2-(acetylamino)ethyl 2,6-dinitrophenyl ether (Smiles rearrangement) and <I>N</I>-acetyl-<I>N</I>-(2-hydroxyethyl)-2,6-dinitroaniline with sodium isopropoxide in the DMSO–2-propanol mixture (20 : 80 v/v) was studied. Both reactions were found to rapidly produce the same spiro anionic σ complex, giving <I>N</I>-(2-acetoxyethyl)-2,6-dinitroaniline. Although the rates for formation of the complex were different in both reactions, the rates for rearrangement were the same.
- 公益社団法人 日本化学会の論文
著者
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Sekiguchi Shizen
Department of Chemistry, Faculty of Engineering, Gunma University
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Hirai Motohiko
Department of Synthetic Chemistry, Gunma University
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Tomoto Noboru
Department of Chemistry, Miyazaki University
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