Effect of Ring Substituent on the Stability of the Epoxide Derived from Phenyl Vinyl Ether
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概要
- 論文の詳細を見る
Ring-substituted and unsubstituted phenoxyoxiranes were synthesized from phenyl vinyl ether derivatives by perbenzoic acid oxidation in CHCl_3. The epoxides isolated from the reaction mixture were stable in aprotic solvents. On the other hand, all of the epoxides decomposed rapidly to glycolaldehyde and the corresponding phenol in 0.1 M phosphate buffer, pH 7.4,at 37℃. Under these conditions, the hydrolytic decomposition followed first-order kinetics.Phenoxyoxiranes with an electron-withdrawing substituent in the benzene ring were relatively stable under aqueous conditions. The rate of decomposition was well correlated with the Hammett constant (σ) of the substituent in the benzene ring.
- 社団法人日本薬学会の論文
- 1989-07-25
著者
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磯部 正和
摂南大・薬・毒性
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高畠 英伍
Department of Toxicology, Faculty of Pharmaceutical Sciences, Setsunan University
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高畠 英伍
Department Of Toxicology Faculty Of Pharmaceutical Sciences Setsunan University
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曽根 知道
Department of Toxicology, Faculty of Pharmaceutical Sciences, Setsunan University
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磯部 正和
Department of Toxicology, Faculty of Pharmaceutical Sciences, Setsunan University
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曽根 知道
摂南大・薬・毒性学
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Takabatake E
Department Of Toxicology Faculty Of Pharmaceutical Sciences Setsunan University
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