2- (ペルフルオロオクチル) エタノール=ジシクロペンタジエン付加物の過酸化物によるエポキシ化

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タイトル別名
  • Epoxidation of the Adduct from 2- (Perfluorooctyl) ethanol and Dicyclopentadiene with Peroxides
  • 2 ペルフルオロオクチル エタノール ジシクロペンタジエン フカブツ ノ カサ

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抄録

Selective preparation of epoxide with high conversion from 8 (9) - [2- (perfluorooctyl) ethoxy] tricyclo [5.2.1.0 2, 6] dec-3-ene (1) obtained as the adduct of 2- (perfluorooctyl) ethanol and dicyclopentadiene was described.<BR>Two epoxidation methods were used for this purpose : m-chloroperbenzoic acid (m-CPBA) and t-butyl hydroperoxide (t-BuOOH) in the presence of a metal acetylacetonates as catalysts. With m-CPBA at room temperature in chloroform, conversion and selectivity reached almost 100 %.<BR>With t-BuOOH, MoO2 (acac) 2 was more useful than VO (acac) 2. Optimal conditions were [MoO2 (acac) 2] 0=0.6 × 10-4 M, [t-BuOOH] 0=0.02 M, [1] 0=0.10 M at 60°C in toluene. Selectivity was nearly 100 % and conversion 94 %.<BR>m-CPBA may thus be concluded an effective reagent for the epoxidation of (1).

収録刊行物

  • 油化学

    油化学 43 (2), 148-153, 1994

    公益社団法人 日本油化学会

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