Oxidation of 3,5-di-t-butylcatechol catalyzed by metal acetylacetonates in organic solvents.
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概要
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The oxidation of 3,5-di-<I>t</I>-butylcatechol (3,5-DTBC) has been studied in organic solvents in the presence of metal acetylacetonates (M(acac)<SUB>2</SUB>). The catalytic activity of M(acac)<SUB>2</SUB> decreased in the order M=Mn>Co>Ni>>Fe, and the product was 3,5-di-<I>t</I>-butyl-<I>o</I>-benzoquinone (3,5-DTBQ). The kinetic analysis has suggested a mechanism in which the radical chain reactions involving 3,5-di-<I>t</I>-butyl-<I>o</I>-benzosemiquinone (3,5-DTBSQ·) and hydroperoxyl radical (·OOH) are initiated by the reaction of 3,5-DTBC with the initially formed dioxygen metal complexes. Kinetic parameters for the complexation of molecular oxygen by Mn(acac)<SUB>2</SUB> and Co(acac)<SUB>2</SUB> were estimated: Δ<I>H</I><SUP>\neweq</SUP>(kJ mol<SUP>−1</SUP>)=4.6±0.8 for Mn, 29.7±0.8 for Co; Δ<I>S</I><SUP>\neweq</SUP>(J mol<SUP>−1</SUP>K<SUP>−1</SUP>)=−200±2 for Mn, −135±2 for Co.
- 公益社団法人 日本化学会の論文
著者
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Funabiki Takuzo
Department Of Hydrocarbon Chemistry And Division Of Molecular Engineering Faculty Of Engineering Kyo
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Yoshida Satohiro
Department Of Hydrocarbon Chemistry And Division Of Molecular Engineering Faculty Of Engineering Kyo
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Tarama Kimio
Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University
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Sakamoto Hiroyuki
Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University
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