Kinetic studies on the amination of leucoquinizarin.

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概要

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• Leucoquinizarin reacts with amines to give mono- and diaminoanthraquinones. The amination mechanism of leucoquinizarin was investigated on the basis of the kinetics and structures of leuco compounds. The amination reaction of leucoquinizarin was characterized as follows. This amination proceeded in polar solvent but not in nonpolar solvent at all. The reaction rate was not influenced by the addition of a small amount of water (95% ethanol) but enhanced largely in 80% ethanol. This amination reaction has a low activation energy (Δ<I>E</I><SUP>\neweq</SUP>=5.7–9.0 kcal mol<SUP>−1</SUP>) and an extraordinarily small pre-exponential term (<I>A</I>=10<SUP>3</SUP>–10<SUP>5</SUP> l mol<SUP>−1</SUP> min<SUP>−1</SUP>). Leucoquinizarin was proposed to be aminated by the addition of amine to carbonyl group at its 1,4-position. The oxidation of leuco monoaminohydroxyanthraquinone was also examined.

• 公益社団法人 日本化学会の論文

著者

• Yamagishi Takamichi

  Department Of Applied Chemistry Graduate School Of Engineering Tokyo Metropolitan University

• Kikuchi Masashi

  Department Of Applied Physics & Physico-informatics Faculty Of Science & Technology Keio Uni

• Hida Mitsuhiko

  Department of Industrial Chemistry, Faculty of Engineering, Tokyo Metropolitan University

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