(Z)- and (E)-4,4-Dimethyl-5-oxo-2-pentenoic acids and their derivatives.
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概要
- 論文の詳細を見る
(<I>Z</I>)-4,4-Dimethyl-5-oxo-2-pentenoic acid (<B>1</B>) exists almost exclusively in the hydroxy lactone form, the tautomeric equilibrium constant (<I>K</I>=[Ring]/[Chain]) being 2.8×10<SUP>3</SUP> in water as estimated by the p<I>K</I><SUB>a</SUB> method. Several examples are described of preference for ring forms of derivatives of <B>1</B>, which are capable of exhibiting ring-chain tautomerism. (<I>E</I>)-4,4-Dimethyl-5-oxo-2-pentenoic acid (<B>7</B>) reacts with thionyl chloride to afford a trimeric chloro lactone, which on treatment with water or aniline gives the corresponding hydroxy or anilino lactone. Compound <B>1</B> or <B>7</B> reacts with a variety of phenylhydrazines to yield dihydropyrazole derivatives, except for 2,4-dinitrophenylhydrazine which on reaction with <B>1</B> gives a 2,4-dinitrophenylhydrazino lactone.
- 公益社団法人 日本化学会の論文
著者
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Ito Kunio
Department Of Materials Science Graduate School Of Engineering The University Of Tokyo
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Miyajima Shingo
Department of Applied Chemistry, Faculty of Engineering, Toyo University
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