A Comparison of 4-Hydroxynaphthalene-2,7-disulfonic Acid with Chromotropic Acid as a Coupling Component of Azo type Metallochromic Indicators
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概要
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In order to clarify the effect of the hydroxyl group at the 5-position of chromotropic acid on the chelate stabilization, the following six reagents were synthesized by the coupling with 4-hydroxynaphthalene-2,7-disulfonic acid or 4,5-dihydroxynaphthalene-2,7-disulfonic acid(chromotropic acid): 2-(<I>m</I>-sulfophenylazo)-1-hydroxynaphthalene-3,6-disulfonic acid(I), 2-(<I>o</I>-methoxy-<I>m</I>-sulfophenylazo)-1-hydroxynaphthalene-3,6-disulfonic acid(II), 2-(<I>o</I>-hydroxy-<I>m</I>-sulfophenylazo)-1-hydroxynaphthalene-3,6-disulfonic acid(III), 2-(<I>m</I>-sulfophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonic acid(IV), 2-(<I>o</I>-methoxy-<I>m</I>-sulfophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonic acid(V), and 2-(<I>o</I>-hydroxy-<I>m</I>-sulfophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonic acid(VI). The acid dissociation constants of these reagents and the stability constants of their metal chelates with magnesium and calcium were measured by the pH titration method at an ionic strength of 0.10 and at 25°C. From the results obtained, it has become apparent that the hydroxyl group at the 5-position exerts a remarkable influence on the chelation of metal ions with the bidentate ligand, such as 2-(<I>m</I>-sulfophenylazo)-chromotropic acid, but that it has very little effect on those ions with the terdentate ligand, such as 2-(<I>o</I>-hydroxy-<I>m</I>-sulfophenylazo)-chromotropic acid. Such an effect appears even in the bidentate ligand with the methoxy group at the <I>ortho</I>-position of the benzene ring. That is to say, it may be concluded that the effect of the number of the chelate ring formed with a metal ion is preferred to stabilize the metal chelate over the effect of the hydroxyl group at the 5-position in the terdentate ligand.
- 公益社団法人 日本化学会の論文
著者
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Miyata Haruo
Department Of Cardiology Hamamatsu Medical Cente
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Katayama Takeshi
Department Of Applied Biological Science Faculty Of Agriculture Kagawa University
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Tôei Kyoji
Department of Chemistry, Faculty of Science, Okayama University
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Katayama Takeshi
Department of Chemistry, Faculty of Science, Okayama University
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