Spectrophotometric Studies of the Acidities of Dichlorophene and Hexachlorophene

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概要

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• It has been found that dichlorophene (bis-(2-hydroxy-5-chlorophenyl)methane) and hexachlorophene (bis-(2-hydroxy-3,5,6-trichlorophenyl)methane) have abnormally high acidities as compared with the corresponding reference compounds, <I>i.e.</I>, 2-methyl-4-chlorophenol and 2,4,5-trichlorophenol respectively. The values of p<I>K</I><SUB>a</SUB> for the first and second ionizations of dichlorophene in a mixed solvent of ethanol and water (1 : 1) were determined to be 9.10 and 13.1, and those of hexachlorophene, to be 5.87 and 11.9, at 18 °C. On the basis of the infrared spectra, these observations could be interpreted in terms of the additional stabilization of the resulting monoanions of these bis-phenolmethanes by means of the intramolecular hydrogen bondings between the OH and O<SUP>−</SUP> groups.

• 公益社団法人 日本化学会の論文

著者

• Inoue Hiroyasu

  Department Of Applied Chemistry Faculty Of Technology Kanagawa University

• Asaoku Naomi

  Department of Applied Chemistry, Faculty of Technology, Kanagawa University

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