1967•Bulletin of the Chemical Society of JapanRequires access

Studies of Organic Peroxides. VIII. The Reaction of Benzoyl Peroxide with 5, 5′-Indigo-disulfonic Acid

Setsuo Kashino, Norio Nishimura, Kohei Ino, Shigeo Hasegawa

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Abstract

Abstract The reaction of benzoyl peroxide with 5, 5′-indigo-disulfonic acid was studied in ethanol. The effect of the p,p′-substituents of benzoyl peroxide on the reaction rate was investigated. It was found that the reaction is a bimolecular process. Either electron-attracting substituents or electron-releasing substituents promote the reaction. This was interpreted by means of the multicenter mechanism. The electron absorption spectra of the reaction mixture showed the formation of a reasonably stable complex in ethanol. This complex is decomposed by water to 5-isatinsulfonic acid and 5, 5′-indigo-disulfonic acid.

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Abstract The reaction of benzoyl peroxide with 5, 5′-indigo-disulfonic acid was studied in ethanol. The effect of the p,p′-substituents of benzoyl peroxide on the reaction rate was investigated. It was found that the reaction is a bimolecular process. Either electron-attracting substituents or electron-releasing substituents promote the reaction. This was interpreted by means of the multicenter mechanism. The electron absorption spectra of the reaction mixture showed the formation of a reasonably stable complex in ethanol. This complex is decomposed by water to 5-isatinsulfonic acid and 5, 5′-indigo-disulfonic acid.

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Available abstract

Abstract The reaction of benzoyl peroxide with 5, 5′-indigo-disulfonic acid was studied in ethanol. The effect of the p,p′-substituents of benzoyl peroxide on the reaction rate was investigated. It was found that the reaction is a bimolecular process. Either electron-attracting substituents or electron-releasing substituents promote the reaction. This was interpreted by means of the multicenter mechanism. The electron absorption spectra of the reaction mixture showed the formation of a reasonably stable complex in ethanol. This complex is decomposed by water to 5-isatinsulfonic acid and 5, 5′-indigo-disulfonic acid.

Key concepts: Chemistry, Benzoyl peroxide, Indigo, Peroxide, Organic peroxide, Hydrogen peroxide, Organic chemistry, Photochemistry

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