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Identification and Specific Features of Formation of Free-Radical Chlorination Products of Indane, 1H-Indene, and Tetralin upon Chlorine Generation in an Aqueous Solution.

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Title: Identification and Specific Features of Formation of Free-Radical Chlorination Products of Indane, 1H-Indene, and Tetralin upon Chlorine Generation in an Aqueous Solution.
Authors: Zenkevich, I. G.1 (AUTHOR) izenkevich@yandex.ru, Kornilova, T. A.1 (AUTHOR), Bessonova, E. A.1 (AUTHOR)
Source: Journal of Analytical Chemistry. Feb2026, Vol. 81 Issue 2, p318-332. 15p.
Subjects: Chlorination, Aqueous solutions, Mass spectrometry, Chemical reactions, Tetralones
Abstract: The free-radical chlorination of three cycloarenes (indane, tetralin, and indene) in heterophase systems upon chlorine generation in an aqueous solution through sequential additions of potassium permanganate to hydrochloric acid is considered. This method enables the controlled formation of chlorination products containing the minimal number of chlorine atoms in a molecule compared to reactions in homogeneous systems, and thus improves the identification of these products and more highly chlorinated ones. This feature also improves the reliability of the identification of chlorocycloarenes by mass spectra and gas-chromatographic retention indices when reference data are limited. Chlorination of indene predominantly yields dimeric products. Oxidation of cycloarenes by permanganic acid HMnO4 proceeds in parallel with the free-radical chlorination and predominantly yields phthalonic (ortho-(HO2C)−C6H4−COCO2H) and phthalic acids. These products do not interfere with the determination of chlorinated derivatives because they do not present in the organic phase and are accumulated mainly in the aqueous phase. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Analytical Chemistry is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Identification and Specific Features of Formation of Free-Radical Chlorination Products of Indane, 1H-Indene, and Tetralin upon Chlorine Generation in an Aqueous Solution.
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  Data: <searchLink fieldCode="DE" term="%22Chlorination%22">Chlorination</searchLink><br /><searchLink fieldCode="DE" term="%22Aqueous+solutions%22">Aqueous solutions</searchLink><br /><searchLink fieldCode="DE" term="%22Mass+spectrometry%22">Mass spectrometry</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+reactions%22">Chemical reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Tetralones%22">Tetralones</searchLink>
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  Data: The free-radical chlorination of three cycloarenes (indane, tetralin, and indene) in heterophase systems upon chlorine generation in an aqueous solution through sequential additions of potassium permanganate to hydrochloric acid is considered. This method enables the controlled formation of chlorination products containing the minimal number of chlorine atoms in a molecule compared to reactions in homogeneous systems, and thus improves the identification of these products and more highly chlorinated ones. This feature also improves the reliability of the identification of chlorocycloarenes by mass spectra and gas-chromatographic retention indices when reference data are limited. Chlorination of indene predominantly yields dimeric products. Oxidation of cycloarenes by permanganic acid HMnO4 proceeds in parallel with the free-radical chlorination and predominantly yields phthalonic (ortho-(HO2C)−C6H4−COCO2H) and phthalic acids. These products do not interfere with the determination of chlorinated derivatives because they do not present in the organic phase and are accumulated mainly in the aqueous phase. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of Journal of Analytical Chemistry is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1134/S106193482570159X
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      – Code: eng
        Text: English
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      – SubjectFull: Chlorination
        Type: general
      – SubjectFull: Aqueous solutions
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      – SubjectFull: Mass spectrometry
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      – SubjectFull: Chemical reactions
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      – SubjectFull: Tetralones
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      – TitleFull: Identification and Specific Features of Formation of Free-Radical Chlorination Products of Indane, 1H-Indene, and Tetralin upon Chlorine Generation in an Aqueous Solution.
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              Text: Feb2026
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