Complexities of chromato-mass spectrometric identification of products of free radical chlorination of indane
- Authors: Zenkevich I.G.1, Eliseenkov E.V.1, Ukolov A.I.2
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Affiliations:
- St. Petersburg State University
- Research Institute of Hygiene, Occupational Diseases, and Human Ecology Federal Medical and Biological Agency of Russia
- Issue: Vol 79, No 8 (2024)
- Pages: 882-899
- Section: ORIGINAL ARTICLES
- Submitted: 03.06.2025
- URL: https://snv63.ru/0044-4502/article/view/682321
- DOI: https://doi.org/10.31857/S0044450224080089
- EDN: https://elibrary.ru/tjgnqg
- ID: 682321
Cite item
Abstract
Using the example of the products of free radical chlorination of indane (with data for tetralin mentioned for comparison), it is shown that chromato-mass spectrometric analysis can only establish their molecular formulas, and based on this, the reaction mechanism is detailed. Refining the structure of the components requires interpreting their gas chromatographic retention indices in the form of localized additive schemes created to solve the specific task at hand. If such schemes are formed based on data from objects containing all the structural elements of the characterized compounds, they are fairly reliable. However, if this condition is not met (as in the case under consideration), the possibility of interpreting the retention indices is fundamentally preserved, but the accuracy of the estimates is significantly reduced, and the amount of preliminary calculations increases substantially. A key structural fragment of chlorinated indane derivatives, practically absent among previously characterized compounds, is the chlorine atom in the alicyclic fragment of the structure at the α-position relative to the aromatic system. Secondary chlorinated derivatives are formed as a result of dehydrochlorination of the primary reaction products, followed by chlorine addition to C=C double bonds.
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About the authors
I. G. Zenkevich
St. Petersburg State University
Author for correspondence.
Email: izenkevich@yandex.ru
Russian Federation, St. Petersburg
E. V. Eliseenkov
St. Petersburg State University
Email: izenkevich@yandex.ru
Russian Federation, St. Petersburg
A. I. Ukolov
Research Institute of Hygiene, Occupational Diseases, and Human Ecology Federal Medical and Biological Agency of Russia
Email: izenkevich@yandex.ru
Russian Federation, Kuzmolovsky settlement
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