Radiation-Initiated Dehalogenation of Organofluorine Compounds in Aqueous Solutions
The γ-radiolysis of 2-fluoroethanol-1, 2,2,2-trifluoroethanol-1, 3-fluoropropanol-1, and 4,4,4-trifluorobutanol-1 in aqueous solutions in an inert atmosphere or in the presence of oxygen has been studied. It has been found that the dehalogenation of hydroxyl-containing organic compounds is induced b...
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Veröffentlicht in: | High energy chemistry 2023-06, Vol.57 (3), p.247-251 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The γ-radiolysis of 2-fluoroethanol-1, 2,2,2-trifluoroethanol-1, 3-fluoropropanol-1, and 4,4,4-trifluorobutanol-1 in aqueous solutions in an inert atmosphere or in the presence of oxygen has been studied. It has been found that the dehalogenation of hydroxyl-containing organic compounds is induced by •ОН and Н• radicals rather than hydrated electrons. The carbon-centered α-hydroxy-β-fluoroethyl radicals FCH
2
–
•
CHOH are defluorinated much more efficiently than α-fluoroalkyl radicals, both vicinal (F–
•
CHCH
2
OH) and nonvicinal (F–
•
CHCH
2
CH
2
OH). In the absence of oxygen, α-fluoroalkyl radicals eliminate fluoride ions by the mechanism of nucleophilic substitution, and this process is enhanced in the presence of alkali. In an oxygenated medium, the dehalogenation of α-fluoroalkyl radicals occurs via the addition of oxygen molecules to them and the subsequent disproportionation of resulting peroxyl radicals. The dehalogenation of the α-hydroxy-β-fluoroethyl radicals FCH
2
–
•
CHOH is inhibited by oxygen through their oxidation. |
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ISSN: | 0018-1439 1608-3148 |
DOI: | 10.1134/S0018143923030153 |