Масштабований синтез і термічний аналіз пентафлуорофенілйод(III) діацетату
Pentafluorophenyl iodine(III) diacetate (F5-PIDA) is an electron-deficient hypervalent iodine(III) reagent with growing utility in modern synthetic methodology, including iodine(III)-mediated ring-expansion chemistry. However, its application as a stoichiometric reagent requires reliable access to p...
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| Datum: | 2026 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | Englisch |
| Veröffentlicht: |
National University of Pharmacy
2026
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| Schlagworte: | |
| Online Zugang: | https://ophcj.nuph.edu.ua/article/view/361529 |
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| Назва журналу: | Journal of Organic and Pharmaceutical Chemistry |
| Завантажити файл: |  |
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Journal of Organic and Pharmaceutical Chemistry| Zusammenfassung: | Pentafluorophenyl iodine(III) diacetate (F5-PIDA) is an electron-deficient hypervalent iodine(III) reagent with growing utility in modern synthetic methodology, including iodine(III)-mediated ring-expansion chemistry. However, its application as a stoichiometric reagent requires reliable access to preparative amounts. This article describes a practical chromatography-free protocol for the preparation of F5-PIDA on a ca. 300 g scale by the oxidation of pentafluoroiodobenzene with sodium hypochlorite pentahydrate in acetic acid. The product was isolated by a simple slurry trituration in the hexane/MTBE mixture giving F5-PIDA in the yield of 65% and the purity of ≥ 98%. The thermogravimetry-differential thermal analysis has shown that F5-PIDA is stable up to approximately 100-110 °C, while the rapid decomposition occurs above this temperature range. The protocol developed provides a reliable preparative access to high-purity F5-PIDA and practical thermal data for its safe use. |
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| DOI: | 10.24959/ophcj.26.361529 |