CAS 1605283-01-9, Cat. No EN300-46874786
Reagent for oxidation and CF2-group incorporating
Bis(acetato-κO) (2,3,4,5,6-pentafluorophenyl) iodine (F5-PIDA) is a fluorinated hypervalent iodine(III) reagent used for selective oxidation under mild conditions1. It enables the oxidation of alkenes, alcohols, sulfides, and amines without requiring transition metals. The reagent is also a precursor for other iodine(III) compounds like iodonium ylides and iodosylbenzenes and is capable of ring-expansive difluorination of alkynylcyclopropanes2. Its compatibility with fluorinated substrates makes it valuable in pharmaceutical and materials chemistry. Thermally stable and non-explosive, it can be stored long-term under ambient conditions. This safer, scalable alternative to traditional oxidants offers efficient and environmentally friendly oxidation chemistry.
Synonyms: perfluorophenyl (diacetoxy)iodane; bis(acetato-κO)(2,3,4,5,6-pentafluorophenyl)iodine; (acetyloxy)(2,3,4,5,6-pentafluorophenyl)-lambda3-iodanyl acetate; bis(acetato)(pentafluorophenyl) iodine; F5-PIDA
Selected publications
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Safer Synthesis of (Diacetoxyiodo)Arenes Using Sodium Hypochlorite Pentahydrate.
Watanabe A.; Miyamoto K.; Okada T.; Asawa T.; Uchiyama M. Journal of Organic Chemistry 2018, 83 (23), 14262–14268. DOI: 10.1021/acs.joc.8b02541
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Saturated F2‐Rings from Alkenes.
Li Y.; Liu X.; Sham V.; Logvinenko I.; Xue J.; Wu J.; Fu J.; Lin S.; Liu Y.; Li Q.; Mykhailiuk P. K.; Wang H. Angewandte Chemie International Edition 2025. DOI: 10.1002/anie.202422899