(Bis(trifluoroacetoxy)iodo)benzene
- (Bis(trifluoroacetoxy)iodo)benzene
(Bis(trifluoroacetoxy)iodo)benzene, C10H5F6IO4, is a hypervalent iodine compound used as a reagent in organic chemistry. The reagent is used in an acidic modification of the Hofmann rearrangement. One example is the conversion of cyclobutanecarboxamine to cyclobutylamine hydrochloride [cite journal | author = Almond, M. R.; Stimmel, J. B.; Thompson, E. A.; Loudon, G. M. | journal = Organic Syntheses | pages = 132 | volume = 66 | year = 1988 | url = http://www.orgsyn.org/orgsyn/prep.asp?prep=cv8p0132 | title = Hofmann Rearrangement Under Mildly Acidic Conditions Using [I,I-Bis(Trifluoroacetoxy)]Iodobenzene:Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide ("also in Collective Volume 8, 1993")] . It also brings around the conversion of a hydrazone to a diazo compound, for example in the diazo-thioketone coupling. It also converts thioacetals to their parent carbonyl compounds.
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