ON THE STRUCTURE OF tert-BUTYL HYPOIODITE.

Article abstract of DOI:10.1021/ja00330a038

A compound known as 'tert-butyl hypoiodite' has hitherto been referred to in the literature as a reagent with some synthetic utility. Three methods of preparation have been used to make this material: the reaction of tert-butyl hypochlorite with iodine, the reaction of tert-butyl hypochlorite with metal iodides, and the reaction of potassium tert-butoxide with iodine. Physical and chemical evidence is offered to show that the reagent obtained from the first of these methods is different from that made from the latter two methods. Reaction schemes are proposed to account for the different properties and reactivities of the two reagents. Structures are proposed for the two reagents which rationalize both the physical and chemical properties of the two materials.