Abstract

Disproportionation reactions take place in solution of (diacetoxyiodo)benzene (DIB) in acetonitrile in the presence of water, giving iodine(V) and iodine(I) species. This redox reaction is accelerated by the presence of water and by increasing the temperature. Several species of the solution of DIB were identified by high-resolution ESI-MS/MS, which allowed the elucidation of the mechanisms of disproportionation for DIB in gas phase and in solution. Key species in the process are the dimers [PhI(OH)OIPh] + at m/ z 440.8864, [PhI(OAc)OIPh] + at m/ z 482.8947, and [PhI(O)(OAc)OIPh] + at m/ z 498.8887.

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