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DOI: 10.1055/s-2008-1032130
Selenium Dioxide (SeO2) - A Versatile Reagent
Publication History
Publication Date:
23 January 2008 (online)
Introduction
Selenium dioxide (SeO2) is a very useful and versatile reagent for the synthesis of various types of organic compounds. Among several oxidizing agents described for use in organic synthesis, SeO2 has received interest as a superior oxidizing agent, [1] as dienophile agent, [2] oxidative bond cleaving agent, [3] in the synthesis of organometallic reagents, [4] as catalyst for synthesis of urea derivatives [5] , oxidative demethylating agent, [6] an important agent in Beckman rearrangement, [7] benzylic oxidizing agent, [8] and as an allylic hydroxylating agent [9] of organic molecules. Selenium dioxide is made by burning the element of Se in air. It is a white crystalline solid at room temperature with a sublimation temperature of 315 °C. The solid forms infinite polymeric chains (syndiotactic) which are not planar, but the polymeric structure breaks down in the gas phase to the monomeric covalent form, symmetrically bent like SO2.
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