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TEMPO (2,2,6,6-Tetramethylpiperidine-1-oxyl, CAS 2564-83-2) is a highly stable organic nitroxide free radical. Unlike most radicals, TEMPO is bench-stable and can be handled safely under standard laboratory and industrial conditions, making it one of the most commercially important radical species in chemistry.
The molecule features a persistent nitrogen-centered radical stabilized by four flanking methyl groups, preventing radical–radical coupling and giving TEMPO its exceptional thermal and chemical stability. It appears as an orange crystalline solid that is soluble in most organic solvents and water.
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