4-acetamido-2,2,6,6-tetramethylpiperidine
4-acetamido-TEMPO (short for (4-acetamido-2,2,6,6-tetramethylpiperidin-1-yl)oxyl) is a stable radical (chemistry), radical used for oxidation reactions in organic chemistry. It is a derivative of TEMPO, from which it differs by the additional acetamide group. Preparation 4-acetamido-TEMPO can be prepared from 4-amino-2,2,6,6-tetramethylpiperidine. By reaction with acetic anhydride, the amino group is acetylated, and an acetate salt is formed. The free base can be regenerated with potassium carbonate. Oxidation to the nitroxyl radical occurs with hydrogen peroxide in the presence of sodium tungstate and ethylenediaminetetraacetic acid. Properties 4-acetamido-TEMPO is a stable radical (chemistry), radical and exists as a crystalline, orange-colored solid. Reactions 4-acetamido-TEMPO is suitable as a catalyst for oxidation reactions. This includes the oxidation of primary amines to nitriles with potassium peroxymonosulfate as the stoichiometric oxidizing agent. Additionally, i ...
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Bobbitt's Salt
Bobbitt's salt is an oxoammonium compound derived from 4-acetamido-2,2,6,6-tetramethylpiperidine. It contains the tetrafluoroborate anion and is named after the American chemist James M. Bobbitt. As a less expensive analogue of the ''N''-oxoammonium salt derived from TEMPO In musical terminology, tempo (Italian for 'time'; plural 'tempos', or from the Italian plural), measured in beats per minute, is the speed or pace of a given musical composition, composition, and is often also an indication of the composition ..., Bobbitt's salt is still mainly used as a catalyst for oxoammonium-catalyzed oxidations. References External links *{{Commonscatinline, Bobbitt's salt Tetrafluoroborates Acetamides Oxycations ...
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