4-Acetamido-TEMPO, free radical oxidizes alcohols to carbonyl compounds in the presence of TsOH.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
4-Acetamido-TEMPO, free radical oxidizes alcohols to carbonyl compounds in the presence of TsOH.
Solubility
Soluble in ethanol, acetone, acetonitrile, methylene chloride. Insoluble in hexane, ether.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents, heat.
RUO – Research Use Only
General References:
- Erika Watanabe; Naoyuki Tamura; Tsuguyuki Saito; Naoto Habu; Akira Isogai. Preparation of completely C6-carboxylated curdlan by catalytic oxidation with 4-acetamido-TEMPO. Carbohydrate Polymers. 2014, 100, 74-79.
- Weili Yin; Changhu Chu1; Qiongqiong Lu1; Jianwei Tao; Xinmiao Liang and Renhua Liu. Iron Chloride/4-Acetamido-TEMPO/Sodium Nitrite-Catalyzed Aerobic Oxidation of Primary Alcohols to the Aldehydes. Advanced Synthesis & Catalysis. 2010, 352 (1), 113-118.
- In the presence of an acid disproportionates to the oxoammonium salt, a highly selective reagent for alcohol oxidation. For a review of oxoammonium (nitrosonium) salts, see: Heterocycles, 27, 509 (1988); for a brief feature on oxoammonium salts, see: Synlett, 1757 (2003). In combination with tosic acid, oxidizes alcohols to aldehydes and ketones: J. Org. Chem., 56, 6110 (1991). For oxidation of diols to ɑ-dicarbonyl compounds, see: J. Org. Chem., 59, 6338 (1994). Review of the use of stable nitroxyl radicals for the oxidation of primary and secondary alcohols: Synthesis, 1153 (1996) Cf also 4-Hydroxy-TEMPO, A12497, and TEMPO, A12733.