TEMPO

CAS Register Number

2564-83-2

EC Number

219-888-8

IUPAC Name

2,2,6,6-Tetramethyl-1-piperidinyloxy

Molecular Formula

C9H18NO

Molecular Weight

156.25 g/mol

SMILES

CC1(CCCC(N1[O])(C)C)C

TEMPO (CAS 2564-83-2), also known as 2,2,6,6-Tetramethylpiperidin-1-yl)oxyl, is a highly stable, red-orange crystalline free radical and versatile organocatalyst. This heterocyclic nitroxyl compound features exceptional chemical stability due to steric protection by four methyl groups, making it ideal for precision oxidation and radical-mediated processes in laboratory and industrial settings.

TEMPO Applications

TEMPO serves as a premier catalyst for the selective oxidation of primary alcohols to aldehydes and secondary alcohols to ketones, commonly in pharmaceutical, fine chemical, and agrochemical synthesis. It enables efficient aerobic oxidations (e.g., Cu/TEMPO systems), nitroxide-mediated polymerization (NMP) for controlled polymers, and acts as a radical scavenger/probe in ESR spectroscopy. Widely applied in API production, natural product derivatives, flavors/fragrances, and advanced materials.

Packaging

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