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TEMPO
EntityQ209120· pop 17· linked from 41 articles

Also known as 1,1,5,5-tetramethylpentamethylene nitroxide, 2,2,6,6-tetramethylpiperidinooxy radical, 2,2,6,6-tetramethyl-1-piperidinyloxy

(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl, commonly known as TEMPO, is a chemical compound with the formula . This heterocyclic compound is a red-orange, sublimable solid. As a stable aminoxyl radical, it has applications in chemistry and biochemistry. TEMPO is used as a radical marker, as a structural probe for biological systems in conjunction with electron spin resonance spectroscopy, as a reagent in organic synthesis, and as a mediator in controlled radical polymerization.

Wikidata facts

Mass
156.138839
Show 3 more facts
chemical formula
C₉H₁₈NO
canonical SMILES
CC1(CCCC(N1[O])(C)C)C
Commons category
TEMPO
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7 sections
Contents
  • Preparation
  • Structure and bonding
  • Application in organic synthesis
  • Industrial applications and analogues
  • See also
  • References
  • External links

(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl, commonly known as TEMPO, is a chemical compound with the formula . This heterocyclic compound is a red-orange, sublimable solid. As a stable aminoxyl radical, it has applications in chemistry and biochemistry. TEMPO is used as a radical marker, as a structural probe for biological systems in conjunction with electron spin resonance spectroscopy, as a reagent in organic synthesis, and as a mediator in controlled radical polymerization.

==Preparation== TEMPO was discovered by Lebedev and Kazarnowskii in 1960. It is prepared by oxidation of 2,2,6,6-tetramethylpiperidine.

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