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- TEMPO abstract "(2,2,6,6-Tetramethylpiperidin-1-yl)oxy, or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl or TEMPO is a chemical compound with the formula (CH2)3(CMe2)2NO. This heterocyclic compound is a red-orange, sublimable solid. As a stable radical, it has applications in chemistry and biochemistry. TEMPO was discovered by Lebedev and Kazarnowskii in 1960. It is prepared by oxidation of 2,2,6,6-tetramethylpiperidine. TEMPO is widely used as a radical trap, 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 free radical polymerization. The stability of this radical is attributed to the resonance provided by non-bonding electrons on the nitrogen atom, which form a 2c3e (half-) bond between nitrogen and oxygen, and hyperconjugative ability. Additional stability arises from the steric protection provided by the four methyl groups adjacent to the nitroxyl group; however, the methyl groups prevent a double bond occurring between either carbon adjacent to nitrogen. The stability of the radical is also indicated by the weakness of the O-H bond in the hydrogenated derivative TEMPO-H. With an O-H bond dissociation energy of about 70 kcal/mol, this bond is about 30% weaker than a typical O-H bond.".
- TEMPO thumbnail 2,2,6,6-Tetramethylpiperidinyloxyl.svg?width=300.
- TEMPO wikiPageExternalLink q450.html.
- TEMPO wikiPageID "30864235".
- TEMPO wikiPageRevisionID "606606619".
- TEMPO hasPhotoCollection TEMPO.
- TEMPO imagefile "2266".
- TEMPO name "TEMPO".
- TEMPO othernames "oxyl".
- TEMPO verifiedrevid "477860264".
- TEMPO watchedfields "changed".
- TEMPO subject Category:Amine_oxides.
- TEMPO subject Category:Free_radicals.
- TEMPO subject Category:Piperidines.
- TEMPO type ChemicalCompound.
- TEMPO type ChemicalSubstance.
- TEMPO type ChemicalSubstanceType.
- TEMPO type ChemicalObject.
- TEMPO type Thing.
- TEMPO comment "(2,2,6,6-Tetramethylpiperidin-1-yl)oxy, or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl or TEMPO is a chemical compound with the formula (CH2)3(CMe2)2NO. This heterocyclic compound is a red-orange, sublimable solid. As a stable radical, it has applications in chemistry and biochemistry. TEMPO was discovered by Lebedev and Kazarnowskii in 1960. It is prepared by oxidation of 2,2,6,6-tetramethylpiperidine.".
- TEMPO label "2,2,6,6-Tetramethylpiperidinyloxyl".
- TEMPO label "TEMPO".
- TEMPO label "TEMPO".
- TEMPO label "TEMPO".
- TEMPO label "四甲基哌啶氧化物".
- TEMPO sameAs 2,2,6,6-Tetramethylpiperidinyloxyl.
- TEMPO sameAs TEMPO.
- TEMPO sameAs TEMPO.
- TEMPO sameAs m.0656yg.
- TEMPO sameAs Q209120.
- TEMPO sameAs Q209120.
- TEMPO wasDerivedFrom TEMPO?oldid=606606619.
- TEMPO depiction 2,2,6,6-Tetramethylpiperidinyloxyl.svg.
- TEMPO isPrimaryTopicOf TEMPO.
- TEMPO name "TEMPO".
