Structure via PubChem · Public domain (PubChem)
TEMPO
Sign in to saveAlso 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.
Chemical data
- Formula
- C9H18NO
- Molecular weight
- 156.25 g/mol
- SMILES
- CC1(CCCC(N1[O])(C)C)C
- InChIKey
- QYTDEUPAUMOIOP-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 4.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
12,198 papers- The Influence of Movement Tempo During Resistance Training on Muscular Strength and Hypertrophy Responses: A Review.Sports medicine (Auckland, N.Z.) · 2021
- TEMPO-oxidized cellulose nanofibers.Nanoscale · 2011
- A TEMPO-loaded DNA hydrogel enabling integrated early diagnosis and treatment of osteoarthritis.Journal of nanobiotechnology · 2025
- Laccase-TEMPO as an Efficient System for Doxorubicin Removal from Wastewaters.International journal of environmental research and public health · 2022
- Tempo oscillations in rhythmic human networks.Scientific reports · 2025
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 156.138839
Show 4 more facts
- chemical formula
- C₉H₁₈NO
- canonical SMILES
- CC1(CCCC(N1[O])(C)C)C
- subject has role
- antioxidant
- Commons category
- TEMPO
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- 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.
Excerpted from Wikipedia’s “TEMPO” article, available under the CC BY-SA 4.0 licence.