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TEMPO information


TEMPO
Names
Preferred IUPAC name
(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl
Other names
(2,2,6,6-Tetramethylpiperidin-1-yl)oxidanyl
Identifiers
CAS Number
  • 2564-83-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:32849 checkY
ChEMBL
  • ChEMBL606971 checkY
ChemSpider
  • 2006285 checkY
ECHA InfoCard 100.018.081 Edit this at Wikidata
EC Number
  • 219-888-8
PubChem CID
  • 2724126
RTECS number
  • TN8991900
UNII
  • VQN7359ICQ checkY
CompTox Dashboard (EPA)
  • DTXSID2073300 Edit this at Wikidata
InChI
  • InChI=1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3 checkY
    Key: QYTDEUPAUMOIOP-UHFFFAOYSA-N checkY
  • InChI=1/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3
    Key: QYTDEUPAUMOIOP-UHFFFAOYAP
SMILES
  • CC1(CCCC(N1[O])(C)C)C
Properties
Chemical formula
 C9H18NO
Molar mass 156.25 g/mol
Melting point 36 to 38 °C (97 to 100 °F; 309 to 311 K)
Boiling point sublimes under vacuum
Hazards
GHS labelling:
Pictograms
 GHS05: Corrosive
Signal word
 Danger
Hazard statements
 H314
Precautionary statements
 P260, P264, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

(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 (CH2)3(CMe2)2NO. This heterocyclic compound is a red-orange, sublimable solid. As a stable aminoxyl radical, it has applications in chemistry and biochemistry.[1] 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.[2]

  1. ^ Barriga, S. (2001). "2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO)" (PDF). Synlett. 2001 (4): 563. doi:10.1055/s-2001-12332.
  2. ^ Montanari, F.; Quici, S.; Henry-Riyad, H.; Tidwell, T. T. (2005). "2,2,6,6-Tetramethylpiperidin-1-oxyl". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/047084289X.rt069.pub2. ISBN 0471936235.

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