TEMPO

(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. 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.

TEMPO
Names
Preferred IUPAC name
(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl
Other names
(2,2,6,6-Tetramethylpiperidin-1-yl)oxidanyl
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.018.081
EC Number
  • 219-888-8
RTECS number
  • TN8991900
UNII
  • InChI=1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3 Y
    Key: QYTDEUPAUMOIOP-UHFFFAOYSA-N Y
  • InChI=1/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3
    Key: QYTDEUPAUMOIOP-UHFFFAOYAP
  • CC1(CCCC(N1[O])(C)C)C
Properties
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:
Danger
H314
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).
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Infobox references
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