TEMPO

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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:32849 ;
ChEMBL	ChEMBL606971 ;
ChemSpider	2006285 ;
ECHA InfoCard	100.018.081
EC Number	219-888-8;
PubChem CID	2724126;
RTECS number	TN8991900;
UNII	VQN7359ICQ ;
CompTox Dashboard (EPA)	DTXSID2073300 ;
	InChI InChI=1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3 Key: QYTDEUPAUMOIOP-UHFFFAOYSA-N ; 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
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). verify (what is ?) 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]

^ Barriga, S. (2001). "2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO)" (PDF). Synlett. 2001 (4): 563. doi:10.1055/s-2001-12332.
^ 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.

[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.

[1]

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