1-Hydroxy-2,2,6,6-tetramethylpiperidine

1-Hydroxy-2,2,6,6-tetramethylpiperidine
Names
	Preferred IUPAC name 2,2,6,6-Tetramethylpiperidin-1-ol
	Other names TEMPOH; 2,2,6,6-Tetramethyl-1-hydroxypiperidine;
Identifiers
CAS Number	7031-93-8;
3D model (JSmol)	Interactive image;
Beilstein Reference	1422418
ChEMBL	ChEMBL117747;
ChemSpider	478474;
PubChem CID	549976;
UNII	V7P47JWA4V ;
CompTox Dashboard (EPA)	DTXSID60338578 ;
	InChI InChI=1S/C9H19NO/c1-8(2)6-5-7-9(3,4)10(8)11/h11H,5-7H2,1-4H3 Key: VUZNLSBZRVZGIK-UHFFFAOYSA-N;
	SMILES CC1(CCCC(N1O)(C)C)C;
Properties
Chemical formula	C9H19NO
Molar mass	157.257 g·mol−1
Appearance	white solid
Melting point	39–40 °C (102–104 °F; 312–313 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1-Hydroxy-2,2,6,6-tetramethylpiperidine is the organic compound with the formula C₅H₆Me₄NOH (Me = CH₃). A white solid, it is classified as a hydroxylamine. The compound has attracted interest as the reduced derivative of the popular radical 2,2,6,6-tetramethylpiperidin-1-yl)oxyl ("TEMPO"). It is a mild base.^[1]

References

↑ Gerken, James B.; Pang, Yutong Q.; Lauber, Markus B.; Stahl, Shannon S. (2018). "Structural Effects on the pH-Dependent Redox Properties of Organic Nitroxyls: Pourbaix Diagrams for TEMPO, ABNO, and Three TEMPO Analogs". The Journal of Organic Chemistry. 83 (14): 7323–7330. doi:10.1021/acs.joc.7b02547. OSTI 1471688. PMID 29182282.

[1] Gerken, James B.; Pang, Yutong Q.; Lauber, Markus B.; Stahl, Shannon S. (2018). "Structural Effects on the pH-Dependent Redox Properties of Organic Nitroxyls: Pourbaix Diagrams for TEMPO, ABNO, and Three TEMPO Analogs". The Journal of Organic Chemistry. 83 (14): 7323–7330. doi:10.1021/acs.joc.7b02547. OSTI 1471688. PMID 29182282.

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References