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

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Organic compound
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
3D model (JSmol)
Beilstein Reference 1422418
ChEMBL
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H19NO/c1-8(2)6-5-7-9(3,4)10(8)11/h11H,5-7H2,1-4H3Key: VUZNLSBZRVZGIK-UHFFFAOYSA-N
SMILES
  • CC1(CCCC(N1O)(C)C)C
Properties
Chemical formula C9H19NO
Molar mass 157.257 g·mol
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 , 100 kPa). Infobox references
Chemical compound

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.

References

  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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