1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-

• Formula: C₉H₁₈NO₂
• Molecular weight: 172.2447
• IUPAC Standard InChI: InChI=1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3 Copy

  
• IUPAC Standard InChIKey: UZFMOKQJFYMBGY-UHFFFAOYSA-N Copy
• CAS Registry Number: 2226-96-2
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Piperidinooxy, 4-hydroxy-2,2,6,6-tetramethyl-; Tanol; Tempol; Tetramethylpiperidino-N-oxyl; Tetramethylpiperidinol N-oxyl; TMPN; 2,2,4,4-Tetramethyl-4-Piperidinol N-oxide; 2,2,6,6-Tetramethyl-4-hydroxypiperidin-1-oxyl; 2,2,6,6-Tetramethyl-4-hydroxypiperidinooxy; 2,2,6,6-Tetramethyl-4-hydroxypiperidinooxy radical; 2,2,6,6-Tetramethyl-4-hydroxypiperidyl 1-oxyl; 2,2,6,6-Tetramethyl-4-oxypiperidine-1-oxyl; 2,2,6,6-Tetramethyl-4-piperidinol nitroxide; 2,2,6,6-Tetramethyl-4-piperidinol N-oxyl; 2,2,6,6-Tetramethyl-4-piperidinol 1-oxyl; 2,2,6,6-Tetramethyl-4-piperidinol-1-oxy; 2,2,6,6-Tetramethylpiperidine-N-oxyl-4-ol; 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl; 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxy; 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxy radical; 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxyl; 4-Oxypiperidol; 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy; 1-Oxyl-2,2,6,6-tetramethyl-4-piperidinol; 2,2,6,6-Tetramethyl-4-piperindiol 1-oxyl; 2,2,6,6-Tetramethylpiperidinol-4-oxyl-1; 4-Hydroxy-2,2,6,-tetramethylpiperidyl-1-oxy; 4-Hydroxy-2,2,6,-tetramethylpiperidyl-1-oxyl; 4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxy; 4-Hydroxy-2,2,6,6-tetramethylpiperidinoxy; Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-; 2,2,6,6-Tetramethyl-4-piperidinol 1-oxide; 4-Hydroxy-2,2,6,6-tetramethylpiperidine N-oxide; 4-Hydroxy-2,2,6,6-tetramethylpiperidinoxyl; NR I; Nitroxyl 2
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
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Gas phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Condensed phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of sublimation

Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IR Spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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Additional Data

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Lebedev, Rozantzev, et al., 1966
Lebedev, Yu.A.; Rozantzev, E.G.; Kalashnikova, L.A.; Lebedev, V.P.; Neiman, M.B.; Apin, A.Ya., Thermochemical study of certain free radicals and the corresponding hydrides, Dokl. Phys. Chem. (Engl. Transl.), 1966, 168, 460-462, In original 104. [all data]

Lebedev, Rosantsev, et al., 1966
Lebedev, Y.A.; Rosantsev, E.G.; Kalashnikova, L.A.; Lebedev, V.P.; Nieman, M.B.; Apin, Y.A., Dokl. Akad. Nauk SSSR, 1966, 168, 1, 104. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]

Kalashnikova, Rozantsev, et al., 1965
Kalashnikova, L.A.; Rozantsev, E.G.; Chaikin, A.M., Saturated vapor pressure of certain stable free radicals, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1965, 782-785. [all data]

Summermann and Deffner, 1975
Summermann, W.; Deffner, U., Die elektrochemische Oxidation aliphatischer Nitroxyl-Rradikale, Tetrahedron, 1975, 31, 593. [all data]

Notes

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• Symbols used in this document:
  

  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔsubH	Enthalpy of sublimation

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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