4-Piperidinone, 2,2,6,6-tetramethyl-
- Formula: C9H17NO
- Molecular weight: 155.2374
- IUPAC Standard InChI: InChI=1S/C9H17NO/c1-8(2)5-7(11)6-9(3,4)10-8/h10H,5-6H2,1-4H3
- IUPAC Standard InChIKey: JWUXJYZVKZKLTJ-UHFFFAOYSA-N
- CAS Registry Number: 826-36-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: 2,2,6,6-Tetramethyl-4-piperidone; Triacetonamin; Triacetonamine; Triacetone amine; Vincubina; Vincubine; 2,2,6,6-Tetramethyl-4-oxopiperidine; 2,2,6,6-Tetramethyl-4-piperidinone; 4-Piperidone, 2,2,6,6-tetramethyl-; 4-Oxo-2,2,6,6-tetramethylpiperidine; 2,2,6,6-Tetramethylpiperidinone; 2,2,6,6-Tetramethylpiperidone; Trojacetonoaminy; Ikh 196; Odoratine; NSC 16579; 10581-38-1 (hydrate)
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References, Notes
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -65.4 ± 1.5 | kcal/mol | Ccb | Lebedev, Rozantzev, et al., 1966 |
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -79.90 ± 0.82 | kcal/mol | Ccb | Lebedev, Rozantzev, et al., 1966 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1347.26 ± 0.82 | kcal/mol | Ccb | Lebedev, Rozantzev, et al., 1966 |
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:
BS - Robert L. Brown and Stephen E. Stein
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 478.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 14.53 ± 0.65 | kcal/mol | V | Lebedev, Rozantzev, et al., 1966 | ALS |
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
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.74 | PE | Bodor, Kaminski, et al., 1974 | LLK |
| 8.30 ± 0.05 | EI | Hvistendahl and Undheim, 1971 | LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes
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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Bodor, Kaminski, et al., 1974
Bodor, N.; Kaminski, J.J.; Worley, S.D.; Colton, R.J.; Lee, T.H.; Rabalais, J.W.,
Photoelectron spectra, hydrolytic stability, and antimicrobial activity of N-chlorinated piperidines,
J. Pharm. Sci., 1974, 63, 1387. [all data]
Hvistendahl and Undheim, 1971
Hvistendahl, G.; Undheim, K.,
Ionization potentials of stable free radicals,
Chem. Scr., 1971, 1, 123. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point 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 at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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