2(1H)-Pyridinone
- Formula: C5H5NO
- Molecular weight: 95.0993
- IUPAC Standard InChI: InChI=1S/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)
- IUPAC Standard InChIKey: UBQKCCHYAOITMY-UHFFFAOYSA-N
- CAS Registry Number: 142-08-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Species with the same structure:
- Other names: α-Pyridone; 2-Hydroxypyridine; 2(1H)-Pyridone; 2-Oxopyridine; 2-Pyridinol; 2-Pyridinone; 2-Pyridone; 2-Pyridol; Pyridone-2; 1-Hydroxy-2-pyridine; 1H-Pyridin-2-one
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- Other data available:
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Reaction thermochemistry data
Go To: Top, 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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
By formula: C5H5NO = C5H5NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.21 | kcal/mol | Eqk | Cook, Katritzky, et al., 1976 | liquid phase; solvent: benzene |
| ΔrH° | -1.1 | kcal/mol | Eqk | Cook, Katritzky, et al., 1976 | liquid phase; solvent: Cyclohexane |
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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 8.448 ± 0.001 | eV | N/A | N/A | L |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.4479 ± 0.0006 | TE | Ozeki, Cockett, et al., 1995 | LL |
| 9.0 ± 0.1 | EI | Stefanovic and Grutzmacher, 1974 | LLK |
| 8.62 ± 0.03 | PE | Cook, El-Abbady, et al., 1977 | Vertical value; LLK |
References
Go To: Top, Reaction thermochemistry 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.
Cook, Katritzky, et al., 1976
Cook, M.J.; Katritzky, A.R.; Hepler, L.G.; Matsui, T.,
Heats of solution and tautomeric equilibrium constants. The 2-pyridone: 2-hydroxypyridine equilibrium in non-aqueous media,
Tetrahedron Lett., 1976, 2685-2688. [all data]
Ozeki, Cockett, et al., 1995
Ozeki, H.; Cockett, M.C.R.; Okuyama, K.; Takahashi, M.; Kumura, K.,
Structural isomers and tautomerism of 2-hydroxypyridine in the cation ground state studied by zero kinetic energy (ZEKE) photoelectron spectroscopy,
J. Phys. Chem., 1995, 99, 8608. [all data]
Stefanovic and Grutzmacher, 1974
Stefanovic, D.; Grutzmacher, H.F.,
The ionisation potential of some substituted pyridines,
Org. Mass Spectrom., 1974, 9, 1052. [all data]
Cook, El-Abbady, et al., 1977
Cook, M.J.; El-Abbady, S.; Katritzky, A.R.; Guimon, C.; Pfister-Guillouzo, G.,
Photoelectron spectra of hydroxy- and mercapto-pyridines and models of fixed structure,
J. Chem. Soc. Perkin Trans. 2, 1977, 1652. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
IE (evaluated) Recommended ionization energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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