4-Pyridinol
- Formula: C5H5NO
- Molecular weight: 95.0993
- IUPAC Standard InChI: InChI=1S/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7)
- IUPAC Standard InChIKey: GCNTZFIIOFTKIY-UHFFFAOYSA-N
- CAS Registry Number: 626-64-2
- 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. - Other names: 4-Pyridone; 4-Pyridol; 4-Hydroxypyridine; γ-Hydroxypyridine; pyridin-4-ol
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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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -30.3 ± 5.3 | kJ/mol | Ccb | Ribeiro da Silva, Matos, et al., 1992 | |
| ΔfH°gas | -40.8 ± 2.1 | kJ/mol | Ccb | Suradi, El Saiad, et al., 1982 |
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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 421.15 | K | N/A | Leis and Curran, 1945 | Uncertainty assigned by TRC = 1. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 118.6 ± 5.2 | kJ/mol | C | Ribeiro da Silva, Matos, et al., 1992 | ALS |
| ΔsubH° | 118.6 ± 5.2 | kJ/mol | C | Ribeiro da Silva, Matos, et al., 1992 | AC |
| ΔsubH° | 103.8 ± 1.7 | kJ/mol | C | Suradi, El Saiad, et al., 1982 | ALS |
| ΔsubH° | 103.8 ± 1.7 | kJ/mol | C | Suradi, El Saiad, et al., 1982 | See also Pedley, Naylor, et al., 1986.; AC |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.8 ± 0.03 | PE | Cook, El-Abbady, et al., 1977 | LLK |
| 9.6 ± 0.1 | EI | Stefanovic and Grutzmacher, 1974 | LLK |
| 9.89 ± 0.02 | EI | Gronneberg and Undheim, 1972 | LLK |
| 9.70 ± 0.05 | EI | Basila and Clancy, 1963 | RDSH |
References
Go To: Top, Gas 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.
Ribeiro da Silva, Matos, et al., 1992
Ribeiro da Silva, M.A.V.; Matos, M.A.R.; Meng-Yan, Y.; Pilcher, G.,
Enthalpy of formation of 4-hydroxypridine,
J. Chem. Thermodyn., 1992, 24, 107-108. [all data]
Suradi, El Saiad, et al., 1982
Suradi, S.; El Saiad, N.; Pilcher, G.; Skinner, H.A.,
Enthalpies of combustion of the three hydroxy-pyridines and the four hydroxy-2-methylpyridines,
J. Chem. Thermodyn., 1982, 14, 45-50. [all data]
Leis and Curran, 1945
Leis, D.G.; Curran, B.C.,
Electric moments of some gamma-substituted pyridines,
J. Am. Chem. Soc., 1945, 67, 79. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, 1986, https://doi.org/10.1007/978-94-009-4099-4
. [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]
Stefanovic and Grutzmacher, 1974
Stefanovic, D.; Grutzmacher, H.F.,
The ionisation potential of some substituted pyridines,
Org. Mass Spectrom., 1974, 9, 1052. [all data]
Gronneberg and Undheim, 1972
Gronneberg, T.; Undheim, K.,
Mass spectrometry of onium compounds. XI: ionization potentials of hydroxy and mercapto pyridines,
Org. Mass Spectrom., 1972, 6, 823. [all data]
Basila and Clancy, 1963
Basila, M.R.; Clancy, D.J.,
The ionization potentials of monosubstituted pyridines by electron impact,
J. Phys. Chem., 1963, 67, 1551. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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