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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NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Gas phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-30.3 ± 5.3	kJ/mol	Ccb	Ribeiro da Silva, Matos, et al., 1992
Δ_fH°_gas	-40.8 ± 2.1	kJ/mol	Ccb	Suradi, El Saiad, et al., 1982

Condensed phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_solid	-148.9 ± 0.8	kJ/mol	Ccb	Ribeiro da Silva, Matos, et al., 1992
Δ_fH°_solid	-144.6 ± 1.3	kJ/mol	Ccb	Suradi, El Saiad, et al., 1982
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-2533.2 ± 0.4	kJ/mol	Ccb	Ribeiro da Silva, Matos, et al., 1992
Δ_cH°_solid	-2537.5 ± 1.1	kJ/mol	Ccb	Suradi, El Saiad, et al., 1982

Phase change data

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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
T_fus	421.15	K	N/A	Leis and Curran, 1945	Uncertainty assigned by TRC = 1. K; TRC
Quantity	Value	Units	Method	Reference	Comment
Δ_subH°	118.6 ± 5.2	kJ/mol	C	Ribeiro da Silva, Matos, et al., 1992	ALS
Δ_subH°	118.6 ± 5.2	kJ/mol	C	Ribeiro da Silva, Matos, et al., 1992	AC
Δ_subH°	103.8 ± 1.7	kJ/mol	C	Suradi, El Saiad, et al., 1982	ALS
Δ_subH°	103.8 ± 1.7	kJ/mol	C	Suradi, El Saiad, et al., 1982	See also Pedley, Naylor, et al., 1986.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:

Gas Chromatography

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

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1154.	Kim, Abd El-Aty, et al., 2006	30. m/0.25 mm/0.25 μm, He, 50. C @ 4. min, 5. K/min, 280. C @ 10. min

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes

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]

Kim, Abd El-Aty, et al., 2006
Kim, M.R.; Abd El-Aty, A.M.; Kim, I.S.; Shim, J.H., Determination of volatile flavor components in danggui cultivars by solvent free injection and hydrodistillation followed by gas chromatographic-mass spectrometric analysis, J. Chromatogr. A, 2006, 1116, 1-2, 259-264, https://doi.org/10.1016/j.chroma.2006.03.060 . [all data]

Notes

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Symbols used in this document:

T_fus	Fusion (melting) point
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions
Δ_subH°	Enthalpy of sublimation at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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