Pyridine, 1-oxide
- Formula: C5H5NO
- Molecular weight: 95.0993
- IUPAC Standard InChIKey: ILVXOBCQQYKLDS-UHFFFAOYSA-N
- CAS Registry Number: 694-59-7
- 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: Pyridine oxide; Pyridine N-oxide
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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 | 21.0 ± 0.60 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 | |
ΔfH°gas | 21.0 ± 0.60 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 |
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 | 1.8 | kcal/mol | Cm | da Silva, Chagas, et al., 1988 | reaction calorimetry(solution) |
ΔfH°solid | 2.1 ± 0.55 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 | |
ΔfH°solid | 2.1 ± 0.55 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 |
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:
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 |
---|---|---|---|---|---|
ΔsubH° | 19.6 ± 0.36 | kcal/mol | V | da Silva, Chagas, et al., 1988 | reaction calorimetry(solution); ALS |
ΔsubH° | 19.0 ± 0.24 | kcal/mol | C | Shaofeng and Pilcher, 1988 | ALS |
ΔsubH° | 19.0 ± 0.24 | kcal/mol | C | Shaofeng and Pilcher, 1988 | ALS |
ΔsubH° | 19.0 ± 0.24 | kcal/mol | N/A | Shaofeng and Pilcher, 1988 | AC |
Reaction 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
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
3 +
= 3
+ KClO3
By formula: 3C5H5NO + ClK = 3C5H5N + KClO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 75.2 ± 2.4 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 | solid phase |
3 +
= 3
+ KBrO3
By formula: 3C5H5NO + BrK = 3C5H5N + KBrO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 75.0 ± 2.3 | kcal/mol | Cm | Shaofeng and Pilcher, 1988 | solid phase |
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:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 220.7 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 213.4 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.38 ± 0.02 | PE | Maier, Muller, et al., 1975 | LLK |
8.46 | PE | Weiner and Lattman, 1974 | Vertical value; LLK |
8.38 ± 0.02 | PE | Maier and Muller, 1974 | Vertical value; LLK |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Shaofeng and Pilcher, 1988
Shaofeng, L.; Pilcher, G.,
Enthalpy of formation of pyridine-N-oxide: the dissociation enthalpy of the (N-O) bond,
J. Chem. Thermodyn., 1988, 20, 463-465. [all data]
da Silva, Chagas, et al., 1988
da Silva, M.L.C.P.; Chagas, A.P.; Airoldi, C.,
Heterocyclic N-oxide ligands: A thermochemical study of adducts with zinc, cadmium, and mercury chlorides,
J. Chem. Soc. Dalton Trans., 1988, 2113-2116. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Maier, Muller, et al., 1975
Maier, J.P.; Muller, J.-F.; Kubota, T.,
182. Ionisation energies and the electronic structures of the N-oxides of diazabenzenes,
Helv. Chim. Acta, 1975, 58, 1634. [all data]
Weiner and Lattman, 1974
Weiner, M.A.; Lattman, M.,
Photoelectron spectra of 4-substituted pyridine N-oxides,
Tetrahedron Lett., 1974, 1709. [all data]
Maier and Muller, 1974
Maier, J.P.; Muller, J.-F.,
Ionisation energies of pyridine N-oxides determined by photoelectron spectroscopy,
J. Chem. Soc. Faraday Trans. 2, 1974, 70, 1991. [all data]
Notes
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- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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