Pyridine, protonated
- Formula: C5H6N+
- Molecular weight: 80.1073
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Reaction thermochemistry data
Go To: Top, 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: Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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: C5H6N+ + C5H5N = (C5H6N+ C5H5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 105. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
![]() | 103. | kJ/mol | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
![]() | 110. | kJ/mol | HPMS | Holland and Castleman, 1982 | gas phase |
![]() | 99.2 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1979 | gas phase |
![]() | 99.2 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1979 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 124. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
![]() | 118. | J/mol*K | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
![]() | 134. | J/mol*K | HPMS | Holland and Castleman, 1982 | gas phase |
![]() | 120. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1979 | gas phase |
![]() | 120. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1979 | gas phase |
By formula: C5H6N+ + C12H24O6 = (C5H6N+ C12H24O6)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 180. ± 20. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 180. | J/mol*K | N/A | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
![]() |
T (K) | Method | Reference | Comment |
---|---|---|---|---|
67. | 550. | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
By formula: C5H6N+ + C6H14O = (C5H6N+ C6H14O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 98.3 | kJ/mol | PHPMS | Meot-Ner, 1984 | gas phase; Entropy change calculated or estimated |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 130. | J/mol*K | N/A | Meot-Ner, 1984 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
![]() |
T (K) | Method | Reference | Comment |
---|---|---|---|---|
33. | 500. | PHPMS | Meot-Ner, 1984 | gas phase; Entropy change calculated or estimated |
By formula: C5H6N+ + H2O = (C5H6N+ H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 67.4 | kJ/mol | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
![]() | 62.8 | kJ/mol | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 113. | J/mol*K | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
![]() | 107. | J/mol*K | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
By formula: C5H6N+ + C6H14O3 = (C5H6N+ C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 132. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 153. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme |
By formula: C5H6N+ + C4H10O2 = (C5H6N+ C4H10O2)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 106. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; glyme |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 131. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; glyme |
By formula: (C5H6N+ 2C5H5N) + C5H5N = (C5H6N+
3C5H5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 56.9 | kJ/mol | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 159. | J/mol*K | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable |
By formula: (C5H6N+ 2H2O) + H2O = (C5H6N+
3H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 35. | kJ/mol | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 82.0 | J/mol*K | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
By formula: C5H6N+ + C5H12O2 = (C5H6N+ C5H12O2)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 111. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 150. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C5H6N+ + C10H20O5 = (C5H6N+ C10H20O5)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 172. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 178. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: (C5H6N+ H2O) + H2O = (C5H6N+
2H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 40. | kJ/mol | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 82.0 | J/mol*K | PHPMS | Davidson, Sunner J., et al., 1979 | gas phase |
By formula: C5H6N+ + C8H18O4 = (C5H6N+ C8H18O4)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 145. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 160. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C5H6N+ + C8H16O4 = (C5H6N+ C8H16O4)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 151. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 167. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C5H6N+ + C4H10O = (C5H6N+ C4H10O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 94.1 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 138. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: (C5H6N+ C5H5N) + C5H5N = (C5H6N+
2C5H5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 52.7 | kJ/mol | HPMS | Holland and Castleman, 1982 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 124. | J/mol*K | HPMS | Holland and Castleman, 1982 | gas phase |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Meot-Ner (Mautner), 1992
Meot-Ner (Mautner), M.,
Intermolecular Forces in Organic Clusters,
J. Am. Chem. Soc., 1992, 114, 9, 3312, https://doi.org/10.1021/ja00035a024
. [all data]
Meot-Ner M. and Sieck, 1983
Meot-Ner M.; Sieck, L.W.,
The Ionic Hydrogen Bond. 1. Sterically Hindered Bonds. Solvation and Clustering of Sterically Hindered Amines and Pyridines,
J. Am. Chem. Soc., 1983, 105, 10, 2956, https://doi.org/10.1021/ja00348a005
. [all data]
Holland and Castleman, 1982
Holland, P.M.; Castleman, A.W.,
The Thermochemical Properties of Gas - Phase Transition Metal Ion Complexes,
J. Chem. Phys., 1982, 76, 8, 4195, https://doi.org/10.1063/1.443497
. [all data]
Meot-Ner (Mautner), 1979
Meot-Ner (Mautner), M.,
Ion Thermochemistry of Low Volatility Compounds in the Gas Phase. II. Intrinsic Basicities and Hydrogen Bonded Dimers of Nitrogen Heterocyclics and Nucleic Bases,
J. Am. Chem. Soc., 1979, 101, 9, 2396, https://doi.org/10.1021/ja00503a027
. [all data]
Meot-Ner (Mautner), 1983
Meot-Ner (Mautner), M.,
The Ionic Hydrogen Bond. 3. Multiple and -CH+...O- Bonds. Complexes of Ammonium Ions with Polyethers and Crown Ethers,
J. Am. Chem. Soc., 1983, 105, 15, 4912, https://doi.org/10.1021/ja00353a012
. [all data]
Meot-Ner, 1984
Meot-Ner, (Mautner)M.,
The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects,
J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015
. [all data]
Davidson, Sunner J., et al., 1979
Davidson, W.R.; Sunner J.; Kebarle, P.,
Hydrogen Bonding of Water to Onium Ions. Hydration of Substituted Pyridinium Ions and Related Systems,
J. Am. Chem. Soc., 1979, 101, 7, 1675, https://doi.org/10.1021/ja00501a005
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
T Temperature rG°
Free energy of reaction at standard conditions rH°
Enthalpy of reaction at standard conditions rS°
Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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