Acetic acid, protonated
- Formula: C2H5O+
- Molecular weight: 45.0600
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Reaction thermochemistry data
Go To: Top, Ion clustering 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: 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
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H4O2 = (C2H5O+ • C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 28.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| ΔrH° | 29.5 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 28.3 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| ΔrS° | 27.9 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.2 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H6O = (C2H5O+ • C2H6O)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 29.5 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.0 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.7 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H4O = (C2H5O+ • C2H4O)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 29.0 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.2 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.2 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
(C2H5O+ • 3) +
= (C2H5O+ • 4
)
By formula: (C2H5O+ • 3C2H4O2) + C2H4O2 = (C2H5O+ • 4C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 12. | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 25. | cal/mol*K | N/A | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
| ΔrG° (kcal/mol) | T (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 6.2 | 245. | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + H2O = (C2H5O+ • H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 20.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| ΔrH° | 21.9 | kcal/mol | HPMS | Davidson, Sunner J., et al., 1979 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 21.0 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • 2) +
= (C2H5O+ • 3
)
By formula: (C2H5O+ • 2C2H4O2) + C2H4O2 = (C2H5O+ • 3C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 13.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 22.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
(C2H5O+ • ) +
= (C2H5O+ • 2
)
By formula: (C2H5O+ • C2H4O2) + C2H4O2 = (C2H5O+ • 2C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 18.5 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 24.5 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
(C2H5O+ • 2) +
= (C2H5O+ • 3
)
By formula: (C2H5O+ • 2H2O) + H2O = (C2H5O+ • 3H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 12.9 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 23.2 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • 3) +
= (C2H5O+ • 4
)
By formula: (C2H5O+ • 3H2O) + H2O = (C2H5O+ • 4H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 10.8 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 20.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • ) +
= (C2H5O+ • 2
)
By formula: (C2H5O+ • H2O) + H2O = (C2H5O+ • 2H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 17.8 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
Ion clustering data
Go To: Top, Reaction thermochemistry 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: 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. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H4O = (C2H5O+ • C2H4O)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 29.0 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.2 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.2 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H4O2 = (C2H5O+ • C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 28.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| ΔrH° | 29.5 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 28.3 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| ΔrS° | 27.9 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.2 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
(C2H5O+ • ) +
= (C2H5O+ • 2
)
By formula: (C2H5O+ • C2H4O2) + C2H4O2 = (C2H5O+ • 2C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 18.5 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 24.5 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
(C2H5O+ • 2) +
= (C2H5O+ • 3
)
By formula: (C2H5O+ • 2C2H4O2) + C2H4O2 = (C2H5O+ • 3C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 13.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 22.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
(C2H5O+ • 3) +
= (C2H5O+ • 4
)
By formula: (C2H5O+ • 3C2H4O2) + C2H4O2 = (C2H5O+ • 4C2H4O2)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 12. | kcal/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 25. | cal/mol*K | N/A | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
| ΔrG° (kcal/mol) | T (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 6.2 | 245. | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; Entropy change calculated or estimated |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + C2H6O = (C2H5O+ • C2H6O)
Bond type: Hydrogen bonds of the type OH-O between organics
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 29.5 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.0 | cal/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 21.7 | kcal/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
C2H5O+ + = (C2H5O+ •
)
By formula: C2H5O+ + H2O = (C2H5O+ • H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 20.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| ΔrH° | 21.9 | kcal/mol | HPMS | Davidson, Sunner J., et al., 1979 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 21.0 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • ) +
= (C2H5O+ • 2
)
By formula: (C2H5O+ • H2O) + H2O = (C2H5O+ • 2H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 17.8 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 26.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • 2) +
= (C2H5O+ • 3
)
By formula: (C2H5O+ • 2H2O) + H2O = (C2H5O+ • 3H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 12.9 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 23.2 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
(C2H5O+ • 3) +
= (C2H5O+ • 4
)
By formula: (C2H5O+ • 3H2O) + H2O = (C2H5O+ • 4H2O)
Bond type: Hydrogen bond (positive ion to hydride)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 10.8 | kcal/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 20.4 | cal/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
References
Go To: Top, Reaction thermochemistry data, Ion clustering 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]
Larson and McMahon, 1982
Larson, J.W.; McMahon, T.B.,
Formation, Thermochemistry, and Relative Stabilities of Proton - Bound dimers of Oxygen n - Donor Bases from Ion Cyclotron Resonance Solvent - Exchange Equilibria Measurements,
J. Am. Chem. Soc., 1982, 104, 23, 6255, https://doi.org/10.1021/ja00387a016
. [all data]
Grimsrud and Kebarle, 1973
Grimsrud, E.P.; Kebarle, P.,
Gas Phase Ion Equilibria Studies of the Solvation of the Hydrogen Ion by Methanol, Dimethyl Ether and Water. Effect of Hydrogen Bonding,
J. Am. Chem. Soc., 1973, 95, 24, 7939, https://doi.org/10.1021/ja00805a002
. [all data]
Lias, Liebman, et al., 1984
Lias, S.G.; Liebman, J.F.; Levin, R.D.,
Evaluated gas phase basicities and proton affinities of molecules heats of formation of protonated molecules,
J. Phys. Chem. Ref. Data, 1984, 13, 695. [all data]
Keesee and Castleman, 1986
Keesee, R.G.; Castleman, A.W., Jr.,
Thermochemical data on Ggs-phase ion-molecule association and clustering reactions,
J. Phys. Chem. Ref. Data, 1986, 15, 1011. [all data]
Meot-Ner (Mautner), 1984
Meot-Ner (Mautner), M.,
The Ionic Hydrogen Bond and Ion Solvation. 2. Hydration of Onium Ions by 1 - 7 H2O Molecules. Relations Between Monomolecular, Specific and Bulk Hydration,
J. Am. Chem. Soc., 1984, 106, 5, 1265, https://doi.org/10.1021/ja00317a016
. [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, Ion clustering data, References
- Symbols used in this document:
T Temperature ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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