Trimethylamine, protonated
- Formula: C3H10N+
- Molecular weight: 60.1177
- Information on this page:
- Other data available:
- Options:
Ion clustering 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. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: C3H10N+ + CHN = (C3H10N+ • CHN)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 70.3 | kJ/mol | PHPMS | Speller and Meot-Ner (Mautner), 1985 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 96.2 | J/mol*K | PHPMS | Speller and Meot-Ner (Mautner), 1985 | gas phase |
By formula: C3H10N+ + CH4O = (C3H10N+ • CH4O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 63.2 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 87.9 | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
(C3H10N+ • ) + = (C3H10N+ • 2)
By formula: (C3H10N+ • CH4O) + CH4O = (C3H10N+ • 2CH4O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 49.0 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 99.6 | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
(C3H10N+ • 2) + = (C3H10N+ • 3)
By formula: (C3H10N+ • 2CH4O) + CH4O = (C3H10N+ • 3CH4O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 43.9 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 113. | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
(C3H10N+ • • ) + = (C3H10N+ • 2 • )
By formula: (C3H10N+ • CH4O • C3H9N) + CH4O = (C3H10N+ • 2CH4O • C3H9N)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 40. | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
By formula: C3H10N+ + C2H7N = (C3H10N+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 85.8 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 119. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase |
By formula: C3H10N+ + C3H9N = (C3H10N+ • C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 92.0 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
ΔrH° | 92.0 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
ΔrH° | 94.6 | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
ΔrH° | 94.1 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 114. | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
ΔrS° | 114. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase |
ΔrS° | 134. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase |
(C3H10N+ • ) + = (C3H10N+ • • )
By formula: (C3H10N+ • C3H9N) + CH4O = (C3H10N+ • CH4O • C3H9N)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 44.4 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 105. | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
(C3H10N+ • ) + = (C3H10N+ • 2)
By formula: (C3H10N+ • C3H9N) + C3H9N = (C3H10N+ • 2C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 29. | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
(C3H10N+ • 2) + = (C3H10N+ • 3)
By formula: (C3H10N+ • 2C3H9N) + C3H9N = (C3H10N+ • 3C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 27. | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
(C3H10N+ • 3) + = (C3H10N+ • 4)
By formula: (C3H10N+ • 3C3H9N) + C3H9N = (C3H10N+ • 4C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 35. | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
(C3H10N+ • 4) + = (C3H10N+ • 5)
By formula: (C3H10N+ • 4C3H9N) + C3H9N = (C3H10N+ • 5C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 37. | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
(C3H10N+ • 5) + = (C3H10N+ • 6)
By formula: (C3H10N+ • 5C3H9N) + C3H9N = (C3H10N+ • 6C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 31. | kJ/mol | MKER | Wei, Tzeng, et al., 1991 | gas phase; from graph |
(C3H10N+ • 2) + = (C3H10N+ • • 2)
By formula: (C3H10N+ • 2C3H9N) + H2O = (C3H10N+ • H2O • 2C3H9N)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 37. | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 102. | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
(C3H10N+ • • ) + = (C3H10N+ • 2 • )
By formula: (C3H10N+ • C3H9N • H2O) + C3H9N = (C3H10N+ • 2C3H9N • H2O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 46.0 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
By formula: C3H10N+ + C4H9NO = (C3H10N+ • C4H9NO)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 114. | kJ/mol | PHPMS | Meot-Ner, 1984 | gas phase |
ΔrH° | 114. | kJ/mol | PHPMS | Meot-Ner, 1984, 2 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner, 1984 | gas phase |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner, 1984, 2 | gas phase |
By formula: C3H10N+ + C4H10O2 = (C3H10N+ • C4H10O2)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 112. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 146. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C3H10N+ + C5H10O = (C3H10N+ • C5H10O)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 81.6 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 123. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C3H10N+ + C5H12O2 = (C3H10N+ • C5H12O2)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 107. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 138. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C3H10N+ + C6H6 = (C3H10N+ • C6H6)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 66.5 | kJ/mol | PHPMS | Deakyne and Meot-Ner (Mautner), 1985 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 116. | J/mol*K | PHPMS | Deakyne and Meot-Ner (Mautner), 1985 | gas phase |
By formula: C3H10N+ + C6H11NO3 = (C3H10N+ • C6H11NO3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 124. | kJ/mol | PHPMS | Meot-Ner, 1984, 2 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 115. | J/mol*K | PHPMS | Meot-Ner, 1984, 2 | gas phase |
By formula: C3H10N+ + C6H14O3 = (C3H10N+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 137. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 167. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme |
By formula: C3H10N+ + C8H16O4 = (C3H10N+ • C8H16O4)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 150. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 174. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C3H10N+ + C8H18O4 = (C3H10N+ • C8H18O4)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 145. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; triglyme |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 167. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; triglyme |
By formula: C3H10N+ + C10H20O5 = (C3H10N+ • C10H20O5)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 146. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 149. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase |
By formula: C3H10N+ + C12H24O6 = (C3H10N+ • C12H24O6)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 170. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 170. | J/mol*K | N/A | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
75. | 569. | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; Entropy change calculated or estimated |
By formula: C3H10N+ + H2O = (C3H10N+ • H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 60.7 | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
ΔrH° | 60.7 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
ΔrH° | 60.7 | kJ/mol | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 102. | J/mol*K | PHPMS | El-Shall, Daly, et al., 1992 | gas phase |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner M. and Sieck, 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 32. | kJ/mol | HPMS | Banic and Iribarne, 1985 | gas phase; electric fields |
(C3H10N+ • • ) + = (C3H10N+ • 2 • )
By formula: (C3H10N+ • H2O • C3H9N) + H2O = (C3H10N+ • 2H2O • C3H9N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 34. | kJ/mol | PHPMS | El-Shall, Daly, et al., 1992 | gas phase; Entropy change calculated or estimated |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 100. | J/mol*K | N/A | El-Shall, Daly, et al., 1992 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
10. | 225. | PHPMS | El-Shall, Daly, et al., 1992 | gas phase; Entropy change calculated or estimated |
(C3H10N+ • ) + = (C3H10N+ • 2)
By formula: (C3H10N+ • H2O) + H2O = (C3H10N+ • 2H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 47.7 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 104. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 18. | kJ/mol | HPMS | Banic and Iribarne, 1985 | gas phase; electric fields |
(C3H10N+ • 2) + = (C3H10N+ • 3)
By formula: (C3H10N+ • 2H2O) + H2O = (C3H10N+ • 3H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 41.8 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 104. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1984 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 14. | kJ/mol | HPMS | Banic and Iribarne, 1985 | gas phase; electric fields |
(C3H10N+ • 3) + = (C3H10N+ • 4)
By formula: (C3H10N+ • 3H2O) + H2O = (C3H10N+ • 4H2O)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 35. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1984 | gas phase; Entropy change calculated or estimated, attributed to MeNH3+.4H2O by error in footnote |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 90.4 | J/mol*K | N/A | Meot-Ner (Mautner), 1984 | gas phase; Entropy change calculated or estimated, attributed to MeNH3+.4H2O by error in footnote |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
13. | 254. | PHPMS | Meot-Ner (Mautner), 1984 | gas phase; Entropy change calculated or estimated, attributed to MeNH3+.4H2O by error in footnote |
References
Go To: Top, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Speller and Meot-Ner (Mautner), 1985
Speller, C.V.; Meot-Ner (Mautner), M.,
The Ionic Hydrogen Bond and Ion Solvation. 3. Bonds Involving Cyanides. Correlations with Proton Affinites,
J. Phys. Chem., 1985, 81, 24, 5217, https://doi.org/10.1021/j100270a020
. [all data]
El-Shall, Daly, et al., 1992
El-Shall, M.S.; Daly, G.M.; Gao, J.; Meot-Ner (Mautner), M.; Sieck, L.W.,
How Sensitive are Cluster Compositions to Energetics? A Joint Beam Expansion/ Thermochemical Study of Water - Methanol - Trimethylamine Clusters,
J. Phys. Chem., 1992, 96, 2, 507, https://doi.org/10.1021/j100181a002
. [all data]
Yamdagni and Kebarle, 1973
Yamdagni, R.; Kebarle, P.,
Gas - Phase Basicites of Amines. Hydrogen Bonding in Proton - Bound Amine Dimers and Proton - Induced Cyclization of alpha, omega - Diamines,
J. Am. Chem. Soc., 1973, 95, 11, 3504, https://doi.org/10.1021/ja00792a010
. [all data]
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]
Wei, Tzeng, et al., 1991
Wei, S.; Tzeng, W.B.; Castleman, A.W.,
Structure of protonated solvation complexes - ammonia trimethylamine cluster ions and their metastable decompositions,
J. Phys. Chem., 1991, 95, 2, 585, https://doi.org/10.1021/j100155a019
. [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]
Meot-Ner, 1984, 2
Meot-Ner, (Mautner),
The Ionic Hydrogen Bond. 4. Intramolecular and Multiple Bonds. Proton Affinities, Hydration and Complexes of Amides and Amino Acid Derivatives,
J. Am. Chem. Soc., 1984, 106, 2, 278, https://doi.org/10.1021/ja00314a003
. [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]
Deakyne and Meot-Ner (Mautner), 1985
Deakyne, C.A.; Meot-Ner (Mautner), M.,
Unconventional Ionic Hydrogen Bonds. 2. NH+ pi. Complexes of Onium Ions with Olefins and Benzene Derivatives,
J. Am. Chem. Soc., 1985, 107, 2, 474, https://doi.org/10.1021/ja00288a034
. [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]
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]
Banic and Iribarne, 1985
Banic, C.M.; Iribarne, J.V.,
Equilibrium Constants for Clustering of Neutral Molecules about Gaseous Ions,
J. Chem. Phys., 1985, 83, 12, 6432, https://doi.org/10.1063/1.449543
. [all data]
Notes
Go To: Top, 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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.