Trimethylamine, protonated

Ion clustering 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: 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

C3H10N+ + Hydrogen cyanide = (C3H10N+ • Hydrogen cyanide)

By formula: C3H10N+ + CHN = (C3H10N+ • CHN)

Quantity Value Units Method Reference Comment
ΔrH°70.3kJ/molPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
ΔrS°96.2J/mol*KPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase

C3H10N+ + Methyl Alcohol = (C3H10N+ • Methyl Alcohol)

By formula: C3H10N+ + CH4O = (C3H10N+ • CH4O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
ΔrH°63.2kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
Quantity Value Units Method Reference Comment
ΔrS°87.9J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase

(C3H10N+ • Methyl Alcohol) + Methyl Alcohol = (C3H10N+ • 2Methyl Alcohol)

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°49.0kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
Quantity Value Units Method Reference Comment
ΔrS°99.6J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase

(C3H10N+ • 2Methyl Alcohol) + Methyl Alcohol = (C3H10N+ • 3Methyl Alcohol)

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°43.9kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
Quantity Value Units Method Reference Comment
ΔrS°113.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase

(C3H10N+ • Methyl Alcohol • Methylamine, N,N-dimethyl-) + Methyl Alcohol = (C3H10N+ • 2Methyl Alcohol • Methylamine, N,N-dimethyl-)

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/molPHPMSEl-Shall, Daly, et al., 1992gas phase

C3H10N+ + Dimethylamine = (C3H10N+ • Dimethylamine)

By formula: C3H10N+ + C2H7N = (C3H10N+ • C2H7N)

Quantity Value Units Method Reference Comment
ΔrH°85.8kJ/molPHPMSYamdagni and Kebarle, 1973gas phase
Quantity Value Units Method Reference Comment
ΔrS°119.J/mol*KPHPMSYamdagni and Kebarle, 1973gas phase

C3H10N+ + Methylamine, N,N-dimethyl- = (C3H10N+ • Methylamine, N,N-dimethyl-)

By formula: C3H10N+ + C3H9N = (C3H10N+ • C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°92.0kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
ΔrH°92.0kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase
ΔrH°94.6kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph
ΔrH°94.1kJ/molPHPMSYamdagni and Kebarle, 1973gas phase
Quantity Value Units Method Reference Comment
ΔrS°114.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase
ΔrS°114.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase
ΔrS°134.J/mol*KPHPMSYamdagni and Kebarle, 1973gas phase

(C3H10N+ • Methylamine, N,N-dimethyl-) + Methyl Alcohol = (C3H10N+ • Methyl Alcohol • Methylamine, N,N-dimethyl-)

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°44.4kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
Quantity Value Units Method Reference Comment
ΔrS°105.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase

(C3H10N+ • Methylamine, N,N-dimethyl-) + Methylamine, N,N-dimethyl- = (C3H10N+ • 2Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • C3H9N) + C3H9N = (C3H10N+ • 2C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°29.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph

(C3H10N+ • 2Methylamine, N,N-dimethyl-) + Methylamine, N,N-dimethyl- = (C3H10N+ • 3Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • 2C3H9N) + C3H9N = (C3H10N+ • 3C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°27.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph

(C3H10N+ • 3Methylamine, N,N-dimethyl-) + Methylamine, N,N-dimethyl- = (C3H10N+ • 4Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • 3C3H9N) + C3H9N = (C3H10N+ • 4C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°35.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph

(C3H10N+ • 4Methylamine, N,N-dimethyl-) + Methylamine, N,N-dimethyl- = (C3H10N+ • 5Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • 4C3H9N) + C3H9N = (C3H10N+ • 5C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°37.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph

(C3H10N+ • 5Methylamine, N,N-dimethyl-) + Methylamine, N,N-dimethyl- = (C3H10N+ • 6Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • 5C3H9N) + C3H9N = (C3H10N+ • 6C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°31.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph

(C3H10N+ • 2Methylamine, N,N-dimethyl-) + Water = (C3H10N+ • Water • 2Methylamine, N,N-dimethyl-)

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/molPHPMSEl-Shall, Daly, et al., 1992gas phase
Quantity Value Units Method Reference Comment
ΔrS°102.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase

(C3H10N+ • Methylamine, N,N-dimethyl- • Water) + Methylamine, N,N-dimethyl- = (C3H10N+ • 2Methylamine, N,N-dimethyl- • Water)

By formula: (C3H10N+ • C3H9N • H2O) + C3H9N = (C3H10N+ • 2C3H9N • H2O)

Quantity Value Units Method Reference Comment
ΔrH°46.0kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase

C3H10N+ + N,N-Dimethylacetamide = (C3H10N+ • N,N-Dimethylacetamide)

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/molPHPMSMeot-Ner, 1984gas phase
ΔrH°114.kJ/molPHPMSMeot-Ner, 1984, 2gas phase
Quantity Value Units Method Reference Comment
ΔrS°101.J/mol*KPHPMSMeot-Ner, 1984gas phase
ΔrS°101.J/mol*KPHPMSMeot-Ner, 1984, 2gas phase

C3H10N+ + Ethane, 1,2-dimethoxy- = (C3H10N+ • Ethane, 1,2-dimethoxy-)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°146.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C3H10N+ + 3-Pentanone = (C3H10N+ • 3-Pentanone)

By formula: C3H10N+ + C5H10O = (C3H10N+ • C5H10O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
ΔrH°81.6kJ/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°123.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C3H10N+ + Propane, 1,3-dimethoxy- = (C3H10N+ • Propane, 1,3-dimethoxy-)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°138.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C3H10N+ + Benzene = (C3H10N+ • Benzene)

By formula: C3H10N+ + C6H6 = (C3H10N+ • C6H6)

Quantity Value Units Method Reference Comment
ΔrH°66.5kJ/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
ΔrS°116.J/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase

C3H10N+ + L-Alanine, N-acetyl-, methyl ester = (C3H10N+ • L-Alanine, N-acetyl-, methyl ester)

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/molPHPMSMeot-Ner, 1984, 2gas phase
Quantity Value Units Method Reference Comment
ΔrS°115.J/mol*KPHPMSMeot-Ner, 1984, 2gas phase

C3H10N+ + Ethane, 1,1'-oxybis[2-methoxy- = (C3H10N+ • Ethane, 1,1'-oxybis[2-methoxy-)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme
Quantity Value Units Method Reference Comment
ΔrS°167.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme

C3H10N+ + 12-Crown-4 = (C3H10N+ • 12-Crown-4)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°174.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C3H10N+ + 2,5,8,11-Tetraoxadodecane = (C3H10N+ • 2,5,8,11-Tetraoxadodecane)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme
Quantity Value Units Method Reference Comment
ΔrS°167.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme

C3H10N+ + 15-Crown-5 = (C3H10N+ • 15-Crown-5)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°149.J/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C3H10N+ + 1,4,7,10,13,16-Hexaoxacyclooctadecane = (C3H10N+ • 1,4,7,10,13,16-Hexaoxacyclooctadecane)

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/molPHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
ΔrS°170.J/mol*KN/AMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
75.569.PHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

C3H10N+ + Water = (C3H10N+ • Water)

By formula: C3H10N+ + H2O = (C3H10N+ • H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°60.7kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase
ΔrH°60.7kJ/molPHPMSMeot-Ner (Mautner), 1984gas phase
ΔrH°60.7kJ/molPHPMSMeot-Ner M. and Sieck, 1983gas phase
Quantity Value Units Method Reference Comment
ΔrS°102.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase
ΔrS°101.J/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
ΔrS°101.J/mol*KPHPMSMeot-Ner M. and Sieck, 1983gas phase
Quantity Value Units Method Reference Comment
ΔrG°32.kJ/molHPMSBanic and Iribarne, 1985gas phase; electric fields

(C3H10N+ • Water • Methylamine, N,N-dimethyl-) + Water = (C3H10N+ • 2Water • Methylamine, N,N-dimethyl-)

By formula: (C3H10N+ • H2O • C3H9N) + H2O = (C3H10N+ • 2H2O • C3H9N)

Quantity Value Units Method Reference Comment
ΔrH°34.kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
ΔrS°100.J/mol*KN/AEl-Shall, Daly, et al., 1992gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
10.225.PHPMSEl-Shall, Daly, et al., 1992gas phase; Entropy change calculated or estimated

(C3H10N+ • Water) + Water = (C3H10N+ • 2Water)

By formula: (C3H10N+ • H2O) + H2O = (C3H10N+ • 2H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°47.7kJ/molPHPMSMeot-Ner (Mautner), 1984gas phase
Quantity Value Units Method Reference Comment
ΔrS°104.J/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Quantity Value Units Method Reference Comment
ΔrG°18.kJ/molHPMSBanic and Iribarne, 1985gas phase; electric fields

(C3H10N+ • 2Water) + Water = (C3H10N+ • 3Water)

By formula: (C3H10N+ • 2H2O) + H2O = (C3H10N+ • 3H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°41.8kJ/molPHPMSMeot-Ner (Mautner), 1984gas phase
Quantity Value Units Method Reference Comment
ΔrS°104.J/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Quantity Value Units Method Reference Comment
ΔrG°14.kJ/molHPMSBanic and Iribarne, 1985gas phase; electric fields

(C3H10N+ • 3Water) + Water = (C3H10N+ • 4Water)

By formula: (C3H10N+ • 3H2O) + H2O = (C3H10N+ • 4H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°35.kJ/molPHPMSMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated, attributed to MeNH3+.4H2O by error in footnote
Quantity Value Units Method Reference Comment
ΔrS°90.4J/mol*KN/AMeot-Ner (Mautner), 1984gas 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.PHPMSMeot-Ner (Mautner), 1984gas 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