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Methylamine, N,N-dimethyl-

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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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess
RCD - Robert C. Dunbar
ALS - 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

Lithium ion (1+) + Methylamine, N,N-dimethyl- = (Lithium ion (1+) bullet Methylamine, N,N-dimethyl-)

By formula: Li+ + C3H9N = (Li+ bullet C3H9N)

Quantity Value Units Method Reference Comment
Deltar176.kJ/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M
Deltar170.kJ/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970; M
Quantity Value Units Method Reference Comment
Deltar120.J/mol*KN/AWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M
Quantity Value Units Method Reference Comment
Deltar140.kJ/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M

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

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

Quantity Value Units Method Reference Comment
Deltar92.0kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Deltar92.0kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Deltar94.6kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M
Deltar94.1kJ/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Deltar114.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Deltar114.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Deltar134.J/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

C3H9Sn+ + Methylamine, N,N-dimethyl- = (C3H9Sn+ bullet Methylamine, N,N-dimethyl-)

By formula: C3H9Sn+ + C3H9N = (C3H9Sn+ bullet C3H9N)

Quantity Value Units Method Reference Comment
Deltar191.kJ/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar130.J/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
120.525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

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

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

Quantity Value Units Method Reference Comment
Deltar34.kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar100.J/mol*KN/AEl-Shall, Daly, et al., 1992gas phase; Entropy change calculated or estimated; M

Free energy of reaction

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

Potassium ion (1+) + Methylamine, N,N-dimethyl- = (Potassium ion (1+) bullet Methylamine, N,N-dimethyl-)

By formula: K+ + C3H9N = (K+ bullet C3H9N)

Quantity Value Units Method Reference Comment
Deltar83.7kJ/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Deltar97.9J/mol*KHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Deltar54.4kJ/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M

C3H8N- + Hydrogen cation = Methylamine, N,N-dimethyl-

By formula: C3H8N- + H+ = C3H9N

Quantity Value Units Method Reference Comment
Deltar>1699.6 ± 2.5kJ/molG+TSMacKay and Bohme, 1978gas phase; Computations put dHacid ca. 412 kcal/mol; B
Quantity Value Units Method Reference Comment
Deltar>1665.2kJ/molIMRBMacKay and Bohme, 1978gas phase; Computations put dHacid ca. 412 kcal/mol; B

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

By formula: (C3H10N+ bullet C3H9N) + CH4O = (C3H10N+ bullet CH4O bullet C3H9N)

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

Quantity Value Units Method Reference Comment
Deltar44.4kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar105.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

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

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

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar37.kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar102.J/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

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

By formula: (C3H10N+ bullet CH4O bullet C3H9N) + CH4O = (C3H10N+ bullet 2CH4O bullet C3H9N)

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

Quantity Value Units Method Reference Comment
Deltar40.kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M

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

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

Quantity Value Units Method Reference Comment
Deltar46.0kJ/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M

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

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

Quantity Value Units Method Reference Comment
Deltar27.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M

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

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

Quantity Value Units Method Reference Comment
Deltar35.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M

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

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

Quantity Value Units Method Reference Comment
Deltar37.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M

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

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

Quantity Value Units Method Reference Comment
Deltar31.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M

Sodium ion (1+) + Methylamine, N,N-dimethyl- = (Sodium ion (1+) bullet Methylamine, N,N-dimethyl-)

By formula: Na+ + C3H9N = (Na+ bullet C3H9N)

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
79.5298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

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

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

Quantity Value Units Method Reference Comment
Deltar29.kJ/molMKERWei, Tzeng, et al., 1991gas phase; from graph; M

2Ethylamine = Methylamine + Methylamine, N,N-dimethyl-

By formula: 2C2H7N = CH5N + C3H9N

Quantity Value Units Method Reference Comment
Deltar-13.2kJ/molEqkIssoire and Long, 1960gas phase; ALS

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.

Woodin and Beauchamp, 1978
Woodin, R.L.; Beauchamp, J.L., Bonding of Li+ to Lewis Bases in the Gas Phase. Reversals in Methyl Substituent Effects for Different Reference Acids, J. Am. Chem. Soc., 1978, 100, 2, 501, https://doi.org/10.1021/ja00470a024 . [all data]

Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P., Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n, J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013 . [all data]

Staley and Beauchamp, 1975
Staley, R.H.; Beauchamp, J.L., Intrinsic Acid - Base Properties of Molecules. Binding Energies of Li+ to pi - and n - Donor Bases, J. Am. Chem. Soc., 1975, 97, 20, 5920, https://doi.org/10.1021/ja00853a050 . [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]

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]

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]

Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E., A high-pressure mass spectrometric study of the binding of (CH3)3Sn+ to lewis bases in the gas phase, Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]

Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M, J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011 . [all data]

Davidson and Kebarle, 1976, 2
Davidson, W.R.; Kebarle, P., Ionic Solvation by Aprotic Solvents. Gas Phase Solvation of the Alkali Ions by Acetonitrile, J. Am. Chem. Soc., 1976, 98, 20, 6125, https://doi.org/10.1021/ja00436a010 . [all data]

MacKay and Bohme, 1978
MacKay, G.I.; Bohme, D.K., Proton-Transfer Reactions in Nitromethane at 297K, Int. J. Mass Spectrom. Ion Phys., 1978, 26, 4, 327, https://doi.org/10.1016/0020-7381(78)80052-7 . [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all data]

Issoire and Long, 1960
Issoire, J.; Long, C., Etude de la thermodynamique chimique de la reaction de formation des methylamines, Bull. Soc. Chim. France, 1960, 2004-2012. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References