Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

Dimethylamine

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar

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

C3H9Sn+ + Dimethylamine = (C3H9Sn+ bullet Dimethylamine)

By formula: C3H9Sn+ + C2H7N = (C3H9Sn+ bullet C2H7N)

Quantity Value Units Method Reference Comment
Deltar44.2kcal/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Deltar44.1kcal/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar30.3cal/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Deltar31.8cal/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
28.3525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
27.4525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Lithium ion (1+) + Dimethylamine = (Lithium ion (1+) bullet Dimethylamine)

By formula: Li+ + C2H7N = (Li+ bullet C2H7N)

Quantity Value Units Method Reference Comment
Deltar42.2kcal/molICRWoodin 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
Deltar27.cal/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
Deltar34.1kcal/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M

C2H6N- + Hydrogen cation = Dimethylamine

By formula: C2H6N- + H+ = C2H7N

Quantity Value Units Method Reference Comment
Deltar395.1 ± 2.0kcal/molD-EARadisic, Xu, et al., 2002gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B
Deltar396.44 ± 0.89kcal/molG+TSMacKay, Hemsworth, et al., 1976gas phase; B
Quantity Value Units Method Reference Comment
Deltar387.9 ± 2.1kcal/molH-TSRadisic, Xu, et al., 2002gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B
Deltar389.20 ± 0.60kcal/molIMREMacKay, Hemsworth, et al., 1976gas phase; B

C3H9Si+ + Dimethylamine = (C3H9Si+ bullet Dimethylamine)

By formula: C3H9Si+ + C2H7N = (C3H9Si+ bullet C2H7N)

Quantity Value Units Method Reference Comment
Deltar60.0kcal/molPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M
Quantity Value Units Method Reference Comment
Deltar42.7cal/mol*KPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M

C2H8N+ + Dimethylamine = (C2H8N+ bullet Dimethylamine)

By formula: C2H8N+ + C2H7N = (C2H8N+ bullet C2H7N)

Quantity Value Units Method Reference Comment
Deltar24.1kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Deltar20.8kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Deltar28.1cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Deltar25.7cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

(C2H8N+ bullet 2Dimethylamine) + Dimethylamine = (C2H8N+ bullet 3Dimethylamine)

By formula: (C2H8N+ bullet 2C2H7N) + C2H7N = (C2H8N+ bullet 3C2H7N)

Quantity Value Units Method Reference Comment
Deltar9.9kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar26.1cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

(C2H8N+ bullet 3Dimethylamine) + Dimethylamine = (C2H8N+ bullet 4Dimethylamine)

By formula: (C2H8N+ bullet 3C2H7N) + C2H7N = (C2H8N+ bullet 4C2H7N)

Quantity Value Units Method Reference Comment
Deltar7.9kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar22.5cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

(C2H8N+ bullet 4Dimethylamine) + Dimethylamine = (C2H8N+ bullet 5Dimethylamine)

By formula: (C2H8N+ bullet 4C2H7N) + C2H7N = (C2H8N+ bullet 5C2H7N)

Quantity Value Units Method Reference Comment
Deltar6.3kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar22.5cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

(C2H8N+ bullet Dimethylamine) + Dimethylamine = (C2H8N+ bullet 2Dimethylamine)

By formula: (C2H8N+ bullet C2H7N) + C2H7N = (C2H8N+ bullet 2C2H7N)

Quantity Value Units Method Reference Comment
Deltar16.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar27.2cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

C3H10N+ + Dimethylamine = (C3H10N+ bullet Dimethylamine)

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

Quantity Value Units Method Reference Comment
Deltar20.5kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Deltar28.5cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

Potassium ion (1+) + Dimethylamine = (Potassium ion (1+) bullet Dimethylamine)

By formula: K+ + C2H7N = (K+ bullet C2H7N)

Quantity Value Units Method Reference Comment
Deltar19.5kcal/molHPMSDavidson and Kebarle, 1976gas phase; M
Quantity Value Units Method Reference Comment
Deltar21.4cal/mol*KHPMSDavidson and Kebarle, 1976gas phase; M

(dimethylamino)methanol = Dimethylamine + Formaldehyde

By formula: C3H9NO = C2H7N + CH2O

Quantity Value Units Method Reference Comment
Deltar30.2 ± 0.2kcal/molCmRogers and Rapiejko, 1974liquid phase; Heat of formation derived by 77PED/RYL; ALS

Sodium ion (1+) + Dimethylamine = (Sodium ion (1+) bullet Dimethylamine)

By formula: Na+ + C2H7N = (Na+ bullet C2H7N)

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
19.6298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

1-(4-chlorophenyl)-1,3-dimethylurea = Benzene, 1-chloro-4-isocyanato- + Dimethylamine

By formula: C9H11ClN2O = C7H4ClNO + C2H7N

Quantity Value Units Method Reference Comment
Deltar37.05 ± 0.60kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

N,N-Dimethyl-N'-p-methylphenylurea = Dimethylamine + Benzene, 1-isocyanato-4-methyl-

By formula: C10H14N2O = C2H7N + C8H7NO

Quantity Value Units Method Reference Comment
Deltar30.7 ± 0.1kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

3-(4-Methoxyphenyl)-1,1-dimethylurea = Dimethylamine + Benzene, 1-isocyanato-4-methoxy-

By formula: C10H14N2O2 = C2H7N + C8H7NO2

Quantity Value Units Method Reference Comment
Deltar22.8 ± 0.2kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Urea, N'-(3-chlorophenyl)-N,N-dimethyl- = Dimethylamine + Benzene, 1-chloro-3-isocyanato-

By formula: C9H11ClN2O = C2H7N + C7H4ClNO

Quantity Value Units Method Reference Comment
Deltar35.37 ± 0.43kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Fluometuron = Dimethylamine + Benzene, 1-isocyanato-3-(trifluoromethyl)-

By formula: C10H11F3N2O = C2H7N + C8H4F3NO

Quantity Value Units Method Reference Comment
Deltar36.35 ± 0.67kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Diuron = Benzene, 1,2-dichloro-4-isocyanato- + Dimethylamine

By formula: C9H10Cl2N2O = C7H3Cl2NO + C2H7N

Quantity Value Units Method Reference Comment
Deltar28.32 ± 0.55kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Allyl chloride + 2Dimethylamine = N-Allyl-N,N-dimethylamine + Dimethylamine hydrochloride

By formula: C3H5Cl + 2C2H7N = C5H11N + C2H8ClN

Quantity Value Units Method Reference Comment
Deltar-19.74 ± 0.09kcal/molCmBeldie, Aelenei, et al., 1982liquid phase; ALS

N,N-Dimethyl-N'-m-methylphenylurea = Dimethylamine + Benzene, 1-isocyanato-3-methyl-

By formula: C10H14N2O = C2H7N + C8H7NO

Quantity Value Units Method Reference Comment
Deltar26.27kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

2Dimethylamine + Formaldehyde = Methanediamine, N,N,N',N'-tetramethyl- + Water

By formula: 2C2H7N + CH2O = C5H14N2 + H2O

Quantity Value Units Method Reference Comment
Deltar-45.6 ± 0.6kcal/molCmRogers and Rapiejko, 1974gas phase; ALS

Fenuron = Benzene, isocyanato- + Dimethylamine

By formula: C9H12N2O = C7H5NO + C2H7N

Quantity Value Units Method Reference Comment
Deltar32.07 ± 0.69kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; ALS

Dimethylamine + Formaldehyde = (dimethylamino)methanol

By formula: C2H7N + CH2O = C3H9NO

Quantity Value Units Method Reference Comment
Deltar-30.2 ± 0.2kcal/molCmRogers and Rapiejko, 1974gas phase; ALS

2Methylamine = Dimethylamine + Ammonia

By formula: 2CH5N = C2H7N + H3N

Quantity Value Units Method Reference Comment
Deltar-4.70kcal/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.

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]

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]

Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H., Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH), Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1 . [all data]

McMillen and Golden, 1982
McMillen, D.F.; Golden, D.M., Hydrocarbon bond dissociation energies, Ann. Rev. Phys. Chem., 1982, 33, 493. [all data]

MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K., Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N, Can. J. Chem., 1976, 54, 1624. [all data]

Li and Stone, 1990
Li, X.; Stone, A.J., Gas-Phase (CH3)3Si+ Affinities of Alkylamines and Proton Affinities of Trimethylsilyl Alkylamines, Int. J. Mass Spectrom. Ion Proc., 1990, 101, 2-3, 149, https://doi.org/10.1016/0168-1176(90)87008-5 . [all data]

Wojtyniak and Stone, 1986
Wojtyniak, A.C.M.; Stone, A.J., A High-Pressure Mass Spectrometric Study of the Bonding of Trimethylsilylium to Oxygen and Aromatic Bases, Can. J. Chem., 1986, 74, 59. [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]

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]

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]

Rogers and Rapiejko, 1974
Rogers, F.E.; Rapiejko, R.J., Thermochemistry of carbonyl addition reactions. II. Enthalpy of addition of dimethylamine to formaldehyde, J. Phys. Chem., 1974, 78, 599-603. [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]

Chimishkyan, Svetlova, et al., 1984
Chimishkyan, A.L.; Svetlova, L.P.; Leonova, T.V.; Gluyaev, N.D., Thermal decomposition of substituted ureas, J. Gen. Chem. USSR, 1984, 54, 1317-1320. [all data]

Beldie, Aelenei, et al., 1982
Beldie, C.; Aelenei, N.; Onu, A.; Nemtoi, G., Thermochemical characterization of the reactions involved in the allyldimethylamine synthesis, Rev. Chim. (Bucharest), 1982, 33, 917-919. [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