Dimethyl ether, protonated


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 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

C2H7O+ + Acetic acid = (C2H7O+ • Acetic acid)

By formula: C2H7O+ + C2H4O2 = (C2H7O+ • C2H4O2)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr29.3kcal/molICRLarson and McMahon, 1982gas 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
Δr28.4cal/mol*KN/ALarson and McMahon, 1982gas 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
Δr20.8kcal/molICRLarson and McMahon, 1982gas 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

C2H7O+ + 1-Propanol = (C2H7O+ • 1-Propanol)

By formula: C2H7O+ + C3H8O = (C2H7O+ • C3H8O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr30.3kcal/molICRLarson and McMahon, 1982gas 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
Δr28.4cal/mol*KN/ALarson and McMahon, 1982gas 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
Δr21.8kcal/molICRLarson and McMahon, 1982gas 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

C2H7O+ + Isopropyl Alcohol = (C2H7O+ • Isopropyl Alcohol)

By formula: C2H7O+ + C3H8O = (C2H7O+ • C3H8O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr31.9kcal/molICRBomse and Beauchamp, 1981gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984
Quantity Value Units Method Reference Comment
Δr29.6cal/mol*KN/ABomse and Beauchamp, 1981gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984
Quantity Value Units Method Reference Comment
Δr23.1kcal/molICRBomse and Beauchamp, 1981gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984

C2H7O+ + Water = (C2H7O+ • Water)

By formula: C2H7O+ + H2O = (C2H7O+ • H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr12.4kcal/molPHPMSTholman, Tonner, et al., 1994gas phase
Δr24.0kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase
Δr22.6kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase
Quantity Value Units Method Reference Comment
Δr27.2cal/mol*KPHPMSTholman, Tonner, et al., 1994gas phase
Δr29.0cal/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Δr26.5cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase

(C2H7O+ • 2Water) + Water = (C2H7O+ • 3Water)

By formula: (C2H7O+ • 2H2O) + H2O = (C2H7O+ • 3H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr12.9kcal/molPHPMSTholman, Tonner, et al., 1994gas phase
Δr13.8kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr22.7cal/mol*KPHPMSTholman, Tonner, et al., 1994gas phase
Δr25.4cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

C2H7O+ + Dimethyl ether = (C2H7O+ • Dimethyl ether)

By formula: C2H7O+ + C2H6O = (C2H7O+ • C2H6O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr32.0kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase
Δr30.7kcal/molPHPMSGrimsrud and Kebarle, 1973gas phase
Quantity Value Units Method Reference Comment
Δr31.9cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase
Δr29.6cal/mol*KPHPMSGrimsrud and Kebarle, 1973gas phase

(C2H7O+ • Dimethyl ether • 2Water) + Dimethyl ether = (C2H7O+ • 2Dimethyl ether • 2Water)

By formula: (C2H7O+ • C2H6O • 2H2O) + C2H6O = (C2H7O+ • 2C2H6O • 2H2O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr15.8kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n, Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr36.5cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n, Entropy change is questionable

(C2H7O+ • Dimethyl ether) + Water = (C2H7O+ • Water • Dimethyl ether)

By formula: (C2H7O+ • C2H6O) + H2O = (C2H7O+ • H2O • C2H6O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr16.3kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n, Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr38.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n, Entropy change is questionable

(C2H7O+ • Dimethyl ether • Water) + Dimethyl ether = (C2H7O+ • 2Dimethyl ether • Water)

By formula: (C2H7O+ • C2H6O • H2O) + C2H6O = (C2H7O+ • 2C2H6O • H2O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr16.8kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr26.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 2Dimethyl ether • Water) + Dimethyl ether = (C2H7O+ • 3Dimethyl ether • Water)

By formula: (C2H7O+ • 2C2H6O • H2O) + C2H6O = (C2H7O+ • 3C2H6O • H2O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Δr21.7kcal/molPHPMSTholman, Tonner, et al., 1994gas phase
Quantity Value Units Method Reference Comment
Δr41.6cal/mol*KPHPMSTholman, Tonner, et al., 1994gas phase

(C2H7O+ • 2Methyl Alcohol • Dimethyl ether) + Methyl Alcohol = (C2H7O+ • 3Methyl Alcohol • Dimethyl ether)

By formula: (C2H7O+ • 2CH4O • C2H6O) + CH4O = (C2H7O+ • 3CH4O • C2H6O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr12.2kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr26.5cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Methyl Alcohol • Dimethyl ether) + Methyl Alcohol = (C2H7O+ • 2Methyl Alcohol • Dimethyl ether)

By formula: (C2H7O+ • CH4O • C2H6O) + CH4O = (C2H7O+ • 2CH4O • C2H6O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr15.1kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr30.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Water • 2Dimethyl ether) + Water = (C2H7O+ • 2Water • 2Dimethyl ether)

By formula: (C2H7O+ • H2O • 2C2H6O) + H2O = (C2H7O+ • 2H2O • 2C2H6O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr11.4kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr30.3cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Water • 3Dimethyl ether) + Water = (C2H7O+ • 2Water • 3Dimethyl ether)

By formula: (C2H7O+ • H2O • 3C2H6O) + H2O = (C2H7O+ • 2H2O • 3C2H6O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr11.4kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr30.3cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 2Water • Dimethyl ether) + Water = (C2H7O+ • 3Water • Dimethyl ether)

By formula: (C2H7O+ • 2H2O • C2H6O) + H2O = (C2H7O+ • 3H2O • C2H6O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr11.6kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr26.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 2Water) + Dimethyl ether = (C2H7O+ • Dimethyl ether • 2Water)

By formula: (C2H7O+ • 2H2O) + C2H6O = (C2H7O+ • C2H6O • 2H2O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr16.4kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr22.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 3Water) + Dimethyl ether = (C2H7O+ • Dimethyl ether • 3Water)

By formula: (C2H7O+ • 3H2O) + C2H6O = (C2H7O+ • C2H6O • 3H2O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr16.9kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr32.9cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Water • Dimethyl ether) + Water = (C2H7O+ • 2Water • Dimethyl ether)

By formula: (C2H7O+ • H2O • C2H6O) + H2O = (C2H7O+ • 2H2O • C2H6O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr13.6kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr24.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Water) + Dimethyl ether = (C2H7O+ • Dimethyl ether • Water)

By formula: (C2H7O+ • H2O) + C2H6O = (C2H7O+ • C2H6O • H2O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr18.5kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr26.3cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 2Methyl Alcohol) + Dimethyl ether = (C2H7O+ • Dimethyl ether • 2Methyl Alcohol)

By formula: (C2H7O+ • 2CH4O) + C2H6O = (C2H7O+ • C2H6O • 2CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr16.6kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr31.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 3Methyl Alcohol) + Dimethyl ether = (C2H7O+ • Dimethyl ether • 3Methyl Alcohol)

By formula: (C2H7O+ • 3CH4O) + C2H6O = (C2H7O+ • C2H6O • 3CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr12.5kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr25.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Dimethyl ether) + Methyl Alcohol = (C2H7O+ • Methyl Alcohol • Dimethyl ether)

By formula: (C2H7O+ • C2H6O) + CH4O = (C2H7O+ • CH4O • C2H6O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr18.1kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr30.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Methyl Alcohol) + Dimethyl ether = (C2H7O+ • Dimethyl ether • Methyl Alcohol)

By formula: (C2H7O+ • CH4O) + C2H6O = (C2H7O+ • C2H6O • CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr20.2kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr29.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 2Methyl Alcohol) + Methyl Alcohol = (C2H7O+ • 3Methyl Alcohol)

By formula: (C2H7O+ • 2CH4O) + CH4O = (C2H7O+ • 3CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr15.9kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr31.2cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 3Methyl Alcohol) + Methyl Alcohol = (C2H7O+ • 4Methyl Alcohol)

By formula: (C2H7O+ • 3CH4O) + CH4O = (C2H7O+ • 4CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr13.7kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr30.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Methyl Alcohol) + Methyl Alcohol = (C2H7O+ • 2Methyl Alcohol)

By formula: (C2H7O+ • CH4O) + CH4O = (C2H7O+ • 2CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr18.8kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr28.9cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • 3Water) + Water = (C2H7O+ • 4Water)

By formula: (C2H7O+ • 3H2O) + H2O = (C2H7O+ • 4H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr10.2kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr19.0cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Water) + Water = (C2H7O+ • 2Water)

By formula: (C2H7O+ • H2O) + H2O = (C2H7O+ • 2H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr15.3kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr26.3cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

(C2H7O+ • Dimethyl ether) + Dimethyl ether = (C2H7O+ • 2Dimethyl ether)

By formula: (C2H7O+ • C2H6O) + C2H6O = (C2H7O+ • 2C2H6O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr10.1kcal/molPHPMSGrimsrud and Kebarle, 1973gas phase
Quantity Value Units Method Reference Comment
Δr27.9cal/mol*KPHPMSGrimsrud and Kebarle, 1973gas phase

C2H7O+ + Methyl Alcohol = (C2H7O+ • Methyl Alcohol)

By formula: C2H7O+ + CH4O = (C2H7O+ • CH4O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Δr26.3kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n
Quantity Value Units Method Reference Comment
Δr27.1cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n

C2H7O+ + Acetonitrile = (C2H7O+ • Acetonitrile)

By formula: C2H7O+ + C2H3N = (C2H7O+ • C2H3N)

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
23.0320.ICRBromilow, Abboud, et al., 1980gas phase; switching reaction,n((CH3)2OH+)(CH3)2O,; Grimsrud and Kebarle, 1973

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.

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]

Bomse and Beauchamp, 1981
Bomse, D.S.; Beauchamp, J.L., Slow Multiphoton Excitation as a Probe of Bimolecular and Unimolecular Reaction Energetics. Multiphoton Dissociation of Proton-Bound Alcohol Dimers, J. Am. Chem. Soc., 1981, 103, 12, 3292, https://doi.org/10.1021/ja00402a011 . [all data]

Tholman, Tonner, et al., 1994
Tholman, D.; Tonner, D.S.; McMahon, T.B., Spontaneous Unimolecular Dissociation of Small Cluster Ions, (H3O)+(L)n and Cl-(H2O)n (n = 2-4), under Fourier Transform Ion Cyclotron Resonance Conditions, J. Phys. Chem., 1994, 98, 8, 2002, https://doi.org/10.1021/j100059a002 . [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]

Hiraoka, Grimsrud, et al., 1974
Hiraoka, K.; Grimsrud, E.P.; Kebarle, P., Gas Phase Ion Equilibria Studies of the Hydrogen Ion in Water - Dimethyl Ether and Methanol - Dimethyl Ether Mixtures, J. Am. Chem. Soc., 1974, 96, 11, 3359, https://doi.org/10.1021/ja00818a004 . [all data]

Meot-Ner (Mautner) and Sieck, 1991
Meot-Ner (Mautner), M.; Sieck, L.W., Proton affinity ladders from variable-temperature equilibrium measurements. 1. A reevaluation of the upper proton affinity range, J. Am. Chem. Soc., 1991, 113, 12, 4448, https://doi.org/10.1021/ja00012a012 . [all data]

Bromilow, Abboud, et al., 1980
Bromilow, J.; Abboud, J.L.M.; Lebrilla, C.B.; Taft, R.W.; Scorrano, G.; Lucchini, V., Oxonium Ions. Solvation by Single Acetonitrile Molecules in the Gas Phase and by Bulk Solvents, J. Am. Chem. Soc., 1980, 103, 18, 5448, https://doi.org/10.1021/ja00408a028 . [all data]


Notes

Go To: Top, Reaction thermochemistry data, References