Methylamine, protonated


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 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.

Reactions 1 to 50

(CH6N+ • 2Water) + Water = (CH6N+ • 3Water)

By formula: (CH6N+ • 2H2O) + H2O = (CH6N+ • 3H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr12.3kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase
Δr12.4kcal/molPHPMSLau and Kebarle, 1981gas phase
Δr12.4kcal/molPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr24.1cal/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Δr26.4cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Δr26.4cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr5.2kcal/molHPMSBanic and Iribarne, 1985gas phase; electric fields

(CH6N+ • Water) + Water = (CH6N+ • 2Water)

By formula: (CH6N+ • H2O) + H2O = (CH6N+ • 2H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr14.6kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase
Δr14.6kcal/molPHPMSLau and Kebarle, 1981gas phase
Δr14.6kcal/molPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr24.2cal/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Δr26.7cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Δr26.7cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr7.5kcal/molHPMSBanic and Iribarne, 1985gas phase; electric fields

CH6N+ + Water = (CH6N+ • Water)

By formula: CH6N+ + H2O = (CH6N+ • H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr16.8kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase
Δr18.8kcal/molPHPMSLau and Kebarle, 1981gas phase
Δr18.8kcal/molPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr21.8cal/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase
Δr26.3cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Δr26.3cal/mol*KPHPMSLau and Kebarle, 1981gas phase
Quantity Value Units Method Reference Comment
Δr10.7kcal/molHPMSBanic and Iribarne, 1985gas phase; electric fields

CH6N+ + Acetic acid = (CH6N+ • Acetic acid)

By formula: CH6N+ + C2H4O2 = (CH6N+ • C2H4O2)

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

Quantity Value Units Method Reference Comment
Δr22.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr21.4kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr24.3cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr24.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
10.3459.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

(CH6N+ • 4Water) + Water = (CH6N+ • 5Water)

By formula: (CH6N+ • 4H2O) + H2O = (CH6N+ • 5H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr9.0kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr20.4cal/mol*KN/AMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
3.5269.PHPMSMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated

(CH6N+ • 5Water) + Water = (CH6N+ • 6Water)

By formula: (CH6N+ • 5H2O) + H2O = (CH6N+ • 6H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr8.5kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr20.9cal/mol*KN/AMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
3.1259.PHPMSMeot-Ner (Mautner), 1984gas phase; Entropy change calculated or estimated

CH6N+ + Formic acid, butyl ester = (CH6N+ • Formic acid, butyl ester)

By formula: CH6N+ + C5H10O2 = (CH6N+ • C5H10O2)

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

Quantity Value Units Method Reference Comment
Δr24.5kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
12.5461.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + Acetic acid, trifluoro-, ethyl ester = (CH6N+ • Acetic acid, trifluoro-, ethyl ester)

By formula: CH6N+ + C4H5F3O2 = (CH6N+ • C4H5F3O2)

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

Quantity Value Units Method Reference Comment
Δr21.4kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
9.4450.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + 1-Butanol = (CH6N+ • 1-Butanol)

By formula: CH6N+ + C4H10O = (CH6N+ • C4H10O)

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

Quantity Value Units Method Reference Comment
Δr23.5kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
10.6495.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + 2-Propanol, 2-methyl- = (CH6N+ • 2-Propanol, 2-methyl-)

By formula: CH6N+ + C4H10O = (CH6N+ • C4H10O)

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

Quantity Value Units Method Reference Comment
Δr22.9kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
10.0495.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + 2-Butanone = (CH6N+ • 2-Butanone)

By formula: CH6N+ + C4H8O = (CH6N+ • C4H8O)

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

Quantity Value Units Method Reference Comment
Δr25.2kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr25.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
11.4553.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + 3-Pentanone = (CH6N+ • 3-Pentanone)

By formula: CH6N+ + C5H10O = (CH6N+ • C5H10O)

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

Quantity Value Units Method Reference Comment
Δr25.9kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
11.8549.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + Ethanol = (CH6N+ • Ethanol)

By formula: CH6N+ + C2H6O = (CH6N+ • C2H6O)

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

Quantity Value Units Method Reference Comment
Δr21.3kcal/molPHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr25.cal/mol*KN/AMeot-Ner, 1984gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
8.9496.PHPMSMeot-Ner, 1984gas phase; Entropy change calculated or estimated

CH6N+ + Propiolonitrile = (CH6N+ • Propiolonitrile)

By formula: CH6N+ + C3HN = (CH6N+ • C3HN)

Quantity Value Units Method Reference Comment
Δr24.0kcal/molPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase; Entropy change calculated or estimated, CD3NH3+
Quantity Value Units Method Reference Comment
Δr25.cal/mol*KN/ASpeller and Meot-Ner (Mautner), 1985gas phase; Entropy change calculated or estimated, CD3NH3+

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
11.6500.PHPMSSpeller and Meot-Ner (Mautner), 1985gas phase; Entropy change calculated or estimated, CD3NH3+

(CH6N+ • 2Acetonitrile) + Methanethiol = (CH6N+ • Methanethiol • 2Acetonitrile)

By formula: (CH6N+ • 2C2H3N) + CH4S = (CH6N+ • CH4S • 2C2H3N)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr20.cal/mol*KN/AMeot-Ner (Mautner) and Sieck, 1985gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
2.4270.PHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; Entropy change calculated or estimated

(CH6N+ • 2Methylamine) + Methylamine = (CH6N+ • 3Methylamine)

By formula: (CH6N+ • 2CH5N) + CH5N = (CH6N+ • 3CH5N)

Quantity Value Units Method Reference Comment
Δr13.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase
Δr17.0kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr25.1cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase
Δr41.6cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable

(CH6N+ • Methylamine) + Methylamine = (CH6N+ • 2Methylamine)

By formula: (CH6N+ • CH5N) + CH5N = (CH6N+ • 2CH5N)

Quantity Value Units Method Reference Comment
Δr16.0kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase
Δr19.2kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr22.9cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase
Δr39.9cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable

CH6N+ + Propane, 1,3-dimethoxy- = (CH6N+ • Propane, 1,3-dimethoxy-)

By formula: CH6N+ + C5H12O2 = (CH6N+ • C5H12O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr31.2kcal/molPHPMSMeot-Ner, 1984gas phase
Δr31.2kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr32.0cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr32.0cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

CH6N+ + n-Butyl ether = (CH6N+ • n-Butyl ether)

By formula: CH6N+ + C8H18O = (CH6N+ • C8H18O)

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

Quantity Value Units Method Reference Comment
Δr25.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr25.0kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr28.0cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr28.0cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

CH6N+ + Ethyl ether = (CH6N+ • Ethyl ether)

By formula: CH6N+ + C4H10O = (CH6N+ • C4H10O)

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

Quantity Value Units Method Reference Comment
Δr22.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr22.0kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr25.0cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr25.0cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

CH6N+ + C12H22O = (CH6N+ • C12H22O)

By formula: CH6N+ + C12H22O = (CH6N+ • C12H22O)

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

Quantity Value Units Method Reference Comment
Δr27.2kcal/molPHPMSMeot-Ner, 1984gas phase; possible misprint, ligand n(C6H13)2O
Quantity Value Units Method Reference Comment
Δr31.4cal/mol*KPHPMSMeot-Ner, 1984gas phase; possible misprint, ligand n(C6H13)2O

CH6N+ + Hydrogen sulfide = (CH6N+ • Hydrogen sulfide)

By formula: CH6N+ + H2S = (CH6N+ • H2S)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr10.8kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase
Quantity Value Units Method Reference Comment
Δr20.cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
5.4270.PHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

CH6N+ + Methylamine = (CH6N+ • Methylamine)

By formula: CH6N+ + CH5N = (CH6N+ • CH5N)

Quantity Value Units Method Reference Comment
Δr25.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase
Δr21.7kcal/molPHPMSYamdagni and Kebarle, 1973gas phase
Quantity Value Units Method Reference Comment
Δr27.3cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase
Δr23.6cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase

CH6N+ + Butanenitrile = (CH6N+ • Butanenitrile)

By formula: CH6N+ + C4H7N = (CH6N+ • C4H7N)

Quantity Value Units Method Reference Comment
Δr28.1kcal/molPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr27.cal/mol*KN/ASpeller and Meot-Ner (Mautner), 1985gas phase; Entropy change calculated or estimated

CH6N+ + Ethane, 1,2-dimethoxy- = (CH6N+ • Ethane, 1,2-dimethoxy-)

By formula: CH6N+ + C4H10O2 = (CH6N+ • C4H10O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr30.1kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr30.1cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

CH6N+ + L-Alanine, N-acetyl-, methyl ester = (CH6N+ • L-Alanine, N-acetyl-, methyl ester)

By formula: CH6N+ + C6H11NO3 = (CH6N+ • C6H11NO3)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr40.1kcal/molPHPMSMeot-Ner, 1984, 2gas phase
Quantity Value Units Method Reference Comment
Δr35.1cal/mol*KPHPMSMeot-Ner, 1984, 2gas phase

(CH6N+ • 3Water) + Water = (CH6N+ • 4Water)

By formula: (CH6N+ • 3H2O) + H2O = (CH6N+ • 4H2O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr10.3kcal/molPHPMSMeot-Ner (Mautner), 1984gas phase
Quantity Value Units Method Reference Comment
Δr22.0cal/mol*KPHPMSMeot-Ner (Mautner), 1984gas phase

CH6N+ + Isopropyl acetate = (CH6N+ • Isopropyl acetate)

By formula: CH6N+ + C5H10O2 = (CH6N+ • C5H10O2)

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

Quantity Value Units Method Reference Comment
Δr30.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr35.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Di-n-propyl ether = (CH6N+ • Di-n-propyl ether)

By formula: CH6N+ + C6H14O = (CH6N+ • C6H14O)

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

Quantity Value Units Method Reference Comment
Δr24.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr26.7cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Dimethyl ether = (CH6N+ • Dimethyl ether)

By formula: CH6N+ + C2H6O = (CH6N+ • C2H6O)

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

Quantity Value Units Method Reference Comment
Δr21.5kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr29.3cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Pentanoic acid, propyl ester = (CH6N+ • Pentanoic acid, propyl ester)

By formula: CH6N+ + C8H16O2 = (CH6N+ • C8H16O2)

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

Quantity Value Units Method Reference Comment
Δr30.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr34.8cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + 3-Hexanone = (CH6N+ • 3-Hexanone)

By formula: CH6N+ + C6H12O = (CH6N+ • C6H12O)

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

Quantity Value Units Method Reference Comment
Δr27.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr27.0cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Formic acid = (CH6N+ • Formic acid)

By formula: CH6N+ + CH2O2 = (CH6N+ • CH2O2)

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

Quantity Value Units Method Reference Comment
Δr19.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr24.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Methyl Alcohol = (CH6N+ • Methyl Alcohol)

By formula: CH6N+ + CH4O = (CH6N+ • CH4O)

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

Quantity Value Units Method Reference Comment
Δr19.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr24.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Acetone = (CH6N+ • Acetone)

By formula: CH6N+ + C3H6O = (CH6N+ • C3H6O)

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

Quantity Value Units Method Reference Comment
Δr24.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr23.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + 1-Propanol = (CH6N+ • 1-Propanol)

By formula: CH6N+ + C3H8O = (CH6N+ • C3H8O)

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

Quantity Value Units Method Reference Comment
Δr22.0kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr25.6cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Methane, nitro- = (CH6N+ • Methane, nitro-)

By formula: CH6N+ + CH3NO2 = (CH6N+ • CH3NO2)

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

Quantity Value Units Method Reference Comment
Δr20.5kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr23.0cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Ethanol, 2,2,2-trifluoro- = (CH6N+ • Ethanol, 2,2,2-trifluoro-)

By formula: CH6N+ + C2H3F3O = (CH6N+ • C2H3F3O)

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

Quantity Value Units Method Reference Comment
Δr19.1kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr28.5cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Ammonia = (CH6N+ • Ammonia)

By formula: CH6N+ + H3N = (CH6N+ • H3N)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Δr21.4kcal/molPHPMSYamdagni and Kebarle, 1974gas phase
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KPHPMSYamdagni and Kebarle, 1974gas phase

CH6N+ + Acetic acid, methyl ester = (CH6N+ • Acetic acid, methyl ester)

By formula: CH6N+ + C3H6O2 = (CH6N+ • C3H6O2)

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

Quantity Value Units Method Reference Comment
Δr23.5kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr24.8cal/mol*KPHPMSMeot-Ner, 1984gas phase

CH6N+ + Formamide = (CH6N+ • Formamide)

By formula: CH6N+ + CH3NO = (CH6N+ • CH3NO)

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

Quantity Value Units Method Reference Comment
Δr30.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr30.0kcal/molPHPMSMeot-Ner, 1984, 2gas phase

(CH6N+ • Acetonitrile) + Methanethiol = (CH6N+ • Methanethiol • Acetonitrile)

By formula: (CH6N+ • C2H3N) + CH4S = (CH6N+ • CH4S • C2H3N)

Quantity Value Units Method Reference Comment
Δr9.9kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase
Quantity Value Units Method Reference Comment
Δr20.0cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

(CH6N+ • 2Acetonitrile) + Acetonitrile = (CH6N+ • 3Acetonitrile)

By formula: (CH6N+ • 2C2H3N) + C2H3N = (CH6N+ • 3C2H3N)

Quantity Value Units Method Reference Comment
Δr13.4kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase
Quantity Value Units Method Reference Comment
Δr21.0cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

(CH6N+ • Acetonitrile) + Acetonitrile = (CH6N+ • 2Acetonitrile)

By formula: (CH6N+ • C2H3N) + C2H3N = (CH6N+ • 2C2H3N)

Quantity Value Units Method Reference Comment
Δr18.6kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase
Quantity Value Units Method Reference Comment
Δr23.6cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

CH6N+ + Benzonitrile = (CH6N+ • Benzonitrile)

By formula: CH6N+ + C7H5N = (CH6N+ • C7H5N)

Quantity Value Units Method Reference Comment
Δr29.4kcal/molPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
Δr31.2cal/mol*KPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase

(CH6N+ • 3Methylamine) + Methylamine = (CH6N+ • 4Methylamine)

By formula: (CH6N+ • 3CH5N) + CH5N = (CH6N+ • 4CH5N)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase
Quantity Value Units Method Reference Comment
Δr21.5cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase

CH6N+ + Pyrrole = (CH6N+ • Pyrrole)

By formula: CH6N+ + C4H5N = (CH6N+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr18.6kcal/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
Δr21.0cal/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase

CH6N+ + Cyclohexene = (CH6N+ • Cyclohexene)

By formula: CH6N+ + C6H10 = (CH6N+ • C6H10)

Quantity Value Units Method Reference Comment
Δr11.6kcal/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
Δr16.9cal/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase

CH6N+ + Hydrogen cyanide = (CH6N+ • Hydrogen cyanide)

By formula: CH6N+ + CHN = (CH6N+ • CHN)

Quantity Value Units Method Reference Comment
Δr20.8kcal/molPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase
Quantity Value Units Method Reference Comment
Δr22.9cal/mol*KPHPMSSpeller and Meot-Ner (Mautner), 1985gas phase

CH6N+ + Methanethiol = (CH6N+ • Methanethiol)

By formula: CH6N+ + CH4S = (CH6N+ • CH4S)

Quantity Value Units Method Reference Comment
Δr13.4kcal/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase
Quantity Value Units Method Reference Comment
Δr22.1cal/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase

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.

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]

Lau and Kebarle, 1981
Lau, Y.K.; Kebarle, P., Hydrogen Bonding Solvent Effect on the Basicity of Primary Amines CH3NH2, C2H5NH2, AND CF3CH2NH2, Can. J. Chem., 1981, 59, 1, 151, https://doi.org/10.1139/v81-024 . [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]

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]

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]

Meot-Ner (Mautner) and Sieck, 1985
Meot-Ner (Mautner), M.; Sieck, L.W., The Ionic Hydrogen Bond and Ion Solvation. 4. SH+ O and NH+ S Bonds. Correlations with Proton Affinity. Mutual Effects of Weak and Strong Ligands in Mixed Clusters, J. Phys. Chem., 1985, 89, 24, 5222, https://doi.org/10.1021/j100270a021 . [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]

Holland and Castleman, 1982
Holland, P.M.; Castleman, A.W., The Thermochemical Properties of Gas - Phase Transition Metal Ion Complexes, J. Chem. Phys., 1982, 76, 8, 4195, https://doi.org/10.1063/1.443497 . [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]

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, 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]

Yamdagni and Kebarle, 1974
Yamdagni, R.; Kebarle, P., The hydrogen bond energies in ClHCl- and Cl-(HCl)n, Can. J. Chem., 1974, 52, 2449. [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]


Notes

Go To: Top, Reaction thermochemistry data, References