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Methyl Alcohol

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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
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.

Reactions 101 to 150

(CH5O+ bullet Methyl Alcohol bullet Water) + Methyl Alcohol = (CH5O+ bullet 2Methyl Alcohol bullet Water)

By formula: (CH5O+ bullet CH4O bullet H2O) + CH4O = (CH5O+ bullet 2CH4O bullet H2O)

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

Quantity Value Units Method Reference Comment
Deltar16.4kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar26.5cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

pyrrolide anion + Methyl Alcohol = (pyrrolide anion bullet Methyl Alcohol)

By formula: C4H4N- + CH4O = (C4H4N- bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar18.6 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar27.5cal/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar10.4 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B

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

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

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

Quantity Value Units Method Reference Comment
Deltar18.1kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar30.6cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

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

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

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

Quantity Value Units Method Reference Comment
Deltar20.2kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar29.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

(C2H4N+ bullet Methyl Alcohol bullet Acetonitrile) + Methyl Alcohol = (C2H4N+ bullet 2Methyl Alcohol bullet Acetonitrile)

By formula: (C2H4N+ bullet CH4O bullet C2H3N) + CH4O = (C2H4N+ bullet 2CH4O bullet C2H3N)

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

Quantity Value Units Method Reference Comment
Deltar13.7kcal/molPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.1cal/mol*KPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M

(CH5O+ bullet 2Water bullet 2Methyl Alcohol) + Water = (CH5O+ bullet 3Water bullet 2Methyl Alcohol)

By formula: (CH5O+ bullet 2H2O bullet 2CH4O) + H2O = (CH5O+ bullet 3H2O bullet 2CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar9.2kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar20.2cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet Water bullet 2Methyl Alcohol) + Water = (CH5O+ bullet 2Water bullet 2Methyl Alcohol)

By formula: (CH5O+ bullet H2O bullet 2CH4O) + H2O = (CH5O+ bullet 2H2O bullet 2CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar11.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.5cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet 2Water bullet Methyl Alcohol) + Water = (CH5O+ bullet 3Water bullet Methyl Alcohol)

By formula: (CH5O+ bullet 2H2O bullet CH4O) + H2O = (CH5O+ bullet 3H2O bullet CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar11.2kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar23.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet 2Water) + Methyl Alcohol = (CH5O+ bullet Methyl Alcohol bullet 2Water)

By formula: (CH5O+ bullet 2H2O) + CH4O = (CH5O+ bullet CH4O bullet 2H2O)

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

Quantity Value Units Method Reference Comment
Deltar18.0kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar26.3cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet 3Water bullet Methyl Alcohol) + Water = (CH5O+ bullet 4Water bullet Methyl Alcohol)

By formula: (CH5O+ bullet 3H2O bullet CH4O) + H2O = (CH5O+ bullet 4H2O bullet CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar10.4kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar23.5cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet Water bullet 3Methyl Alcohol) + Water = (CH5O+ bullet 2Water bullet 3Methyl Alcohol)

By formula: (CH5O+ bullet H2O bullet 3CH4O) + H2O = (CH5O+ bullet 2H2O bullet 3CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar8.6kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar19.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(Potassium ion (1+) bullet 2Water) + Methyl Alcohol = (Potassium ion (1+) bullet Methyl Alcohol bullet 2Water)

By formula: (K+ bullet 2H2O) + CH4O = (K+ bullet CH4O bullet 2H2O)

Quantity Value Units Method Reference Comment
Deltar16.6kcal/molHPMSEvans and Keesee, 1991gas phase; switching reaction,n(K+)3H2O; M
Quantity Value Units Method Reference Comment
Deltar30.9cal/mol*KHPMSEvans and Keesee, 1991gas phase; switching reaction,n(K+)3H2O; M

(Chlorine anion bullet Water bullet Methyl Alcohol) + Water = (Chlorine anion bullet 2Water bullet Methyl Alcohol)

By formula: (Cl- bullet H2O bullet CH4O) + H2O = (Cl- bullet 2H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar10.4kcal/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar15.5cal/mol*KHPMSEvans and Keesee, 1991gas phase; M

(CH3O- bullet Water bullet Methyl Alcohol) + Water = (CH3O- bullet 2Water bullet Methyl Alcohol)

By formula: (CH3O- bullet H2O bullet CH4O) + H2O = (CH3O- bullet 2H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar15.2kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar27.7cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

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

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

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

Quantity Value Units Method Reference Comment
Deltar15.9kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar31.2cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

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

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

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

Quantity Value Units Method Reference Comment
Deltar13.7kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar30.8cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

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

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

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

Quantity Value Units Method Reference Comment
Deltar18.8kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar28.9cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

(C4H11O2+ bullet 2Methyl Alcohol) + Methyl Alcohol = (C4H11O2+ bullet 3Methyl Alcohol)

By formula: (C4H11O2+ bullet 2CH4O) + CH4O = (C4H11O2+ bullet 3CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar12.6kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar25.0cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(C4H11O2+ bullet 3Methyl Alcohol) + Methyl Alcohol = (C4H11O2+ bullet 4Methyl Alcohol)

By formula: (C4H11O2+ bullet 3CH4O) + CH4O = (C4H11O2+ bullet 4CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar10.2kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar22.3cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(C4H11O2+ bullet 4Methyl Alcohol) + Methyl Alcohol = (C4H11O2+ bullet 5Methyl Alcohol)

By formula: (C4H11O2+ bullet 4CH4O) + CH4O = (C4H11O2+ bullet 5CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar9.2kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar22.2cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(C4H11O2+ bullet 5Methyl Alcohol) + Methyl Alcohol = (C4H11O2+ bullet 6Methyl Alcohol)

By formula: (C4H11O2+ bullet 5CH4O) + CH4O = (C4H11O2+ bullet 6CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar8.9kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.0cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(C4H11O2+ bullet Methyl Alcohol) + Methyl Alcohol = (C4H11O2+ bullet 2Methyl Alcohol)

By formula: (C4H11O2+ bullet CH4O) + CH4O = (C4H11O2+ bullet 2CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar14.4kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar23.6cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(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
Deltar10.6kcal/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar25.2cal/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

C7H4F3NO2- + Methyl Alcohol = (C7H4F3NO2- bullet Methyl Alcohol)

By formula: C7H4F3NO2- + CH4O = (C7H4F3NO2- bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar14.6 ± 2.0kcal/molN/AChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B
Quantity Value Units Method Reference Comment
Deltar4.9 ± 1.6kcal/molTDAsChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

(CH5O+ bullet 3Methyl Alcohol) + Water = (CH5O+ bullet Water bullet 3Methyl Alcohol)

By formula: (CH5O+ bullet 3CH4O) + H2O = (CH5O+ bullet H2O bullet 3CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar12.1kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar27.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet 4Methyl Alcohol) + Water = (CH5O+ bullet Water bullet 4Methyl Alcohol)

By formula: (CH5O+ bullet 4CH4O) + H2O = (CH5O+ bullet H2O bullet 4CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar10.0kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar23.8cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet 2Methyl Alcohol) + Water = (CH3O- bullet Water bullet 2Methyl Alcohol)

By formula: (CH3O- bullet 2CH4O) + H2O = (CH3O- bullet H2O bullet 2CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar13.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH5O+ bullet Methyl Alcohol) + Water = (CH5O+ bullet Water bullet Methyl Alcohol)

By formula: (CH5O+ bullet CH4O) + H2O = (CH5O+ bullet H2O bullet CH4O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity Value Units Method Reference Comment
Deltar18.4kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.7cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(Chlorine anion bullet Methyl Alcohol) + Water = (Chlorine anion bullet Water bullet Methyl Alcohol)

By formula: (Cl- bullet CH4O) + H2O = (Cl- bullet H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar10.9kcal/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar16.9cal/mol*KHPMSEvans and Keesee, 1991gas phase; M

(CH3O- bullet Methyl Alcohol) + Water = (CH3O- bullet Water bullet Methyl Alcohol)

By formula: (CH3O- bullet CH4O) + H2O = (CH3O- bullet H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar17.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.9cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(C2H4N+ bullet 2Methyl Alcohol) + Methyl Alcohol = (C2H4N+ bullet 3Methyl Alcohol)

By formula: (C2H4N+ bullet 2CH4O) + CH4O = (C2H4N+ bullet 3CH4O)

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

Quantity Value Units Method Reference Comment
Deltar13.9kcal/molPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.4cal/mol*KPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M

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

By formula: (C3H10N+ bullet 2CH4O) + CH4O = (C3H10N+ bullet 3CH4O)

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

Quantity Value Units Method Reference Comment
Deltar10.5kcal/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar27.0cal/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

(Chlorine anion bullet 2Methyl Alcohol) + Water = (Chlorine anion bullet Water bullet 2Methyl Alcohol)

By formula: (Cl- bullet 2CH4O) + H2O = (Cl- bullet H2O bullet 2CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar7.7kcal/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar11.cal/mol*KHPMSEvans and Keesee, 1991gas phase; M

Ethane, 1,1,1-trimethoxy- + Water = 2Methyl Alcohol + Acetic acid, methyl ester

By formula: C5H12O3 + H2O = 2CH4O + C3H6O2

Quantity Value Units Method Reference Comment
Deltar-6.426 ± 0.007kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane; ALS
Deltar-6.4641 ± 0.0072kcal/molCmWiberg and Squires, 1979liquid phase; solvent: Water; Hydrolysis; ALS

(C2H4N+ bullet Methyl Alcohol) + Methyl Alcohol = (C2H4N+ bullet 2Methyl Alcohol)

By formula: (C2H4N+ bullet CH4O) + CH4O = (C2H4N+ bullet 2CH4O)

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

Quantity Value Units Method Reference Comment
Deltar20.9kcal/molPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M
Quantity Value Units Method Reference Comment
Deltar26.0cal/mol*KPHPMSEl-Shall, Olafsdottir, et al., 1991gas phase; M

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

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

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

Quantity Value Units Method Reference Comment
Deltar11.7kcal/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar23.8cal/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

C10H21O5+ + Methyl Alcohol = (C10H21O5+ bullet Methyl Alcohol)

By formula: C10H21O5+ + CH4O = (C10H21O5+ bullet CH4O)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Deltar20.0kcal/molPHPMSSharma and Kebarle, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar28.0cal/mol*KPHPMSSharma and Kebarle, 1984gas phase; M

C12H25O6+ + Methyl Alcohol = (C12H25O6+ bullet Methyl Alcohol)

By formula: C12H25O6+ + CH4O = (C12H25O6+ bullet CH4O)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Deltar20.0kcal/molPHPMSSharma and Kebarle, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar29.5cal/mol*KPHPMSSharma and Kebarle, 1984gas phase; M

C2H7O+ + Methyl Alcohol = (C2H7O+ bullet Methyl Alcohol)

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

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

Quantity Value Units Method Reference Comment
Deltar26.3kcal/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar27.1cal/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

C8H17O4+ + Methyl Alcohol = (C8H17O4+ bullet Methyl Alcohol)

By formula: C8H17O4+ + CH4O = (C8H17O4+ bullet CH4O)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Deltar19.5kcal/molPHPMSSharma and Kebarle, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar34.0cal/mol*KPHPMSSharma and Kebarle, 1984gas phase; M

Trimethyl orthobutyrate + Water = Butanoic acid, methyl ester + 2Methyl Alcohol

By formula: C7H16O3 + H2O = C5H10O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-6.272 ± 0.014kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane; ALS
Deltar-6.315 ± 0.014kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

Pentane, 1,1,1-trimethoxy- + Water = Methyl valerate + 2Methyl Alcohol

By formula: C8H18O3 + H2O = C6H12O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-6.101 ± 0.012kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane; ALS
Deltar-6.147 ± 0.008kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

1,1,1-Trimethoxy-3-methylbutane + Water = Methyl isovalerate + 2Methyl Alcohol

By formula: C8H18O3 + H2O = C6H12O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-7.295 ± 0.016kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane; ALS
Deltar-7.367 ± 0.015kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

C4H11O2+ + Methyl Alcohol = (C4H11O2+ bullet Methyl Alcohol)

By formula: C4H11O2+ + CH4O = (C4H11O2+ bullet CH4O)

Bond type: Hydrogen bonds between protonated and neutral organics

Quantity Value Units Method Reference Comment
Deltar22.0kcal/molPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M
Quantity Value Units Method Reference Comment
Deltar28.3cal/mol*KPHPMSMeot-Ner (Mautner), Sieck, et al., 1994gas phase; M

(CH5O+ bullet 7Methyl Alcohol) + Methyl Alcohol = (CH5O+ bullet 8Methyl Alcohol)

By formula: (CH5O+ bullet 7CH4O) + CH4O = (CH5O+ bullet 8CH4O)

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

Quantity Value Units Method Reference Comment
Deltar9.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar26.9cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

2,2-Dimethoxy-4,4-dimethylpentane + Water = 2-Pentanone, 4,4-dimethyl- + 2Methyl Alcohol

By formula: C9H20O2 + H2O = C7H14O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar1.642 ± 0.021kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS
Deltar1.64 ± 0.02kcal/molCmWiberg and Squires, 1979, 2liquid phase; Heat of hydrolysis; ALS

CH3CONHCH(CH3)COOCH3 + Methyl Alcohol = (CH3CONHCH(CH3)COOCH3 bullet Methyl Alcohol)

By formula: C6H11NO3 + CH4O = (C6H11NO3 bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar18.kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar25.cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
6.8392.PHPMSMeot-Ner (Mautner), 1988gas phase; M

C3H7O+ + Methyl Alcohol = (C3H7O+ bullet Methyl Alcohol)

By formula: C3H7O+ + CH4O = (C3H7O+ bullet CH4O)

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

Quantity Value Units Method Reference Comment
Deltar13.1kcal/molPHPMSMeot-Ner (Mautner), Ross, et al., 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar21.3cal/mol*KPHPMSMeot-Ner (Mautner), Ross, et al., 1985gas phase; M

C3H10N+ + Methyl Alcohol = (C3H10N+ bullet Methyl Alcohol)

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

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

Quantity Value Units Method Reference Comment
Deltar15.1kcal/molPHPMSEl-Shall, Daly, et al., 1992gas phase; M
Quantity Value Units Method Reference Comment
Deltar21.0cal/mol*KPHPMSEl-Shall, Daly, et al., 1992gas phase; M

Potassium ion (1+) + Methyl Alcohol = (Potassium ion (1+) bullet Methyl Alcohol)

By formula: K+ + CH4O = (K+ bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar21.9kcal/molHPMSEvans and Keesee, 1991gas phase; switching reaction,n(K+)H2O; M
Quantity Value Units Method Reference Comment
Deltar31.6cal/mol*KHPMSEvans and Keesee, 1991gas phase; switching reaction,n(K+)H2O; M

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), 1986
Meot-Ner(Mautner), M., Comparative Stabilities of Cationic and Anionic Hydrogen-Bonded Networks. Mixed Clusters of Water-Methanol, J. Am. Chem. Soc., 1986, 108, 20, 6189, https://doi.org/10.1021/ja00280a014 . [all data]

Meot-ner, 1988
Meot-ner, M., The Ionic Hydrogen Bond and Solvation. 7. Interaction Energies of Carbanions with Solvent Molecules, J. Am. Chem. Soc., 1988, 110, 12, 3858, https://doi.org/10.1021/ja00220a022 . [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]

El-Shall, Olafsdottir, et al., 1991
El-Shall, M.S.; Olafsdottir, S.; Meot-ner (Mautner), M.; Sieck, L.W., Energy effects on cluster ion distributions: Beam expansion and thermochemical studies on mixed clusters of methanol and acetonitrile, Chem. Phys. Lett., 1991, 185, 3-4, 193, https://doi.org/10.1016/S0009-2614(91)85046-Y . [all data]

Evans and Keesee, 1991
Evans, D.H.; Keesee, R.G., Thermodynamics of Gas-Phase Mixed-Solvent Cluster Ions - Water and Methanol on K+ and Cl- and Comparison to Liquid Solutions, J. Phys. Chem., 1991, 95, 9, 3558, https://doi.org/10.1021/j100162a024 . [all data]

Meot-Ner (Mautner), Sieck, et al., 1994
Meot-Ner (Mautner), M.; Sieck, L.W.; Liebman, J.F.; Scheiner, S.; Duan, X., The Ionic Hydrogen Bond. 5. Polydentate and Solvent-Bridged Structures. Complexing of the Proton and the Hydronium Ions by Polyethers, J. Am. Chem. Soc., 1994, 116, 17, 7848, https://doi.org/10.1021/ja00096a047 . [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]

Chowdhury, Grimsrud, et al., 1987
Chowdhury, S.; Grimsrud, E.P.; Kebarle, P., Bonding of Charged Delocalized Anions to Protic and Dipolar Aprotic Solvent Molecules, J. Phys. Chem., 1987, 91, 10, 2551, https://doi.org/10.1021/j100294a021 . [all data]

Wiberg, Martin, et al., 1985
Wiberg, K.B.; Martin, E.J.; Squires, R.R., Thermochemical studies of carbonyl compounds. 3. Enthalpies of hydrolysis of ortho esters, J. Org. Chem., 1985, 50, 4717-4720. [all data]

Wiberg and Squires, 1979
Wiberg, K.B.; Squires, R.R., A microprocessor-controlled system for precise measurement of temperature changes. Determination of the enthalpies of hydrolysis of some polyoxygenated hydrocarbons, J. Chem. Thermodyn., 1979, 11, 773-786. [all data]

Sharma and Kebarle, 1984
Sharma, R.B.; Kebarle, P., Stabilites and Hydrogen Bonding in Complexes of H3O+ and CH3OH2+ with Crown Ethers, from Measurements of Gas - Phase Ion - Molecule Equilibria, J. Am. Chem. Soc., 1984, 106, 14, 3913, https://doi.org/10.1021/ja00326a005 . [all data]

Wiberg, 1980
Wiberg, K.B., Energies of organic compounds, Rept. DOE-E(11-1)4060 Prepared for US Dept. of Energy by Yale Univ., New Haven, CT. Avail. NTIS, 1980, 1-24. [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]

Wiberg and Squires, 1979, 2
Wiberg, K.B.; Squires, R.R., Thermodynamics of hydrolysis aliphatic ketals. An entropy component of steric effects, J. Am. Chem. Soc., 1979, 101, 5512-5515. [all data]

Meot-Ner (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [all data]

Meot-Ner (Mautner), Ross, et al., 1985
Meot-Ner (Mautner), M.; Ross, M.M.; Campana, J.E., Stable Hydrogen - Bonded Isomers of Covalent Ions, J. Am. Chem. Soc., 1985, 107, 4835. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References