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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
MS - José A. Martinho Simões

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 51 to 100

(Bromine anion • 9Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 10Methyl Alcohol)

By formula: (Br- • 9CH4O) + CH4O = (Br- • 10CH4O)

Quantity Value Units Method Reference Comment
Δr33. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B,M
Quantity Value Units Method Reference Comment
Δr96.J/mol*KN/AHiraoka and Yamabe, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr4.6 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B

(Iodide • 7Methyl Alcohol) + Methyl Alcohol = (Iodide • 8Methyl Alcohol)

By formula: (I- • 7CH4O) + CH4O = (I- • 8CH4O)

Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B,M
Quantity Value Units Method Reference Comment
Δr120.J/mol*KN/AHiraoka and Yamabe, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr3. ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B

(Bromine anion • 8Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 9Methyl Alcohol)

By formula: (Br- • 8CH4O) + CH4O = (Br- • 9CH4O)

Quantity Value Units Method Reference Comment
Δr34. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B,M
Quantity Value Units Method Reference Comment
Δr96.J/mol*KN/AHiraoka and Yamabe, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr5.4 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; Entropy estimated.; B

C2H- + Methyl Alcohol = C3H5O-

By formula: C2H- + CH4O = C3H5O-

Quantity Value Units Method Reference Comment
Δr90.4 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B
Quantity Value Units Method Reference Comment
Δr45.61kJ/molIMREMustanir, Matsuoka, et al., 2006gas phase; B
Δr48.5 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B

C9H7- + Methyl Alcohol = C10H11O-

By formula: C9H7- + CH4O = C10H11O-

Quantity Value Units Method Reference Comment
Δr90.4 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B
Quantity Value Units Method Reference Comment
Δr42.68kJ/molIMREMustanir, Matsuoka, et al., 2006gas phase; B
Δr46.4 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B

C6H9- + Methyl Alcohol = C7H13O-

By formula: C6H9- + CH4O = C7H13O-

Quantity Value Units Method Reference Comment
Δr87.0 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B
Quantity Value Units Method Reference Comment
Δr48.12kJ/molIMREMustanir, Matsuoka, et al., 2006gas phase; B
Δr44.8 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B

C7H4N2O2- + Methyl Alcohol = (C7H4N2O2- • Methyl Alcohol)

By formula: C7H4N2O2- + CH4O = (C7H4N2O2- • CH4O)

Quantity Value Units Method Reference Comment
Δr58.2 ± 8.4kJ/molN/AChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B,M
Quantity Value Units Method Reference Comment
Δr120.J/mol*KPHPMSChowdhury, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr17. ± 8.4kJ/molTDAsChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

C6H4FNO2- + Methyl Alcohol = (C6H4FNO2- • Methyl Alcohol)

By formula: C6H4FNO2- + CH4O = (C6H4FNO2- • CH4O)

Quantity Value Units Method Reference Comment
Δr66.1 ± 8.4kJ/molN/AChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B,M
Quantity Value Units Method Reference Comment
Δr125.J/mol*KPHPMSChowdhury, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr23. ± 8.4kJ/molTDAsChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

C7H7NO3- + Methyl Alcohol = (C7H7NO3- • Methyl Alcohol)

By formula: C7H7NO3- + CH4O = (C7H7NO3- • CH4O)

Quantity Value Units Method Reference Comment
Δr59.8 ± 8.4kJ/molN/AChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B,M
Quantity Value Units Method Reference Comment
Δr97.9J/mol*KPHPMSChowdhury, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr26. ± 8.4kJ/molTDAsChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

Tetramethyl orthocarbonate + Water = Carbonic acid, dimethyl ester + 2Methyl Alcohol

By formula: C5H12O4 + H2O = C3H6O3 + 2CH4O

Quantity Value Units Method Reference Comment
Δr31.47 ± 0.046kJ/molCmWiberg, 1980liquid phase; solvent: Water; Hydroysis; ALS
Δr-31.466 ± 0.044kJ/molCmWiberg and Squires, 1979liquid phase; solvent: Water; Hydrolysis; ALS
Δr-31.1 ± 1.7kJ/molCmHine and Klueppet, 1974liquid phase; ALS

Propane, 1,1,1-trimethoxy- + Water = Methyl propionate + 2Methyl Alcohol

By formula: C6H14O3 + H2O = C4H8O2 + 2CH4O

Quantity Value Units Method Reference Comment
Δr-26.12 ± 0.067kJ/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane; ALS
Δr-51.76 ± 0.54kJ/molEqkGuthrie and Cullimore, 1980liquid phase; ALS
Δr-26.28 ± 0.071kJ/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

(CH5O+ • 10Methyl Alcohol) + Methyl Alcohol = (CH5O+ • 11Methyl Alcohol)

By formula: (CH5O+ • 10CH4O) + CH4O = (CH5O+ • 11CH4O)

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

Quantity Value Units Method Reference Comment
Δr36.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr110.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
16.184.PHPMSMeot-Ner (Mautner), 1992gas phase; M

(CH5O+ • 11Methyl Alcohol) + Methyl Alcohol = (CH5O+ • 12Methyl Alcohol)

By formula: (CH5O+ • 11CH4O) + CH4O = (CH5O+ • 12CH4O)

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

Quantity Value Units Method Reference Comment
Δr36.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr110.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
15.184.PHPMSMeot-Ner (Mautner), 1992gas phase; M

(CH5O+ • 12Methyl Alcohol) + Methyl Alcohol = (CH5O+ • 13Methyl Alcohol)

By formula: (CH5O+ • 12CH4O) + CH4O = (CH5O+ • 13CH4O)

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

Quantity Value Units Method Reference Comment
Δr36.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr110.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
16.184.PHPMSMeot-Ner (Mautner), 1992gas phase; M

(CH5O+ • 9Methyl Alcohol) + Methyl Alcohol = (CH5O+ • 10Methyl Alcohol)

By formula: (CH5O+ • 9CH4O) + CH4O = (CH5O+ • 10CH4O)

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

Quantity Value Units Method Reference Comment
Δr36.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr110.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
15.200.PHPMSMeot-Ner (Mautner), 1992gas phase; M

(CH5O+ • 8Methyl Alcohol) + Methyl Alcohol = (CH5O+ • 9Methyl Alcohol)

By formula: (CH5O+ • 8CH4O) + CH4O = (CH5O+ • 9CH4O)

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

Quantity Value Units Method Reference Comment
Δr38.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr110.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
16.200.PHPMSMeot-Ner (Mautner), 1992gas phase; M

Fluorine anion + Methyl Alcohol = CH3D4FO-

By formula: F- + CH4O = CH3D4FO-

Quantity Value Units Method Reference Comment
Δr125. ± 8.4kJ/molTDEqWilkinson, Szulejko, et al., 1992gas phase; Reported relative to ROH..F-, 0.5 kcal/mol weaker.; B
Quantity Value Units Method Reference Comment
Δr93.7 ± 8.4kJ/molTDEqWilkinson, Szulejko, et al., 1992gas phase; Reported relative to ROH..F-, 0.5 kcal/mol weaker.; B

(Oxygen anion • 2Methyl Alcohol) + Methyl Alcohol = (Oxygen anion • 3Methyl Alcohol)

By formula: (O2- • 2CH4O) + CH4O = (O2- • 3CH4O)

Quantity Value Units Method Reference Comment
Δr56.5 ± 2.9kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B,M
Quantity Value Units Method Reference Comment
Δr117.J/mol*KPHPMSYamdagni, Payzant, et al., 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr21.8 ± 1.3kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B

(Oxygen anion • Methyl Alcohol) + Methyl Alcohol = (Oxygen anion • 2Methyl Alcohol)

By formula: (O2- • CH4O) + CH4O = (O2- • 2CH4O)

Quantity Value Units Method Reference Comment
Δr64.9 ± 3.3kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B,M
Quantity Value Units Method Reference Comment
Δr104.J/mol*KPHPMSYamdagni, Payzant, et al., 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr33.9 ± 1.7kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B

(Fluorine anion • 10Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 11Methyl Alcohol)

By formula: (F- • 10CH4O) + CH4O = (F- • 11CH4O)

Quantity Value Units Method Reference Comment
Δr36. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr107.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr4.2 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Chlorine anion • 9Methyl Alcohol) + Methyl Alcohol = (Chlorine anion • 10Methyl Alcohol)

By formula: (Cl- • 9CH4O) + CH4O = (Cl- • 10CH4O)

Quantity Value Units Method Reference Comment
Δr31. ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr84.1J/mol*KPHPMSHiraoka and Mizuse, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr5.9 ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B

(Fluorine anion • 3Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 4Methyl Alcohol)

By formula: (F- • 3CH4O) + CH4O = (F- • 4CH4O)

Quantity Value Units Method Reference Comment
Δr52.3 ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr98.3J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr23. ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Fluorine anion • 4Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 5Methyl Alcohol)

By formula: (F- • 4CH4O) + CH4O = (F- • 5CH4O)

Quantity Value Units Method Reference Comment
Δr49.8 ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr114.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr16. ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Fluorine anion • 5Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 6Methyl Alcohol)

By formula: (F- • 5CH4O) + CH4O = (F- • 6CH4O)

Quantity Value Units Method Reference Comment
Δr48.1 ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr125.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr11. ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Fluorine anion • 9Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 10Methyl Alcohol)

By formula: (F- • 9CH4O) + CH4O = (F- • 10CH4O)

Quantity Value Units Method Reference Comment
Δr37. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr105.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr5.4 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Chlorine anion • 5Methyl Alcohol) + Methyl Alcohol = (Chlorine anion • 6Methyl Alcohol)

By formula: (Cl- • 5CH4O) + CH4O = (Cl- • 6CH4O)

Quantity Value Units Method Reference Comment
Δr37. ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr92.9J/mol*KPHPMSHiraoka and Mizuse, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr9.2 ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B

(Chlorine anion • 6Methyl Alcohol) + Methyl Alcohol = (Chlorine anion • 7Methyl Alcohol)

By formula: (Cl- • 6CH4O) + CH4O = (Cl- • 7CH4O)

Quantity Value Units Method Reference Comment
Δr33. ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr84.1J/mol*KPHPMSHiraoka and Mizuse, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr8.4 ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B

(Chlorine anion • 7Methyl Alcohol) + Methyl Alcohol = (Chlorine anion • 8Methyl Alcohol)

By formula: (Cl- • 7CH4O) + CH4O = (Cl- • 8CH4O)

Quantity Value Units Method Reference Comment
Δr32. ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr82.4J/mol*KPHPMSHiraoka and Mizuse, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr7.1 ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B

(Chlorine anion • 8Methyl Alcohol) + Methyl Alcohol = (Chlorine anion • 9Methyl Alcohol)

By formula: (Cl- • 8CH4O) + CH4O = (Cl- • 9CH4O)

Quantity Value Units Method Reference Comment
Δr32. ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr86.2J/mol*KPHPMSHiraoka and Mizuse, 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr5.9 ± 4.2kJ/molTDAsHiraoka and Mizuse, 1987gas phase; B

(Fluorine anion • 6Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 7Methyl Alcohol)

By formula: (F- • 6CH4O) + CH4O = (F- • 7CH4O)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr107.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr9.2 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Fluorine anion • 7Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 8Methyl Alcohol)

By formula: (F- • 7CH4O) + CH4O = (F- • 8CH4O)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr112.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr7.1 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Fluorine anion • 8Methyl Alcohol) + Methyl Alcohol = (Fluorine anion • 9Methyl Alcohol)

By formula: (F- • 8CH4O) + CH4O = (F- • 9CH4O)

Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr108.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr6.3 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

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

By formula: (I- • 3CH4O) + CH4O = (I- • 4CH4O)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr104.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr9.6 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Iodide • 4Methyl Alcohol) + Methyl Alcohol = (Iodide • 5Methyl Alcohol)

By formula: (I- • 4CH4O) + CH4O = (I- • 5CH4O)

Quantity Value Units Method Reference Comment
Δr40. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr113.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr6.3 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Iodide • 5Methyl Alcohol) + Methyl Alcohol = (Iodide • 6Methyl Alcohol)

By formula: (I- • 5CH4O) + CH4O = (I- • 6CH4O)

Quantity Value Units Method Reference Comment
Δr40. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr115.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr5.9 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Iodide • 6Methyl Alcohol) + Methyl Alcohol = (Iodide • 7Methyl Alcohol)

By formula: (I- • 6CH4O) + CH4O = (I- • 7CH4O)

Quantity Value Units Method Reference Comment
Δr39. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr117.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr4.6 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Bromine anion • 3Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 4Methyl Alcohol)

By formula: (Br- • 3CH4O) + CH4O = (Br- • 4CH4O)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr97.1J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr13. ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Bromine anion • 4Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 5Methyl Alcohol)

By formula: (Br- • 4CH4O) + CH4O = (Br- • 5CH4O)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr105.J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr9.6 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Bromine anion • 5Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 6Methyl Alcohol)

By formula: (Br- • 5CH4O) + CH4O = (Br- • 6CH4O)

Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr98.7J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr8.8 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Bromine anion • 6Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 7Methyl Alcohol)

By formula: (Br- • 6CH4O) + CH4O = (Br- • 7CH4O)

Quantity Value Units Method Reference Comment
Δr36. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr95.8J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr7.1 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

(Bromine anion • 7Methyl Alcohol) + Methyl Alcohol = (Bromine anion • 8Methyl Alcohol)

By formula: (Br- • 7CH4O) + CH4O = (Br- • 8CH4O)

Quantity Value Units Method Reference Comment
Δr35. ± 4.2kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B,M
Quantity Value Units Method Reference Comment
Δr96.7J/mol*KPHPMSHiraoka and Yamabe, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr6.3 ± 8.4kJ/molTDAsHiraoka and Yamabe, 1991gas phase; B

2-Methyl-1-butene + Methyl Alcohol = Butane, 2-methoxy-2-methyl-

By formula: C5H10 + CH4O = C6H14O

Quantity Value Units Method Reference Comment
Δr-35.8kJ/molEqkSerda, Izquierdo, et al., 1995liquid phase; ALS
Δr-20.4 ± 0.8kJ/molEqkHwang and Wu, 1994liquid phase; ALS
Δr-33.6 ± 5.1kJ/molEqkRihko, Linnekoski, et al., 1994liquid phase; solvent: Alcohol/alkane mixture; ALS

(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
Δr51.0kJ/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Δr111.J/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

(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
Δr63.2kJ/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Δr128.J/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

C16H34OP2Ru (solution) + Methyl Alcohol (solution) = C17H36OP2Ru (solution) + Water (solution)

By formula: C16H34OP2Ru (solution) + CH4O (solution) = C17H36OP2Ru (solution) + H2O (solution)

Quantity Value Units Method Reference Comment
Δr0.kJ/molESTBryndza, Fong, et al., 1987solvent: Tetrahydrofuran; The reaction enthalpy was identified with the reaction Gibbs energy, since the the entropy is expected to be small Bryndza, Fong, et al., 1987; MS

Nitrogen oxide anion + Methyl Alcohol = (Nitrogen oxide anion • Methyl Alcohol)

By formula: NO2- + CH4O = (NO2- • CH4O)

Quantity Value Units Method Reference Comment
Δr72.80 ± 0.84kJ/molTDAsSieck, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
Δr108.J/mol*KPHPMSSieck, 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr40.6 ± 1.7kJ/molTDAsSieck, 1985gas phase; B

Oxygen anion + Methyl Alcohol = (Oxygen anion • Methyl Alcohol)

By formula: O2- + CH4O = (O2- • CH4O)

Quantity Value Units Method Reference Comment
Δr79.91kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B,M
Quantity Value Units Method Reference Comment
Δr91.6J/mol*KPHPMSYamdagni, Payzant, et al., 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr52.30kJ/molTDAsYamdagni, Payzant, et al., 1973gas phase; B

HCO2 anion + Methyl Alcohol = (HCO2 anion • Methyl Alcohol)

By formula: CHO2- + CH4O = (CHO2- • CH4O)

Quantity Value Units Method Reference Comment
Δr73.6 ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr98.7J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr43.9 ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

(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
Δr69.5kJ/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Δr133.J/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M

(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
Δr52.3kJ/molPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; M
Quantity Value Units Method Reference Comment
Δr107.J/mol*KPHPMSHiraoka, Grimsrud, et al., 1974gas phase; n; 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.

Hiraoka and Yamabe, 1991
Hiraoka, K.; Yamabe, S., Solvation of Halide Ions with CH3OH in the gas Phase, Int. J. Mass Spectrom. Ion Proc., 1991, 109, 133, https://doi.org/10.1016/0168-1176(91)85101-Q . [all data]

Chabinyc and Brauman, 1999
Chabinyc, M.L.; Brauman, J.I., Hydrogen bond strength and acidity. Structural and energetic correlations for acetylides and alcohols, J. Phys. Chem. A, 1999, 103, 46, 9163-9166, https://doi.org/10.1021/jp992852v . [all data]

Mustanir, Matsuoka, et al., 2006
Mustanir; Matsuoka, M.; Mishima, M.; Koch, H., Stability of complexes of phenylacetylides and benzyl alkoxides with methanol in the gas phase. Acid-base correlation in the ionic hydrogen-bond strength, Bull. Chem. Soc. Japan, 2006, 79, 7, 1118-1125, https://doi.org/10.1246/bcsj.79.1118 . [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]

Chowdhury, 1987
Chowdhury, S. Grimsrud, Bonding of Charge Delocalized Anions to Protic and Dipolar Aprotic Solvents, J. Phys. Chem., 1987, 91, 10, 2551, https://doi.org/10.1021/j100294a021 . [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]

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]

Hine and Klueppet, 1974
Hine, J.; Klueppet, A.W., Structural effects on rates and equilibria. XVIII. Thermodynamic stability of ortho esters, J. Am. Chem. Soc., 1974, 96, 2924-2929. [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]

Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A., Effect of the acyl substituent on the equilibrium constant for hydration of esters, Can. J. Chem., 1980, 58, 1281-1294. [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]

Wilkinson, Szulejko, et al., 1992
Wilkinson, F.E.; Szulejko, J.E.; Allison, C.E.; Mcmahon, T.B., Fourier Transform Ion Cyclotron Resonance Investigation of the Deuterium Isotope Effect on Gas Phase Ion/Molecule Hydrogen Bonding Interactions in Alcohol-Fluoride Adduct Ions, Int. J. Mass Spectrom., 1992, 117, 487-505, https://doi.org/10.1016/0168-1176(92)80110-M . [all data]

Yamdagni, Payzant, et al., 1973
Yamdagni, R.; Payzant, J.D.; Kebarle, P., Solvation of Cl- and O2- with H2O, CH3OH, and CH3CN in the gas phase, Can. J. Chem., 1973, 51, 2507. [all data]

Hiraoka and Mizuse, 1987
Hiraoka, K.; Mizuse, S., Gas-Phase Solvation of Cl- with H2O, CH3OH, C2H4OH, i-C3H7OH, n-C3H7OH, and t-C4H9OH, Chem. Phys., 1987, 118, 3, 457, https://doi.org/10.1016/0301-0104(87)85078-4 . [all data]

Serda, Izquierdo, et al., 1995
Serda, J.A.; Izquierdo, J.F.; Tejero, J.; Cunill, F.; Iborra, M., Equilibrium and thermodynamics for 2-methyl-2-methoxybutane liquid-phase decomposition, Thermochim. Acta, 1995, 259, 111-120. [all data]

Hwang and Wu, 1994
Hwang, W.-S.; Wu, J.-C., Kinetics and thermodynamics of synthesis of tertiary-amyl methyl ether catalyzed by ion-exchange resin, J. Chin. Chem. Soc. (Taipei), 1994, 41, 181-186. [all data]

Rihko, Linnekoski, et al., 1994
Rihko, L.K.; Linnekoski, J.A.; Krause, A.O., Reaction equilibria in the synthesis of 2-methoxy-2-methylbutane and 2-ethyoxy-2-methylbutane in the liquid phase, J. Chem. Eng. Data, 1994, 39, 700-704. [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]

Bryndza, Fong, et al., 1987
Bryndza, H.E.; Fong, L.K.; Paciello, R.A.; Tam, W.; Bercaw, J.E., J. Am. Chem. Soc., 1987, 109, 1444. [all data]

Sieck, 1985
Sieck, L.W., Thermochemistry of Solvation of NO2- and C6H5NO2- by Polar Molecules in the Vapor Phase. Comparison with Cl- and Variation with Ligand Structure., J. Phys. Chem., 1985, 89, 25, 5552, https://doi.org/10.1021/j100271a049 . [all data]

Meot-Ner and Sieck, 1986
Meot-Ner, M.; Sieck, L.W., The ionic hydrogen bond and ion solvation. 5. OH...O- bonds. Gas phase solvation and clustering of alkoxide and carboxylate anions, J. Am. Chem. Soc., 1986, 108, 7525. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References