Methyl Alcohol

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Reaction thermochemistry data

Go To: Top, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar
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 201 to 250

(CH3O- • Methyl Alcohol) + Methyl Alcohol = (CH3O- • 2Methyl Alcohol)

By formula: (CH3O- • CH4O) + CH4O = (CH3O- • 2CH4O)

Quantity Value Units Method Reference Comment
ΔrH°89.5kJ/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
ΔrS°116.J/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(Potassium ion (1+) • 2Methyl Alcohol) + Methyl Alcohol = (Potassium ion (1+) • 3Methyl Alcohol)

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

Quantity Value Units Method Reference Comment
ΔrH°60.7kJ/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°120.J/mol*KHPMSEvans and Keesee, 1991gas phase; M

(Potassium ion (1+) • 3Methyl Alcohol) + Methyl Alcohol = (Potassium ion (1+) • 4Methyl Alcohol)

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

Quantity Value Units Method Reference Comment
ΔrH°52.3kJ/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°120.J/mol*KHPMSEvans and Keesee, 1991gas phase; M

(Potassium ion (1+) • Methyl Alcohol) + Methyl Alcohol = (Potassium ion (1+) • 2Methyl Alcohol)

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

Quantity Value Units Method Reference Comment
ΔrH°75.3kJ/molHPMSEvans and Keesee, 1991gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°150.J/mol*KHPMSEvans and Keesee, 1991gas phase; M

C2H7O2- + 2Methyl Alcohol = C3H11O3-

By formula: C2H7O2- + 2CH4O = C3H11O3-

Quantity Value Units Method Reference Comment
ΔrH°89.5 ± 4.2kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B
Quantity Value Units Method Reference Comment
ΔrG°54.8 ± 2.1kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B

C3H11O3- + 3Methyl Alcohol = C4H15O4-

By formula: C3H11O3- + 3CH4O = C4H15O4-

Quantity Value Units Method Reference Comment
ΔrH°62.8 ± 4.2kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B
Quantity Value Units Method Reference Comment
ΔrG°30.1 ± 2.1kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B

C4H15O4- + 4Methyl Alcohol = C5H19O5-

By formula: C4H15O4- + 4CH4O = C5H19O5-

Quantity Value Units Method Reference Comment
ΔrH°47.7 ± 4.2kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B
Quantity Value Units Method Reference Comment
ΔrG°19.7 ± 2.1kJ/molTDAsMeot-Ner(Mautner), 1986gas phase; B

Lead ion (1+) + Methyl Alcohol = (Lead ion (1+) • Methyl Alcohol)

By formula: Pb+ + CH4O = (Pb+ • CH4O)

Quantity Value Units Method Reference Comment
ΔrH°97.5 ± 0.8kJ/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°97.5J/mol*KHPMSGuo and Castleman, 1990gas phase; M

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

By formula: C6H5S- + CH4O = (C6H5S- • CH4O)

Quantity Value Units Method Reference Comment
ΔrH°56.1kJ/molPHPMSSieck and Meot-ner, 1989gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°96.2J/mol*KPHPMSSieck and Meot-ner, 1989gas phase; M

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

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

Quantity Value Units Method Reference Comment
ΔrH°120.kJ/molPHPMSMeot-ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°112.J/mol*KPHPMSMeot-ner and Sieck, 1986gas phase; M

Monomethyl carbonate = Carbon dioxide + Methyl Alcohol

By formula: C2H4O3 = CO2 + CH4O

Quantity Value Units Method Reference Comment
ΔrH°18. ± 2.kJ/molKinBehrendt and Gattow, 1973solid phase; ALS
ΔrH°13. ± 4.kJ/molEqkHemmaplardh and King, 1972gas phase; ALS

Methyl Alcohol + Ethene, 1,1-dichloro-2,2-difluoro- = Methoxyflurane

By formula: CH4O + C2Cl2F2 = C3H4Cl2F2O

Quantity Value Units Method Reference Comment
ΔrH°-159. ± 2.kJ/molCmKennedy, Lacher, et al., 1969gas phase; ALS
ΔrH°-156.kJ/molCmHine and Rogers, 1968gas phase; ALS

C3H9Sn+ + Methyl Alcohol = (C3H9Sn+ • Methyl Alcohol)

By formula: C3H9Sn+ + CH4O = (C3H9Sn+ • CH4O)

Quantity Value Units Method Reference Comment
ΔrH°136.kJ/molPHPMSStone and Splinter, 1984gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°130.J/mol*KPHPMSStone and Splinter, 1984gas phase; M

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

By formula: C3H3N2- + CH4O = (C3H3N2- • CH4O)

Quantity Value Units Method Reference Comment
ΔrH°71.5kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°101.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

1,1,1-Trimethoxy-2-chloroethane + Water = 2Methyl Alcohol + Acetic acid, chloro-, methyl ester

By formula: C5H11ClO3 + H2O = 2CH4O + C3H5ClO2

Quantity Value Units Method Reference Comment
ΔrH°-32.6 ± 1.1kJ/molEqkGuthrie and Cullimore, 1980liquid phase; Using Hf(s,ClCH2COOH)=-122.0±2.0 kcal/mol; ALS

Magnesium ion (1+) + Methyl Alcohol = (Magnesium ion (1+) • Methyl Alcohol)

By formula: Mg+ + CH4O = (Mg+ • CH4O)

Quantity Value Units Method Reference Comment
ΔrH°145. ± 6.7kJ/molCIDTAndersen, Muntean, et al., 2000RCD
ΔrH°260. ± 20.kJ/molPDissOperti, Tews, et al., 1988gas phase; M

Water + Acetic acid, chloro-, methyl ester = Methyl Alcohol + Acetic acid, chloro-

By formula: H2O + C3H5ClO2 = CH4O + C2H3ClO2

Quantity Value Units Method Reference Comment
ΔrH°-57.3 ± 2.9kJ/molEqkGuthrie and Cullimore, 1980liquid phase; Using Hf(s,ClCH2COOH)=-122.0±2.0 kcal/mol; ALS

C7H7NO2- + Methyl Alcohol = (C7H7NO2- • Methyl Alcohol)

By formula: C7H7NO2- + CH4O = (C7H7NO2- • CH4O)

Quantity Value Units Method Reference Comment
ΔrG°27. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

1-(Dimethoxy-phenylmethyl)-1H-imidazole + Water = 1H-Imidazole + Methyl Alcohol + Benzoic acid, methyl ester

By formula: C12H14N2O2 + H2O = C3H4N2 + CH4O + C8H8O2

Quantity Value Units Method Reference Comment
ΔrH°-55.48 ± 0.71kJ/molCmGuthrie and Pike, 1987liquid phase; Heat of hydrolysis; ALS

Ethanedioic acid, dimethyl ester + 2Water = Oxalic acid + 2Methyl Alcohol

By formula: C4H6O4 + 2H2O = C2H2O4 + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°17.428 ± 0.065kJ/molCmAnthoney, Finch, et al., 1975solid phase; solvent: Water; Hydrolysis; ALS

1,1,1-Trimethoxy-2-methylpropane + Water = Methyl isobutyrate + 2Methyl Alcohol

By formula: C7H16O3 + H2O = C5H10O2 + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°-32.79 ± 0.059kJ/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

Water + 1,1,1-Trimethoxy-2-methylbutane = 2Methyl Alcohol + Butanoic acid, 2-methyl-, methyl ester

By formula: H2O + C8H18O3 = 2CH4O + C6H12O2

Quantity Value Units Method Reference Comment
ΔrH°-34.30 ± 0.054kJ/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

3,3-Dimethyl-2-norbornanone dimethyl ketal + Water = Bicyclo[2.2.1]heptan-2-one, 3,3-dimethyl- + 2Methyl Alcohol

By formula: C11H20O2 + H2O = C9H14O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°5.36 ± 0.26kJ/molCmWiberg and Cunningham, 1990liquid phase; Heat of hydrolysis; ALS

2,2-Dimethoxypentane + Water = 2-Pentanone + 2Methyl Alcohol

By formula: C7H16O2 + H2O = C5H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°19.52 ± 0.059kJ/molCmWiberg and Squires, 1979liquid phase; Heat of hydrolysis; ALS

3-Methyl-2-pentanone dimethylacetal + Water = 2-Pentanone, 3-methyl- + 2Methyl Alcohol

By formula: C8H18O2 + H2O = C6H12O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°19.92 ± 0.046kJ/molCmWiberg and Squires, 1979liquid phase; Heat of hydrolysis; ALS

1-Methyl-2-norbornanone dimethyl ketal + Water = Bicyclo[2.2.1]heptan-2-one, 1-methyl + 2Methyl Alcohol

By formula: C10H18O2 + H2O = C8H12O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°10.91 ± 0.23kJ/molCmWiberg and Cunningham, 1990liquid phase; Heat of hydrolysis; ALS

C6H4NO3- + Methyl Alcohol = (C6H4NO3- • Methyl Alcohol)

By formula: C6H4NO3- + CH4O = (C6H4NO3- • CH4O)

Quantity Value Units Method Reference Comment
ΔrG°24. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

1-Methoxycyclopentene + Water = Cyclopentanone + Methyl Alcohol

By formula: C6H10O + H2O = C5H8O + CH4O

Quantity Value Units Method Reference Comment
ΔrH°-21.22 ± 0.69kJ/molCmHine and Arata, 1976liquid phase; Heat of hydrolysis; ALS

2,2-Dimethoxy-3,3-dimethyl-butane + Water = 2Methyl Alcohol + 2-Butanone, 3,3-dimethyl-

By formula: C8H18O2 + H2O = 2CH4O + C6H12O

Quantity Value Units Method Reference Comment
ΔrH°3.43 ± 0.054kJ/molCmWiberg and Squires, 1979liquid phase; Heat of hydrolysis; ALS

2,2-Dimethoxy-3-methylbutane + Water = 2-Butanone, 3-methyl- + 2Methyl Alcohol

By formula: C7H16O2 + H2O = C5H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°20.33 ± 0.04kJ/molCmWiberg and Squires, 1979liquid phase; Heat of hydrolysis; ALS

2-Norbornanone dimethyl ketal + 2Water = 2-Norbornanone + 2Methyl Alcohol

By formula: C9H14O2 + 2H2O = C7H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°22.97 ± 0.11kJ/molCmWiberg and Cunningham, 1990liquid phase; Heat of hydrolysis; ALS

2Water + Ethene, 1,1-dimethoxy- = Acetic acid + 2Methyl Alcohol

By formula: 2H2O + C4H8O2 = C2H4O2 + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°-74.4 ± 3.6kJ/molCmGuthrie and Liu, 1995liquid phase; Heat of hydrolysis; ALS

C6H4NO3- + Methyl Alcohol = (C6H4NO3- • Methyl Alcohol)

By formula: C6H4NO3- + CH4O = (C6H4NO3- • CH4O)

Quantity Value Units Method Reference Comment
ΔrG°21. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.; B

2,2-Dimethoxybutane + Water = 2Methyl Alcohol + 2-Butanone

By formula: C6H14O2 + H2O = 2CH4O + C4H8O

Quantity Value Units Method Reference Comment
ΔrH°19.33 ± 0.04kJ/molCmWiberg and Squires, 1979liquid phase; Heat of hydrolysis; ALS

Ethane, 1,1-dimethoxy- + Water = 2Methyl Alcohol + Acetaldehyde

By formula: C4H10O2 + H2O = 2CH4O + C2H4O

Quantity Value Units Method Reference Comment
ΔrH°36.07 ± 0.063kJ/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis; ALS

1,7,7-Trimethyl-2-norbornanone dimethyl ketal + Water = 2Methyl Alcohol + Camphor

By formula: C12H22O2 + H2O = 2CH4O + C10H16O

Quantity Value Units Method Reference Comment
ΔrH°7.73 ± 0.36kJ/molCmWiberg and Cunningham, 1990liquid phase; Heat of hydrolysis; ALS

1,1-Dimethoxyethane + Water = 2Methyl Alcohol + Acetaldehyde

By formula: C4H10O2 + H2O = 2CH4O + C2H4O

Quantity Value Units Method Reference Comment
ΔrH°35.7 ± 0.3kJ/molCmBirley and Skinner, 1970liquid phase; Heat of hydrolysis; ALS

Methylal + Water = Formaldehyde + 2Methyl Alcohol

By formula: C3H8O2 + H2O = CH2O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°77.19 ± 0.50kJ/molCmBirley and Skinner, 1970liquid phase; Heat of hydrolysis; ALS

1H-Cyclopropa[b]naphthalene + Methyl Alcohol = Naphthalene, 2-(methoxymethyl)-

By formula: C11H8 + CH4O = C12H12O

Quantity Value Units Method Reference Comment
ΔrH°-198.4 ± 0.50kJ/molCmBillups, Chow, et al., 1973liquid phase; solvent: Methanol; ALS

Water + Benzoic acid, methyl ester = Benzoic acid + Methyl Alcohol

By formula: H2O + C8H8O2 = C7H6O2 + CH4O

Quantity Value Units Method Reference Comment
ΔrH°-73.0 ± 1.9kJ/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Methyl Alcohol (solution) + C5H11BrMg (solution) = CH3BrMgO (cr) + Pentane (solution)

By formula: CH4O (solution) + C5H11BrMg (solution) = CH3BrMgO (cr) + C5H12 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-219.7kJ/molRSCHolm, 1983solvent: Diethyl ether; MS

Perfluoroadamantanone + Methyl Alcohol = Tricyclo[3.3.1.1(3,7)]decan-2-ol, 1,3,4,4,5,6,6,7,8,8,9,9,10,10-tetradecafluoro-2-methoxy-

By formula: C10F14O + CH4O = C11H4F14O2

Quantity Value Units Method Reference Comment
ΔrH°-35.3kJ/molEqkAdcock and Luo, 1992liquid phase; solvent: CFCl3; ALS

Water + 1,1-Dimethoxy-3,3-dimethylbutane = Butanal, 3,3-dimethyl- + 2Methyl Alcohol

By formula: H2O + C8H18O2 = C6H12O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°33.34 ± 0.15kJ/molEqkWiberg and Squires, 1981liquid phase; ALS

1,1,1,2-Tetramethoxyethane + Water = Acetic acid, methoxy-, methyl ester + 2Methyl Alcohol

By formula: C6H14O4 + H2O = C4H8O3 + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°-52.43 ± 0.50kJ/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

2-Butene, 1,1-dimethoxy- + Water = 2-Butenal + 2Methyl Alcohol

By formula: C6H12O2 + H2O = C4H6O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°15.3 ± 0.2kJ/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

C9H16O2 + Water = Norbornadieone + 2Methyl Alcohol

By formula: C9H16O2 + H2O = C7H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°45. ± 2.kJ/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

Bicyclo[4.1.0]hepta-1,3,5-triene + Methyl Alcohol = Benzene, (methoxymethyl)-

By formula: C7H6 + CH4O = C8H10O

Quantity Value Units Method Reference Comment
ΔrH°-214.kJ/molCmBillups, Chow, et al., 1973liquid phase; solvent: Methanol; ALS

Methyl Alcohol + Chloral = 2,2,2-trichloro-1-methoxyethanol

By formula: CH4O + C2HCl3O = 2,2,2-trichloro-1-methoxyethanol

Quantity Value Units Method Reference Comment
ΔrH°-48.1kJ/molEqkJensen and Pedersen, 1971liquid phase; solvent: Heptane; ALS

1,1-Dimethoxy-2,2-dimethylpropane + Water = Propanal, 2,2-dimethyl- + 2Methyl Alcohol

By formula: C7H16O2 + H2O = C5H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°33.16 ± 0.079kJ/molEqkWiberg and Squires, 1981liquid phase; ALS

1,1-Dimethoxy-3-methylbutane + Water = Butanal, 3-methyl- + 2Methyl Alcohol

By formula: C7H16O2 + H2O = C5H10O + 2CH4O

Quantity Value Units Method Reference Comment
ΔrH°34.90 ± 0.096kJ/molEqkWiberg and Squires, 1981liquid phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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]

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]

Guo and Castleman, 1990
Guo, B.C.; Castleman, A.W., The Association Reactions of Pb+ Ion with CH3OH and CH3NH2 in the Gas Phase, Int. J. Mass Spectrom. Ion Proc., 1990, 100, 665, https://doi.org/10.1016/0168-1176(90)85101-7 . [all data]

Sieck and Meot-ner, 1989
Sieck, L.W.; Meot-ner, M., Ionic Hydrogen Bond and Ion Solvation. 8. RS-..HOR Bond Strengths. Correlation with Acidities., J. Phys. Chem., 1989, 93, 4, 1586, https://doi.org/10.1021/j100341a079 . [all data]

Meot-ner and Sieck, 1986
Meot-ner, M.; Sieck, L.W., Relative acidities of water and methanol, and the stabilities of the dimer adducts, J. Phys. Chem., 1986, 90, 6687. [all data]

Behrendt and Gattow, 1973
Behrendt, W.; Gattow, G., Uber Chalkogenolates. LXII. Untersuchungen uber Halbester der Kohlensaure 2. Darstellung und Eigenschaften der Monomethylkohlensaure, Z. Anorg. Allg. Chem., 1973, 398, 198-206. [all data]

Hemmaplardh and King, 1972
Hemmaplardh, B.; King, A.D., Jr., Solubility of methanol in compressed nitrogen, argon, methane, ethylene, ethane, carbon dioxide, and nitrous oxide. Evidence for association of carbon dioxide with methanol in the gas phase, J. Phys. Chem., 1972, 76, 2170-2175. [all data]

Kennedy, Lacher, et al., 1969
Kennedy, M.B.; Lacher, J.R.; Park, J.D., Reaction heats of organic compounds. VI. Heats of addition of some alcohols to 1,1-dichloro-2,2-difluoroethylene, Trans. Faraday Soc., 1969, 65, 1435-1442. [all data]

Hine and Rogers, 1968
Hine, J.; Rogers, F.E., Stabilizing interactions between substituents attached to the same saturated carbon atom. Enthalpies of addition of methanol, pyrrolidine, and 1-butanethiol to 1,1-dichloro-2,2-difluoroethylene, J. Am. Chem. Soc., 1968, 90, 6701-6. [all data]

Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E., A high-pressure mass spectrometric study of the binding of (CH3)3Sn+ to lewis bases in the gas phase, Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]

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]

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]

Andersen, Muntean, et al., 2000
Andersen, A.; Muntean, F.; Walter, D.; Rue, C.; Armentrout, P.B., Collision-Induced Dissociation and Theoretical Studies of Mg+ Complexes with CO, CO2, NH3, CH4, CH3OH, and C6H6, J. Phys. Chem. A, 2000, 104, 4, 692, https://doi.org/10.1021/jp993031t . [all data]

Operti, Tews, et al., 1988
Operti, L.; Tews, E.C.; Freiser, B.S., Determination of Gas-Phase Ligand Binding Energies to Mg+ by FTMS Techniques, J. Am. Chem. Soc., 1988, 110, 12, 3847, https://doi.org/10.1021/ja00220a020 . [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]

Guthrie and Pike, 1987
Guthrie, J.P.; Pike, D.C., Hydration of acylimidazoles: tetrahedral intermediates in acylimidazole hydrolysis and nucleophilic attack by imidazole on esters. The question of concerted mechanisms for acyl transfers, Can. J. Chem., 1987, 65, 1951-1969. [all data]

Anthoney, Finch, et al., 1975
Anthoney, M.E.; Finch, A.; Stephens, M., The solution of dimethyl oxalate and oxalic acid in water and alkali. Standard enthalpy of formation of dimethyl oxalate, Thermochim. Acta, 1975, 12, 427-431. [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 Cunningham, 1990
Wiberg, K.B.; Cunningham, W.C., Jr., Thermochemical studies of carbonyl reactions. 4. Enthalpies of hydrolysis of norbornyl ketals, J. Org. Chem., 1990, 55, 679-684. [all data]

Wiberg and Squires, 1979
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]

Hine and Arata, 1976
Hine, J.; Arata, K., Keto-Enol tautomerism. I. The calorimetrical determination of the equilibrium constant for keto-enol tautomerism for cyclopentanone and acetone, Bull. Chem. Soc. Jpn., 1976, 49, 3085-3088. [all data]

Guthrie and Liu, 1995
Guthrie, J.P.; Liu, Z., The enols of acetic acid and methyl acetate, Can. J. Chem., 1995, 73, 1395-2398. [all data]

Birley and Skinner, 1970
Birley, G.I.; Skinner, H.A., Enthalpies of hydrolysis of dimethoxymethane and 1,1-dimethoxyethane, Trans. Faraday Soc., 1970, 66, 791-793. [all data]

Billups, Chow, et al., 1973
Billups, W.E.; Chow, W.Y.; Leavell, K.H.; Lewis, E.S.; Margrave, J.L.; Sass, R.L.; Shieh, J.J.; Werness, P.G.; Wood, J.L., Structure and thermochemistry of benzocyclopropenes. Bond fixation and strain energy, J. Am. Chem. Soc., 1973, 95, 7878-7880. [all data]

Holm, 1983
Holm, T., Acta Chem. Scand. B, 1983, 37, 797. [all data]

Adcock and Luo, 1992
Adcock, J.L.; Luo, H., Synthesis and nucleophilic and photochemical reactions of F-adamantanone, J. Org. Chem., 1992, 57, 4297-4300. [all data]

Wiberg and Squires, 1981
Wiberg, K.B.; Squires, R.R., Thermochemical studies of carbonyl reactions. 2. Steric effects in acetal and ketal hydrolysis, J. Am. Chem. Soc., 1981, 103, 4473-4478. [all data]

Wiberg, Morgan, et al., 1994
Wiberg, K.B.; Morgan, K.M.; Maltz, H., Thermochemistry of carbonyl reactions. 6. A study of hydration equilibria, J. Am. Chem. Soc., 1994, 116, 11067-11077. [all data]

Jensen and Pedersen, 1971
Jensen, R.B.; Pedersen, S.B., Reaction between chloral and alcohols. 9. Dissociation of chloral hemiacetals of some aliphatic primary and secondary alcohols, Acta Chem. Scand., 1971, 25, 2911-2930. [all data]

Notes

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