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Propanoic acid, 2-methyl-

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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

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Individual Reactions

Iodide + Propanoic acid, 2-methyl- = (Iodide bullet Propanoic acid, 2-methyl-)

By formula: I- + C4H8O2 = (I- bullet C4H8O2)

Quantity Value Units Method Reference Comment
Deltar69.9 ± 4.2kJ/molTDAsCaldwell and Kebarle, 1984gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar85.8J/mol*KPHPMSCaldwell and Kebarle, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar44.4 ± 4.2kJ/molTDAsCaldwell and Kebarle, 1984gas phase; B

iPrCO2 anion + Propanoic acid, 2-methyl- = (iPrCO2 anion bullet Propanoic acid, 2-methyl-)

By formula: C4H7O2- + C4H8O2 = (C4H7O2- bullet C4H8O2)

Quantity Value Units Method Reference Comment
Deltar125. ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar140.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Deltar83.3 ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

iPrCO2 anion + Hydrogen cation = Propanoic acid, 2-methyl-

By formula: C4H7O2- + H+ = C4H8O2

Quantity Value Units Method Reference Comment
Deltar1448. ± 8.8kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Quantity Value Units Method Reference Comment
Deltar1418. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase; B

Hydrogen + 2-Propenoic acid, 2-methyl- = Propanoic acid, 2-methyl-

By formula: H2 + C4H6O2 = C4H8O2

Quantity Value Units Method Reference Comment
Deltar-118. ± 1.kJ/molChydSkinner and Snelson, 1959liquid phase; solvent: Acetic acid; ALS

Water + Propanoic acid, 2-methyl-, anhydride = 2Propanoic acid, 2-methyl-

By formula: H2O + C8H14O3 = 2C4H8O2

Quantity Value Units Method Reference Comment
Deltar-61.04kJ/molCmConn, Kistiakowsky, et al., 1942liquid phase; Heat of hydrolysis at 303 K; ALS

Methyl isobutyrate + Water = Methyl Alcohol + Propanoic acid, 2-methyl-

By formula: C5H10O2 + H2O = CH4O + C4H8O2

Quantity Value Units Method Reference Comment
Deltar-61.6 ± 1.0kJ/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

References

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

Caldwell and Kebarle, 1984
Caldwell, G.; Kebarle, P., Binding energies and structural effects in halide anion-ROH and -RCOOH complexes from gas phase equilibria measurements, J. Am. Chem. Soc., 1984, 106, 967. [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]

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A., Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides, J. Am. Chem. Soc., 1942, 64, 1747-17. [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]


Notes

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