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Butanoic acid

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Gas phase 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:
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-475.9 ± 4.0kJ/molN/ALebedeva, 1964Value computed using «DELTA»fHliquid° value of -533.92±0.59 kj/mol from Lebedeva, 1964 and «DELTA»vapH° value of 58±4 kj/mol from missing citation.; DRB
Deltafgas-475.9 ± 4.0kJ/molCcbLebedeva, 1964Value computed using «DELTA»fHliquid° from Lebedeva, 1964 and «DELTA»vapH° value of 58. kJ/mol from Konicek and Wadso, 1970.; DRB
Quantity Value Units Method Reference Comment
gas353.26J/mol*KN/AStull D.R., 1969See [ Stull D.R., 1969], acrylic acid, C3H4O2.; GT

Condensed phase 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafliquid-533.92 ± 0.59kJ/molCcbLebedeva, 1964ALS
Quantity Value Units Method Reference Comment
Deltacliquid-2183.5 ± 0.59kJ/molCcbLebedeva, 1964Corresponding «DELTA»fliquid = -533.84 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid225.3J/mol*KN/AMartin and Andon, 1982DH
liquid226.4J/mol*KN/AParks, Kelley, et al., 1929Extrapolation below 90 K, 53.6 J/mol*K. Revision of previous data.; DH
liquid255.2J/mol*KN/AParks and Anderson, 1926Extrapolation below 90 K, 82.42 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
177.7298.15Martin and Andon, 1982T = 13 to 450 K. Data also given by equation.; DH
178.298.15Konicek and Wadso, 1971DH
176.1290.7Parks and Anderson, 1926T = 89 to 291292 to 448 K. Value is unsmoothed experimental datum.; DH
176.1298.von Reis, 1881T = 292 to 448 K.; DH

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
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.

Individual Reactions

C4H7O2- + Hydrogen cation = Butanoic acid

By formula: C4H7O2- + H+ = C4H8O2

Quantity Value Units Method Reference Comment
Deltar1451. ± 8.4kJ/molTDEqNorrman and McMahon, 1999gas phase; B
Deltar1450. ± 9.2kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Deltar1450. ± 9.2kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Deltar1420. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase; B
Deltar1420. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B

2Hydrogen + 3-Butynoic acid = Butanoic acid

By formula: 2H2 + C4H4O2 = C4H8O2

Quantity Value Units Method Reference Comment
Deltar-292.0 ± 0.84kJ/molChydFlitcroft and Skinner, 1958solid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -303. ± 4.6 kJ/mol; ALS

NO3 anion + Water + Butanoic acid = C4H10NO6-

By formula: NO3- + H2O + C4H8O2 = C4H10NO6-

Quantity Value Units Method Reference Comment
Deltar15.9 ± 0.84kJ/molIMREViidanoja, Reiner, et al., 2000gas phase; B

CO3 + Water + Butanoic acid = C5H10O6-

By formula: CO3 + H2O + C4H8O2 = C5H10O6-

Quantity Value Units Method Reference Comment
Deltar15.1 ± 0.84kJ/molIMREViidanoja, Reiner, et al., 2000gas phase; B

NO3 anion + Butanoic acid = C4H8NO5-

By formula: NO3- + C4H8O2 = C4H8NO5-

Quantity Value Units Method Reference Comment
Deltar53.56 ± 0.84kJ/molIMREViidanoja, Reiner, et al., 2000gas phase; B

Nitrogen oxide anion + Butanoic acid = C4H8NO4-

By formula: NO2- + C4H8O2 = C4H8NO4-

Quantity Value Units Method Reference Comment
Deltar55.65 ± 0.84kJ/molIMREViidanoja, Reiner, et al., 2000gas phase; B

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Lebedeva, 1964
Lebedeva, N.D., Heats of combustion of monocarboxylic acids, Russ. J. Phys. Chem. (Engl. Transl.), 1964, 38, 1435-1437. [all data]

Konicek and Wadso, 1970
Konicek, J.; Wadso, I., Enthalpies of vaporization of organic compounds. VII. Some carboxylic acids, Acta Chem. Scand., 1970, 24, 2612-26. [all data]

Stull D.R., 1969
Stull D.R., Jr., The Chemical Thermodynamics of Organic Compounds. Wiley, New York, 1969. [all data]

Martin and Andon, 1982
Martin, J.F.; Andon, R.J.L., Thermodynamic properties of organic oxygen compounds. Part LII. Molar heat capacity of ethanoic, propanoic, and butanoic acids, J. Chem. Thermodynam., 1982, 14, 679-688. [all data]

Parks, Kelley, et al., 1929
Parks, G.S.; Kelley, K.K.; Huffman, H.M., Thermal data on organic compounds. V. A revision of the entropies and free energies of nineteen organic compounds, J. Am. Chem. Soc., 1929, 51, 1969-1973. [all data]

Parks and Anderson, 1926
Parks, G.S.; Anderson, C.T., Thermal data on organic compounds. III. The heat capacities, entropies and free energies of tertiary butyl alcohol, mannitol, erythritol and normal butyric acid, J. Am. Chem. Soc., 1926, 48, 1506-1512. [all data]

Konicek and Wadso, 1971
Konicek, J.; Wadso, I., Thermochemical properties of some carboxylic acids, amines and N-substituted amides in aqueous solution, Acta Chem. Scand., 1971, 25, 1541-1551. [all data]

von Reis, 1881
von Reis, M.A., Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht, Ann. Physik [3], 1881, 13, 447-464. [all data]

Norrman and McMahon, 1999
Norrman, K.; McMahon, T.B., Intramolecular solvation of carboxylate anions in the gas phase, J. Phys. Chem. A, 1999, 103, 35, 7008-7016, https://doi.org/10.1021/jp9908202 . [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]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Flitcroft and Skinner, 1958
Flitcroft, T.L.; Skinner, H.A., Heats of hydrogenation Part 2.-Acetylene derivatives, Trans. Faraday Soc., 1958, 54, 47-53. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Viidanoja, Reiner, et al., 2000
Viidanoja, J.; Reiner, T.; Kiendler, A.; Grimm, F.; Arnold, F., Laboratory investigations of negative ion molecule reactions of propionic, butyric, glyoxylic, pyruvic, and pinonic acids, Int. J. Mass Spectrom., 2000, 194, 1, 53-68, https://doi.org/10.1016/S1387-3806(99)00172-4 . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References