Pentanoic 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
Δfgas-117. ± 4.kcal/molAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
gas105.12 ± 0.15cal/mol*KN/AMcDougall L.A., 1965GT

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:
DRB - Donald R. Burgess, Jr.
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
Δfliquid-133.6 ± 0.2kcal/molCcbAdriaanse, Dekker, et al., 1965DRB
Δfliquid-133.90 ± 0.16kcal/molCcbLebedeva, 1964ALS
Δfliquid-133.9 ± 0.2kcal/molCcbLebedeva, 1964DRB
Δfliquid-130.6 ± 1.4kcal/molCcbHancock, Watson, et al., 1954Reanalyzed by Cox and Pilcher, 1970, Original value = -131. kcal/mol; ALS
Δfliquid-134.6 ± 0.31kcal/molCcbSchjanberg, 1937DRB
Quantity Value Units Method Reference Comment
Δcliquid-678.3 ± 0.2kcal/molCcbAdriaanse, Dekker, et al., 1965Corresponding Δfliquid = -133.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-677.95 ± 0.16kcal/molCcbLebedeva, 1964Corresponding Δfliquid = -133.88 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-681.2 ± 1.4kcal/molCcbHancock, Watson, et al., 1954Reanalyzed by Cox and Pilcher, 1970, Original value = -681. kcal/mol; Corresponding Δfliquid = -130.63 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-677.20 ± 0.30kcal/molCcbSchjanberg, 1937Reanalyzed by Cox and Pilcher, 1970, Original value = -676.6 ± 1.0 kcal/mol; At 20 C; Corresponding Δfliquid = -134.63 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid62.101cal/mol*KN/AMcDougall and Kilpatrick, 1965DH
Quantity Value Units Method Reference Comment
Δcsolid-678.48kcal/molCcbSkuratov and Bonetskaya, 1966Corresponding Δfsolid = -133.35 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
47.1298.15Konicek and Wadso, 1971DH
50.270298.15McDougall and Kilpatrick, 1965T = 15 to 300 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

C5H9O2- + Hydrogen cation = Pentanoic acid

By formula: C5H9O2- + H+ = C5H10O2

Quantity Value Units Method Reference Comment
Δr346.2 ± 2.1kcal/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Δr346.1 ± 2.4kcal/molG+TSMcLuckey, Cameron, et al., 1981gas phase; B
Quantity Value Units Method Reference Comment
Δr339.2 ± 2.0kcal/molIMRECaldwell, Renneboog, et al., 1989gas phase; B
Δr339.1 ± 2.3kcal/molCIDCMcLuckey, Cameron, et al., 1981gas phase; B

2Hydrogen + 3-Pentynoic acid = Pentanoic acid

By formula: 2H2 + C5H6O2 = C5H10O2

Quantity Value Units Method Reference Comment
Δr-65.8 ± 1.2kcal/molChydFlitcroft and Skinner, 1958liquid 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.

McDougall L.A., 1965
McDougall L.A., Entropy and related thermodynamic properties of n-valeric acid, J. Chem. Phys., 1965, 42, 2307-2310. [all data]

Adriaanse, Dekker, et al., 1965
Adriaanse, N.; Dekker, H.; Coops, J., Heats of combustion of normal saturated fatty acids and their methyl esters, Rec. Trav. Chim. Pays/Bas, 1965, 84, 393-407. [all data]

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

Hancock, Watson, et al., 1954
Hancock, C.K.; Watson, G.M.; Gilby, R.F., Heats of combustion of five-carbon fatty acids and their methyl and ethyl esters, J. Phys. Chem., 1954, 58, 127-129. [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]

Schjanberg, 1937
Schjanberg, E., Die verbrennungswarmen und die refraktionsdaten einiger pentensaureeste, Z. Phys. Chem., 1937, 178, 274-281. [all data]

McDougall and Kilpatrick, 1965
McDougall, L.A.; Kilpatrick, J.E., Entropy and related thermodynamic properties of n-valeric acid, J. Chem. Phys., 1965, 42, 2307-2310. [all data]

Skuratov and Bonetskaya, 1966
Skuratov, S.M.; Bonetskaya, A.K., Enthalpy of formation of amide bonds, Polym. Sci. USSR (Engl. Transl.), 1966, 8, 1754-1757. [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]

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]

McLuckey, Cameron, et al., 1981
McLuckey, S.A.; Cameron, D.; Cooks, R.G., Proton affinities from the dissociation of proton bound dimers, J. Am. Chem. Soc., 1981, 103, 1313. [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]


Notes

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