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Salicylic 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas-118.5 ± 0.33kcal/molCcrSabbah and Le, 1993ALS
Deltafgas-117.9kcal/molN/AColomina, Jimenez, et al., 1980Value computed using «DELTA»fHsolid° value of -589.7±1.1 kj/mol from Colomina, Jimenez, et al., 1980 and «DELTA»subH° value of 96.3 kj/mol from Colomina, Jimenez, et al., 1980.; DRB
Deltafgas-116.9kcal/molN/AVerkade, 1932Value computed using «DELTA»fHsolid° value of -585.3 kj/mol from Verkade, 1932 and «DELTA»subH° value of 96.3 kj/mol from Verkade, 1932.; DRB

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
Deltafsolid-141.5 ± 0.31kcal/molCcrSabbah and Le, 1993ALS
Deltafsolid-140.9 ± 0.26kcal/molCcbColomina, Jimenez, et al., 1980ALS
Deltafsolid-139.9kcal/molCcbVerkade, 1932ALS
Quantity Value Units Method Reference Comment
Deltacsolid-723. ± 1.kcal/molAVGN/AAverage of 12 values; Individual data points
Quantity Value Units Method Reference Comment
solid,1 bar41.20cal/mol*KN/ARabinovich, Sheiman, et al., 1986DH
solid,1 bar42.59cal/mol*KN/AParks and Light, 1934Extrapolation below 90 K, 57.32 J/mol*K.; DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
38.46298.15Rabinovich, Sheiman, et al., 1986T = 5 to 460 K.; DH
24.90293.Campbell and Campbell, 1940DH
38.10288.6Parks and Light, 1934T = 96 to 289 K. Value is unsmoothed experimental datum.; 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

C7H5O3- + Hydrogen cation = Salicylic acid

By formula: C7H5O3- + H+ = C7H6O3

Quantity Value Units Method Reference Comment
Deltar325.5 ± 2.2kcal/molG+TSKebarle and McMahon, 1977gas phase; B
Quantity Value Units Method Reference Comment
Deltar317.8 ± 2.0kcal/molIMREKebarle and McMahon, 1977gas phase; B

Aspirin + Water = Acetic acid + Salicylic acid

By formula: C9H8O4 + H2O = C2H4O2 + C7H6O3

Quantity Value Units Method Reference Comment
Deltar-6.50 ± 0.07kcal/molCmNelander, 1964solid phase; Heat of hydrolysis; ALS

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.

Sabbah and Le, 1993
Sabbah, R.; Le, T.H.D., Etude thermodynamique des trois isomeres de l'acide bydroxybenzolque, Can. J. Chem., 1993, 71, 1378-1383. [all data]

Colomina, Jimenez, et al., 1980
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C., Thermochemical properties of o-, m- and p-hydroxybenzoic acids, J. Calorim. Anal. Therm., 1980, 11, 1-6. [all data]

Verkade, 1932
Verkade, P.-E., L'acide salicylique comme substance-etalon secondaire de calorimetrie, J. Chim. Phys., 1932, 29, 297-301. [all data]

Rabinovich, Sheiman, et al., 1986
Rabinovich, I.B.; Sheiman, M.S.; Kamelova, G.P.; Nistratov, V.P., Heat capacity and thermodynamic functions of salicylic acid, 1986, Termodinam. [all data]

Parks and Light, 1934
Parks, G.S.; Light, D.W., Thermal data on organic compounds. XIII. The heat capacities and entropies of n-tetradecane and the hydroxybenzoic acids. The relative free energies of some benzenoid position isomers, J. Am. Chem. Soc., 1934, 56, 1511-1513. [all data]

Campbell and Campbell, 1940
Campbell, A.N.; Campbell, A.J.R., The heats of solution, heats of formation, specific heats and equilibrium diagrams of certain molecular compounds. J. Am. Chem. Soc., 1940, 62, 291-297. [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [all data]

Nelander, 1964
Nelander, L., The heats of hydrolysis of aspirin, thioaspirin, and their p-analogues, Acta Chem. Scand., 1964, 18, 973-984. [all data]


Notes

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