Dodecanoic acid

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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
Δcliquid-7377.0 ± 0.9kJ/molCcbAdriaanse, Dekker, et al., 1965Hfusion=36.7 kJ/mol; Corresponding Δfliquid = -775.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
Δcsolid-7423.7 ± 7.5kJ/molCcbRoth and Rist-Schumacher, 1944Reanalyzed by Cox and Pilcher, 1970, Original value = -7425.8 ± 7.5 kJ/mol; At 292 °K; Corresponding Δfsolid = -728.39 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
404.28298.15Schaake, van Miltenburg, et al., 1982T = 80 to 345 K.; DH
428.9301.Garner and Randall, 1924T = 18 to 78°C. Mean value 19 to 39°C.; DH
381.279.Stohmann and Wilsing, 1885T = 0 to 100°C. Mean value 0 to 12°C.; DH

Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
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
Tboil571.KN/ACostello and Bowden, 1958Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Tfus317. ± 2.KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple316.98KN/ASchaake, van Miltenburg, et al., 1982, 2Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Tc743.43KN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 3. K; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Pc18.6779barN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 0.85 bar; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Δsub147. ± 4.kJ/molTPDCappa, Lovejoy, et al., 2008AC
Δsub127.9kJ/molN/AStephenson and Malanowski, 1987Based on data from 293. to 303. K.; AC
Δsub133. ± 2.kJ/molVBaccanari, Novinski, et al., 1968ALS
Δsub117.2 ± 2.9kJ/molVLittlewood, 1957ALS

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
498.20.133Aldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
88.8408.AStephenson and Malanowski, 1987Based on data from 393. to 573. K.; AC
95.8332.ME,TEFuchs, Hallman, et al., 1982Based on data from 321. to 341. K.; AC
81.3437.ICramer, 1943AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
379.52 to 449.005.555232510.999-106.676Hammer and Lydersen, 1957Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Method Reference Comment
132.6300.MEBaccanari, Novinski, et al., 1968Based on data from 293. to 308. K.; AC
140.2 ± 3.3304.MEDavies and Malpass, 1961Based on data from 296. to 314. K.; AC
140. ± 3.295.7VDavies and Malpass, 1961, 2ALS
117.2 ± 2.9303.MEHunt, Saunders, et al., 1957Based on data from 293. to 313. K.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Method Reference Comment
36.650316.9N/AGarner and Randall, 1924DH
34.7317.9DSCMisra, Misra, et al., 2007AC
36.1316.6DSCMoreno, Cordobilla, et al., 2007AC
36.65316.9N/ADomalski and Hearing, 1996AC
44.940327.N/AStohmann and Wilsing, 1885DH

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
115.7316.9Garner and Randall, 1924DH
137.327.Stohmann and Wilsing, 1885DH

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
36.295316.98crystaline, IliquidSchaake, van Miltenburg, et al., 1982DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
114.51316.98crystaline, IliquidSchaake, van Miltenburg, et al., 1982DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes

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

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]

Roth and Rist-Schumacher, 1944
Roth, W.A.; Rist-Schumacher, E., Beitrag zur thermochemie der sulfonsauren und saurechlorid, Z. Electrochem., 1944, 50, 7-9. [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]

Schaake, van Miltenburg, et al., 1982
Schaake, R.C.F.; van Miltenburg, J.C.; De Kruif, C.G., Thermodynamic properties of the normal alkanoic acids. II. Molar heat capacities of seven even-numbered normal alkanoic acids, J. Chem. Thermodynam., 1982, 14, 771-778. [all data]

Garner and Randall, 1924
Garner, W.E.; Randall, F.C., Alternation in the heats of crystallization of the normal monobasic fatty acids. Part I., J. Chem. Soc., 1924, 125, 881-896. [all data]

Stohmann and Wilsing, 1885
Stohmann, F.; Wilsing, H., Ueber die specifische Wärme und die Schmelzwärme der Myristinsäure und der Laurinsäure, J. Prakt. Chem., 1885, 140, 80-93. [all data]

Costello and Bowden, 1958
Costello, J.M.; Bowden, S.T., The temperature variation of orthobaric density difference in liquid- vapour systems: IV fatty acids, Recl. Trav. Chim. Pays-Bas, 1958, 77, 803. [all data]

Schaake, van Miltenburg, et al., 1982, 2
Schaake, R.C.F.; van Miltenburg, J.C.; De Kruif, C.G., Thermodynamic properties of the normal alkanoic acids. II. Molar heat capacities of seven even-numbered normal alkanoic acids., J. Chem. Thermodyn., 1982, 14, 771-8. [all data]

D'Souza and Teja, 1987
D'Souza, R.; Teja, A.S., The prediction of the vapor pressures of carboxylic acids, Chem. Eng. Commun., 1987, 61, 13. [all data]

Cappa, Lovejoy, et al., 2008
Cappa, Christopher D.; Lovejoy, Edward R.; Ravishankara, A.R., Evaporation Rates and Vapor Pressures of the Even-Numbered C 8 -C 18 Monocarboxylic Acids, J. Phys. Chem. A, 2008, 112, 17, 3959-3964, https://doi.org/10.1021/jp710586m . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Baccanari, Novinski, et al., 1968
Baccanari, D.P.; Novinski, J.A.; Pan, Y.; Yevitz, M.M.; Swain, H.A., Jr., Heats of sublimation and vaporization at 25° of long chain fatty acids and methyl esters, Trans. Faraday Soc., 1968, 64, 1201. [all data]

Littlewood, 1957
Littlewood, R., The vapour pressures of some solid organic compounds, J. Chem. Soc., 1957, 2419-24. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Fuchs, Hallman, et al., 1982
Fuchs, R.; Hallman, J.H.; Perlman, M.O., Thermochemistry of conjugation of simple cyclopropane derivatives, Can. J. Chem., 1982, 60, 1832-1835. [all data]

Cramer, 1943
Cramer, K.S.N., Chem. Zentr. II, 1943, 2234. [all data]

Hammer and Lydersen, 1957
Hammer, E.; Lydersen, A.L., The Vapour Pressure of di-n-Butylphthalate, di-n-Butylsebacate, Lauric Acid and Myristic Acid, Chem. Eng. Sci., 1957, 7, 1-2, 66-72, https://doi.org/10.1016/0009-2509(57)80020-7 . [all data]

Davies and Malpass, 1961
Davies, Mansel; Malpass, V.E., 212. Heats of sublimation of straight-chain monocarboxylic acids, J. Chem. Soc., 1961, 1048, https://doi.org/10.1039/jr9610001048 . [all data]

Davies and Malpass, 1961, 2
Davies, M.; Malpass, V.E., Heats of sublimation of straight-chain monocarboxylic acids, J. Chem. Soc., 1961, 1048-10. [all data]

Hunt, Saunders, et al., 1957
Hunt, B.B.; Saunders, B.C.; Joshi, Shiam Sunder; Deorha, Daleep Singh; Bickel, A.F.; Kooyman, E.C.; Hill, R.A.W.; Williamson, J.F.; Littlewood, R.; Ross, W.C.J.; Davis, W.; Carruthers, W.; Gray, J.D.; Williams, A.J.; Le F«65533»vre, R.J.W.; Colbran, R.L.; Nevell, T.P.; Humphries, A.R.; Nicholson, G.R., Notes, J. Chem. Soc., 1957, 2413, https://doi.org/10.1039/jr9570002413 . [all data]

Misra, Misra, et al., 2007
Misra, A.K.; Misra, M.; Panpalia, G.M.; Dorle, A.K., Thermoanalytical and Microscopic Investigation of Interaction between Paracetamol and Fatty Acid Crystals, Journal of Macromolecular Science, Part A, 2007, 44, 7, 685-690, https://doi.org/10.1080/10601320701351177 . [all data]

Moreno, Cordobilla, et al., 2007
Moreno, Evelyn; Cordobilla, Raquel; Calvet, Teresa; Cuevas-Diarte, M.A.; Gbabode, Gabin; Negrier, Philippe; Mondieig, Denise; Oonk, Harry A.J., Polymorphism of even saturated carboxylic acids from n-decanoic to n-eicosanoic acid, New J. Chem., 2007, 31, 6, 947, https://doi.org/10.1039/b700551b . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]


Notes

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