Tetradecanoic 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-8676.7 ± 1.4kJ/molCcbAdriaanse, Dekker, et al., 1965Hfusion=44.7 kJ/mol; Corresponding Δfliquid = -834.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
Δcsolid-8675.9 ± 9.6kJ/molCcbSwain, Silbert, et al., 1964Corresponding Δfsolid = -834.7 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
432.01298.15Schaake, van Miltenburg, et al., 1982T = 80 to 345 K.; DH
523.298.Stohmann and Wilsing, 1885T = 0 to 100°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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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
Tfus327. ± 1.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple327.32KN/ASchaake, van Miltenburg, et al., 1982, 2Uncertainty assigned by TRC = 0.02 K; TRC
Ttriple327.05KN/ASpizzichino, 1956Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Ptriple2.13315×10-7barN/ASpizzichino, 1956Uncertainty assigned by TRC = 1.0666×10-7 bar; TRC
Quantity Value Units Method Reference Comment
Tc765.19KN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 3. K; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Pc16.442barN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 0.85 bar; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Δsub169. ± 9.kJ/molTPDCappa, Lovejoy, et al., 2008AC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
523.20.133Weast and Grasselli, 1989BS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
100.4398.AStephenson and Malanowski, 1987Based on data from 383. to 459. K.; AC
91.6438.AStephenson and Malanowski, 1987Based on data from 423. to 599. K.; AC
104.1 ± 2.0349.ME,TEde Kruif, Schaake, et al., 1982Based on data from 339. to 358. K.; AC
88.9455.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
385.03 to 465.11.44788685.976-262.3Hammer and Lydersen, 1957Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Method Reference Comment
139.7 ± 3.8318.MEDavies and Malpass, 1961Based on data from 312. to 325. K. See also Cox and Pilcher, 1970.; AC
140. ± 4.311.85VDavies and Malpass, 1961, 2ALS

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Method Reference Comment
45.75326.2DSCHong, Hua, et al., 2010AC
40.1326.6DSCMisra, Misra, et al., 2007AC
45.0326.5DSCMoreno, Cordobilla, et al., 2007AC
45.1327.N/ADomalski and Hearing, 1996AC
36.280317.N/AStohmann and Wilsing, 1885DH

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
114.317.Stohmann and Wilsing, 1885DH

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
45.100327.32crystaline, IliquidSchaake, van Miltenburg, et al., 1982DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
137.79327.32crystaline, 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]

Swain, Silbert, et al., 1964
Swain, H.A., Jr.; Silbert, L.S.; Miller, J.G., The heats of combustion of aliphatic long chain peroxyacids, t-butyl peroxyesters, and related acids and esters, J. Am. Chem. Soc., 1964, 86, 2562-2566. [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]

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]

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]

Spizzichino, 1956
Spizzichino, C., Contribution a l'etude des tensions de vapeur et des chaleurs de vaporisation des acides gras, esters methyliques et alcools gras a des pressions inferieures a 1 mm de mercure, J. des Recherches du C.N.R.S., 1956, 34, 1-24. [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]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]

de Kruif, Schaake, et al., 1982
de Kruif, C.G.; Schaake, R.C.F.; van Miltenburg, J.C.; van der Klauw, K.; Blok, J.G., Thermodynamic properties of the normal alkanoic acids III. Enthalpies of vaporization and vapour pressures of 13 normal alkanoic acids, The Journal of Chemical Thermodynamics, 1982, 14, 8, 791-798, https://doi.org/10.1016/0021-9614(82)90176-8 . [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]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]

Hong, Hua, et al., 2010
Hong, Jindui; Hua, Dan; Wang, Xia; Wang, Hongtao; Li, Jun, Solid-Liquid-Gas Equilibrium of the Ternaries Ibuprofen + Myristic Acid + CO 2 and Ibuprofen + Tripalmitin + CO 2, J. Chem. Eng. Data, 2010, 55, 1, 297-302, https://doi.org/10.1021/je900342a . [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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