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Triphenylmethane

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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, Kenneth Kroenlein director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
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
Tboil449.KN/AMcGrath and Levine, 1955Uncertainty assigned by TRC = 2. K; TRC
Tboil632.KN/AKurbatov, 1950Uncertainty assigned by TRC = 1. K; TRC
Tboil632.KN/ALagerlof, 1918Uncertainty assigned by TRC = 6. K; TRC
Quantity Value Units Method Reference Comment
Tfus365. ± 3.KAVGN/AAverage of 26 values; Individual data points
Quantity Value Units Method Reference Comment
Deltavap93.2 ± 2.2kJ/molCGCHanshaw, Nutt, et al., 2008AC
Deltavap94.6kJ/molCGCChickos, Hesse, et al., 1998AC
Deltavap95.0kJ/molCGCChickos, Hosseini, et al., 1995Based on data from 453. - 503. K.; AC
Quantity Value Units Method Reference Comment
Deltasub108.4 ± 2.8kJ/molReviewRoux, Temprado, et al., 2008There are sufficient literature values to make a qualified recommendation where the suggested value is in good agreement with values predicted using thermochemical cycles or from reliable estimates. In general, the evaluated uncertainty limits are on the order of (2 to 4) kJ/mol.; DRB
Deltasub109.1 ± 0.6kJ/molGSVerevkin, 1999Based on data from 323. - 353. K.; AC
Deltasub112.kJ/molCGC-DSCChickos, Hesse, et al., 1998AC
Deltasub100.7kJ/molN/AMarcus and Loewenschuss, 1986See also Cuthbertson and Bent, 1936.; AC
Deltasub105. ± 0.8kJ/molVPepekin, Erlikh, et al., 1974ALS

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
631.71.01Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
82.0403.N/ASasse, N'guimbi, et al., 1989Based on data from 343. - 462. K.; AC
58.6527.AStephenson and Malanowski, 1987Based on data from 512. - 643. K.; AC

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
442.9 - 532.413.852077254.697-9.133Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
106.7 ± 0.6338.GSVerevkin, 1999Based on data from 323. - 353. K.; AC
113.9353.EMSasse, N'guimbi, et al., 1989Based on data from 343. - 363. K.; AC
106.8330.THansen and Eckert, 1986Based on data from 303. - 358. K.; AC
100.1 ± 0.59367.VAihara, 1959crystal phase; ALS
100. ± 0.4339.VAihara, 1959, 2Based on data from 325. - 349. K. See also Cox and Pilcher, 1970 and Stephenson and Malanowski, 1987.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Method Reference Comment
21.979365.3N/ASpaght, Thomas, et al., 1932DH
20.7367.2DSCVerevkin, 1999AC
21.97365.3N/ADomalski and Hearing, 1996AC
20.920365.6N/AEibert, 1944DH
18.200365.5N/AHildebrand, Duschak, et al., 1917DH

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
60.2365.3Spaght, Thomas, et al., 1932DH
57.2365.6Eibert, 1944DH
49.8365.5Hildebrand, Duschak, et al., 1917DH

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, Phase change data, Notes

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

McGrath and Levine, 1955
McGrath, T.F.; Levine, R., The Reactions of Certain Fluorinated and Chlorinated Acetic Acids with Phenyllithium in Refluxing Ether, J. Am. Chem. Soc., 1955, 77, 3634. [all data]

Kurbatov, 1950
Kurbatov, V.Y., Specific heat of liquids. III. Specific heat of hydrocarbons with several noncondensed rings, Zh. Obshch. Khim., 1950, 20, 1139. [all data]

Lagerlof, 1918
Lagerlof, D., Thermodynamic research: reduced formulas for simplified calculations of latent molar heat of evaporation, J. Prakt. Chem., 1918, 98, 136. [all data]

Hanshaw, Nutt, et al., 2008
Hanshaw, William; Nutt, Marjorie; Chickos, James S., Hypothetical Thermodynamic Properties. Subcooled Vaporization Enthalpies and Vapor Pressures of Polyaromatic Hydrocarbons, J. Chem. Eng. Data, 2008, 53, 8, 1903-1913, https://doi.org/10.1021/je800300x . [all data]

Chickos, Hesse, et al., 1998
Chickos, James; Hesse, Donald; Hosseini, Sarah; Nichols, Gary; Webb, Paul, Sublimation enthalpies at 298.15K using correlation gas chromatography and differential scanning calorimetry measurements, Thermochimica Acta, 1998, 313, 2, 101-110, https://doi.org/10.1016/S0040-6031(97)00432-2 . [all data]

Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G., Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times, Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3 . [all data]

Roux, Temprado, et al., 2008
Roux, M.V.; Temprado, M.; Chickos, J.S.; Nagano, Y., Critically Evaluated Thermochemical Properties of Polycyclic Aromatic Hydrocarbons, J. Phys. Chem. Ref. Data, 2008, 37, 4, 1855-1996. [all data]

Verevkin, 1999
Verevkin, Sergey P., Thermochemical Properties of Triphenylalkanes and Tetraphenylmethane. Strain in Phenyl Substituted Alkanes, J. Chem. Eng. Data, 1999, 44, 3, 557-562, https://doi.org/10.1021/je9802726 . [all data]

Marcus and Loewenschuss, 1986
Marcus, Yizhak; Loewenschuss, Aharon, Entropies of tetrahedral M---phenyl species, J. Chem. Soc., Faraday Trans. 1, 1986, 82, 3, 993, https://doi.org/10.1039/f19868200993 . [all data]

Cuthbertson and Bent, 1936
Cuthbertson, G.R.; Bent, H.E., Single Bond Energies. IV. The Vapor Pressure of Hexaphenylethane, J. Am. Chem. Soc., 1936, 58, 10, 2000-2003, https://doi.org/10.1021/ja01301a052 . [all data]

Pepekin, Erlikh, et al., 1974
Pepekin, V.I.; Erlikh, R.D.; Matyushin, Yu.N.; Lebedev, Yu.A., Dissociation energy of the C - N3 bond in triphenylazidomethane and benzyl and phenyl azides. Enghalpy of formation of triphenylmethyl radical, Dokl. Phys. Chem. (Engl. Transl.), 1974, 214, 123-125. [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]

Sasse, N'guimbi, et al., 1989
Sasse, K.; N'guimbi, J.; Jose, J.; Merlin, J.C., Tension de vapeur d'hydrocarbures polyaromatiques dans le domaine 10-3--10 Torr, Thermochimica Acta, 1989, 146, 53-61, https://doi.org/10.1016/0040-6031(89)87075-3 . [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Hansen and Eckert, 1986
Hansen, Philip C.; Eckert, Charles A., An improved transpiration method for the measurement of very low vapor pressures, J. Chem. Eng. Data, 1986, 31, 1, 1-3, https://doi.org/10.1021/je00043a001 . [all data]

Aihara, 1959
Aihara, A., Estimation of the energy of hydrogen bonds formed in crystals. I. Sublimation pressures of some organic molecular crystals and the additivity of lattice energy, Bull. Chem. Soc. Jpn., 1959, 32, 1242. [all data]

Aihara, 1959, 2
Aihara, Ariyuki, Estimation of the Energy of Hydrogen Bonds Formed in Crystals. I. Sublimation Pressures of Some Organic Molecular Crystals and the Additivity of Lattice Energy, Bull. Chem. Soc. Jpn., 1959, 32, 11, 1242-1248, https://doi.org/10.1246/bcsj.32.1242 . [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]

Spaght, Thomas, et al., 1932
Spaght, M.E.; Thomas, S.B.; Parks, G.S., Some heat capacity data on organic compounds obtained with a radiation calorimeter, J. Phys. Chem., 1932, 36, 882-888. [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]

Eibert, 1944
Eibert, J., Thesis Washington University (St. Louis), 1944. [all data]

Hildebrand, Duschak, et al., 1917
Hildebrand, J.H.; Duschak, A.D.; Foster, A.H., and Beebe, C.W. The specific heats and heats of fusion of triphenylmethane, anthraquinone and anthracene, J. Am. Chem. Soc., 1917, 39, 2293-2297. [all data]


Notes

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