Triphenylmethane
- Formula: C19H16
- Molecular weight: 244.3303
- IUPAC Standard InChIKey: AAAQKTZKLRYKHR-UHFFFAOYSA-N
- CAS Registry Number: 519-73-3
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Benzene, 1,1',1''-methylidynetris-; Methane, triphenyl-; Tritane; Benzene,1,1',1"-methylidynetris-; 1,1',1''-Methylidynetris[benzene]
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References, Notes
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 |
---|---|---|---|---|---|
ΔfH°gas | 276.1 ± 5.0 | kJ/mol | Review | Roux, Temprado, et al., 2008 | There 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 |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 541. | J/mol*K | N/A | Marcus Y., 1986 | This value calculated from published spectroscopic and structural data is in close agreement with estimations by a method of increments (549-568 J/mol*K [85MAR/LOE, Dorofeeva O.V., 1997]). Value obtained from calorimetric data (722.7 J/mol*K [85MAR/LOE]) authors do not regard as reliable.; GT |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References, Notes
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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | 167.7 ± 4.1 | kJ/mol | Review | Roux, Temprado, et al., 2008 | There 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 |
ΔfH°solid | 162.9 ± 4.0 | kJ/mol | Ccb | Parks, West, et al., 1946 | Reanalyzed by Cox and Pilcher, 1970, Original value = 162.0 ± 0.08 kJ/mol; ALS |
ΔfH°solid | Ccb | Schmidlin, 1906 | uncertain value: 145. kJ/mol; Undetermine error; ALS | ||
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -9934.5 ± 1.3 | kJ/mol | Ccb | Coops, Mulder, et al., 1947 | Reanalyzed by Cox and Pilcher, 1970, Original value = -9916.8 ± 1.3 kJ/mol; See Coops, Mulder, et al., 1946; Corresponding ΔfHºsolid = 171.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -9926.2 ± 4.0 | kJ/mol | Ccb | Parks, West, et al., 1946 | Reanalyzed by Cox and Pilcher, 1970, Original value = -9925.4 ± 4.0 kJ/mol; Corresponding ΔfHºsolid = 162.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | Ccb | Schmidlin, 1906 | uncertain value: -9979.3 kJ/mol; Undetermine error; ALS | ||
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 312.1 | J/mol*K | N/A | Huffman, Parks, et al., 1930 | Extrapolation below 90 K, 99.75 J/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
454.0 | 373. | Kurbatov, 1950 | T = 100 to 343°C.; DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
295.6 | 298.15 | Steele, 1979 | DH |
333.5 | 298.1 | Eibert, 1944 | T = 30 to 200°C, equations only, in t°C. Cp(c) = 0.326 cal/g*K (30 to 90°C); Cp(liq) = 0.325 + 0.000889t cal/g*K (92 to 200°C).; DH |
308.8 | 303. | Spaght, Thomas, et al., 1932 | T = 30 to 110°C.; DH |
295.4 | 298.15 | Smith and Andrews, 1931 | T = 102 to 346 K. Value is unsmoothed experimental datum.; DH |
294.6 | 294.3 | Huffman, Parks, et al., 1930 | T = 89 to 294 K. Value is unsmoothed datum.; DH |
261.1 | 298.15 | Hildebrand, Duschak, et al., 1917 | T = 293 to 418 K. From heat content data.; 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
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 |
---|---|---|---|---|---|
Tboil | 449. | K | N/A | McGrath and Levine, 1955 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 632. | K | N/A | Kurbatov, 1950, 2 | Uncertainty assigned by TRC = 1. K; TRC |
Tboil | 632. | K | N/A | Lagerlof, 1918 | Uncertainty assigned by TRC = 6. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 365. ± 3. | K | AVG | N/A | Average of 26 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 93.2 ± 2.2 | kJ/mol | CGC | Hanshaw, Nutt, et al., 2008 | AC |
ΔvapH° | 94.6 | kJ/mol | CGC | Chickos, Hesse, et al., 1998 | AC |
ΔvapH° | 95.0 | kJ/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 453. to 503. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 108.4 ± 2.8 | kJ/mol | Review | Roux, Temprado, et al., 2008 | There 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 |
ΔsubH° | 109.1 ± 0.6 | kJ/mol | GS | Verevkin, 1999 | Based on data from 323. to 353. K.; AC |
ΔsubH° | 112. | kJ/mol | CGC-DSC | Chickos, Hesse, et al., 1998 | AC |
ΔsubH° | 100.7 | kJ/mol | N/A | Marcus and Loewenschuss, 1986 | See also Cuthbertson and Bent, 1936.; AC |
ΔsubH° | 105. ± 0.8 | kJ/mol | V | Pepekin, Erlikh, et al., 1974 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
631.7 | 1.01 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
82.0 | 403. | N/A | Sasse, N'guimbi, et al., 1989 | Based on data from 343. to 462. K.; AC |
58.6 | 527. | A | Stephenson and Malanowski, 1987 | Based on data from 512. to 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 to 532.4 | 13.85207 | 7254.697 | -9.133 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
106.7 ± 0.6 | 338. | GS | Verevkin, 1999 | Based on data from 323. to 353. K.; AC |
113.9 | 353. | EM | Sasse, N'guimbi, et al., 1989 | Based on data from 343. to 363. K.; AC |
106.8 | 330. | T | Hansen and Eckert, 1986 | Based on data from 303. to 358. K.; AC |
100.1 ± 0.59 | 367. | V | Aihara, 1959 | crystal phase; ALS |
100. ± 0.4 | 339. | V | Aihara, 1959, 2 | Based on data from 325. to 349. K. See also Cox and Pilcher, 1970, 2 and Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
21.979 | 365.3 | N/A | Spaght, Thomas, et al., 1932 | DH |
20.7 | 367.2 | DSC | Verevkin, 1999 | AC |
21.97 | 365.3 | N/A | Domalski and Hearing, 1996 | AC |
20.920 | 365.6 | N/A | Eibert, 1944 | DH |
18.200 | 365.5 | N/A | Hildebrand, Duschak, et al., 1917 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
60.2 | 365.3 | Spaght, Thomas, et al., 1932 | DH |
57.2 | 365.6 | Eibert, 1944 | DH |
49.8 | 365.5 | Hildebrand, Duschak, et al., 1917 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, References, Notes
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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
MS - José A. Martinho Simões
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
C19H15- + =
By formula: C19H15- + H+ = C19H16
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1501. ± 9.2 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase; B |
ΔrH° | 1510. ± 10. | kJ/mol | G+TS | Bartmess | gas phase; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1467. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase; B |
ΔrG° | 1476. ± 9.6 | kJ/mol | IMRE | Bartmess | gas phase; value altered from reference due to change in acidity scale; B |
By formula: H2 + C38H30 = 2C19H16
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -169. ± 3. | kJ/mol | Chyd | Bent and Cuthbertson, 1936 | liquid phase; ALS |
ΔrH° | -146. | kJ/mol | Chyd | Bent and Cuthbertson, 1936 | liquid phase; solvent: Ethylacetate; ALS |
By formula: Cl- + C19H16 = (Cl- • C19H16)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 17.2 | kJ/mol | TDEq | French, Ikuta, et al., 1982 | gas phase; B |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
17. | 300. | PHPMS | French, Ikuta, et al., 1982 | gas phase; M |
C19H15BrMg (solution) + (g) =
(solution) + Br2Mg (solution)
By formula: C19H15BrMg (solution) + HBr (g) = C19H16 (solution) + Br2Mg (solution)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -231.0 ± 2.2 | kJ/mol | RSC | Holm, 1981 | solvent: Diethyl ether; MS |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering data, References, Notes
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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.34 ± 0.03 | PI | Rodionov, Potapov, et al., 1973 | LLK |
8.34 ± 0.04 | PI | Potapov, Kardash, et al., 1972 | LLK |
8.40 ± 0.05 | PE | Distefano, Pignataro, et al., 1976 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C13H11+ | 10.9 | C6H5 | PI | Rodionov, Potapov, et al., 1973 | LLK |
De-protonation reactions
C19H15- + =
By formula: C19H15- + H+ = C19H16
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1501. ± 9.2 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase; B |
ΔrH° | 1510. ± 10. | kJ/mol | G+TS | Bartmess | gas phase; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1467. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase; B |
ΔrG° | 1476. ± 9.6 | kJ/mol | IMRE | Bartmess | gas phase; value altered from reference due to change in acidity scale; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes
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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: Cl- + C19H16 = (Cl- • C19H16)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 17.2 | kJ/mol | TDEq | French, Ikuta, et al., 1982 | gas phase; B |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
17. | 300. | PHPMS | French, Ikuta, et al., 1982 | gas phase; M |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Marcus Y., 1986
Marcus Y.,
Entropies of tetrahedral M-phenyl species,
J. Chem. Soc., Faraday Trans. 1, 1986, 82, 993-1006. [all data]
Dorofeeva O.V., 1997
Dorofeeva O.V.,
Unpublished results. Thermocenter of Russian Academy of Science, Moscow, 1997. [all data]
Parks, West, et al., 1946
Parks, G.S.; West, T.J.; Naylor, B.F.; Fujii, P.S.; McClaine, L.A.,
Thermal data on organic compounds. XXIII. Modern combustion data for fourteen hydrocarbons and five polyhydroxy alcohols,
J. Am. Chem. Soc., 1946, 68, 2524-2527. [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]
Schmidlin, 1906
Schmidlin, M.J.,
Recherches chimiques et thermochimiques sur la constitution des rosanilines,
Ann. Chim. Phys., 1906, 1, 195-256. [all data]
Coops, Mulder, et al., 1947
Coops, J.; Mulder, D.; Dienske, J.W.; Smittenberg, J.,
Researches on heat of combustion IV. Technique for the determination of the heats of combustion of volatile liquids,
Recl. Trav. Chim. Pays-Bas, 1947, 66, 153-160. [all data]
Coops, Mulder, et al., 1946
Coops, J.; Mulder, D.; Dienske, J.W.; Smittenberg, J.,
The heats of combustion of a number of hydrocarbons,
Rec. Trav. Chim. Pays/Bas, 1946, 65, 128. [all data]
Huffman, Parks, et al., 1930
Huffman, H.M.; Parks, G.S.; Daniels, A.C.,
Thermal data on organic compounds. VII. The heat capacities, entropies and free energies of twelve aromatic hydrocarbons,
J. Am. Chem. Soc., 1930, 52, 1547-1558. [all data]
Kurbatov, 1950
Kurbatov, V.Ya.,
Specific heats of liquids. III. Specific heat of hydrocarbons with several noncondensed rings,
Zhur. Obshch. Khim., 1950, 20, 1139-1144. [all data]
Steele, 1979
Steele, W.V.,
The standard enthalpies of formation of the triphenyl compounds of the group V elements. 2. Triphenylbismuth and the Ph-Bi mean bond-dissociation energy,
J. Chem. Thermodynam., 1979, 11, 187-192. [all data]
Eibert, 1944
Eibert, J.,
Thesis Washington University (St. Louis), 1944. [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]
Smith and Andrews, 1931
Smith, R.H.; Andrews, D.H.,
Thermal energy studies. I. Phenyl derivatives of methane,
ethane and some related compounds. J. Am. Chem. Soc., 1931, 53, 3644-3660. [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]
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, 2
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]
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, 2
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]
Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G.,
Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase,
Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005
. [all data]
Bartmess
Bartmess, J.E.,
The Gas Phase Thermochemistry of Ph3C-, Ph3C., and Ph3C+, 32nd Ann. Conf. on Mass Spectrom. Allied Topics, San Antonio TX 27 May-1 June 1984. Abstracts p. 472. [all data]
Bent and Cuthbertson, 1936
Bent, H.E.; Cuthbertson, G.R.,
Single bond energies. II. The C-C bond in hexaphenylethane,
J. Am. Chem. Soc., 1936, 58, 170-173. [all data]
French, Ikuta, et al., 1982
French, M.A.; Ikuta, S.; Kebarle, P.,
Hydrogen bonding of O-H and C-H hydrogen donors to Cl-. Results from mass spectrometric measurement of the ion-molecule equilibria RH + Cl- = RHCl-,
Can. J. Chem., 1982, 60, 1907. [all data]
Holm, 1981
Holm, T.,
J. Chem. Soc., Perkin Trans. II, 1981, 464.. [all data]
Rodionov, Potapov, et al., 1973
Rodionov, A.N.; Potapov, V.K.; Rogozhin, K.L.,
Photoionization of certain aromatic heteroorganic compounds,
High Energy Chem., 1973, 7, 249, In original 278. [all data]
Potapov, Kardash, et al., 1972
Potapov, V.K.; Kardash, I.E.; Sorokin, V.V.; Sokolov, S.A.; Evlasheva, T.I.,
Photoionization of heteroaromatic compounds,
Khim. Vys. Energ., 1972, 6, 392. [all data]
Distefano, Pignataro, et al., 1976
Distefano, G.; Pignataro, S.; Szepes, L.; Borossay, J.,
Photoelectron spectroscopy study of the triphenyl derivatives of the group IV elements,
J. Organomet. Chem., 1976, 104, 173. [all data]
Notes
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- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid Cp,solid Constant pressure heat capacity of solid S°gas Entropy of gas at standard conditions S°solid,1 bar Entropy of solid at standard conditions (1 bar) T Temperature Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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