Tetraphenylmethane
- Formula: C25H20
- Molecular weight: 320.4263
- IUPAC Standard InChI: InChI=1S/C25H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H
- IUPAC Standard InChIKey: PEQHIRFAKIASBK-UHFFFAOYSA-N
- CAS Registry Number: 630-76-2
- 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'',1'''-methanetetrayltetrakis-; Methane, tetraphenyl-
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Phase change data
Go To: Top, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 554.6 | K | N/A | Kana'an, 1972 | Uncertainty assigned by TRC = 1. K; TRC |
| Tfus | 556.15 | K | N/A | Smith and Andrews, 1931 | Uncertainty assigned by TRC = 1.5 K; TRC |
| Tfus | 553.15 | K | N/A | Gomberg and Kamm, 1917 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 36.1 ± 1.3 | kcal/mol | Review | Roux, Temprado, et al., 2008 | There are insufficient literature values to properly evaluate the data and insufficient information to construct thermochemical cycles or estimate values for comparison, and one must rely solely upon reported uncertainities and the quality of the measurements. In general, the evaluated uncertainty limits are on the order of (3 to 9) kJ/mol.; DRB |
| ΔsubH° | 33.46 ± 0.31 | kcal/mol | GS | Verevkin, 1999 | Based on data from 363. to 388. K.; AC |
| ΔsubH° | 36.0 ± 1.0 | kcal/mol | V | Kana'an, 1972, 2 | ALS |
| ΔsubH° | 36.0 ± 1. | kcal/mol | TE,ME | Kana'an, 1972 | Based on data from 396. to 466. K. See also Pedley and Rylance, 1977.; AC |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 32.36 ± 0.31 | 376. | GS | Verevkin, 1999 | Based on data from 363. to 383. K.; AC |
| 34.25 | 419. | N/A | Stephenson and Malanowski, 1987 | Based on data from 404. to 466. K.; AC |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 11.54 | 554.2 | DSC | Verevkin, 1999 | AC |
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.
Kana'an, 1972
Kana'an, Adli S.,
Sublimation pressures of tetraphenylmethane and associated bond energies,
The Journal of Chemical Thermodynamics, 1972, 4, 6, 893-901, https://doi.org/10.1016/0021-9614(72)90011-0
. [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. [all data]
Gomberg and Kamm, 1917
Gomberg, M.; Kamm, O.,
J. Am. Chem. Soc., 1917, 39, 2009. [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]
Kana'an, 1972, 2
Kana'an, A.S.,
Sublimation pressures of tetraphenylmethane and associated bond energies,
J. Chem. Thermodyn., 1972, 4, 893. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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