Benzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-
- Formula: C20H16
- Molecular weight: 256.3410
- IUPAC Standard InChIKey: MKYQPGPNVYRMHI-UHFFFAOYSA-N
- CAS Registry Number: 58-72-0
- 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: Ethylene, triphenyl-; Benzilidenediphenylmethane; Triphenylethene; Triphenylethylene; 1,1,2-Triphenylethylene; 1,2,2-Triphenylethylene
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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 |
---|---|---|---|---|---|
ΔcH°solid | -10390.2 ± 1.7 | kJ/mol | Ccb | Coops and Hoijtink, 1950 | Reanalyzed by Cox and Pilcher, 1970, Original value = -10386.0 ± 0.80 kJ/mol; Corresponding ΔfHºsolid = 233.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -10503. | kJ/mol | Ccb | Lemoult, 1911 | Corresponding ΔfHºsolid = 346. 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 |
---|---|---|---|
309.2 | 298.5 | Smith and Andrews, 1931 | T = 102 to 322 K. Value is unsmoothed experimental datum.; 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 337. | K | N/A | Zimmerman and Smentowski, 1957 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 342. | K | N/A | Collins and Bonner, 1955 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 339. | K | N/A | Hauser, Manyik, et al., 1955 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 342.4 | K | N/A | Smith and Andrews, 1931, 2 | Uncertainty assigned by TRC = 2. K; m.p. with Hg thermometer; TRC |
Tfus | 339.0 | K | N/A | Smith and Andrews, 1931, 2 | Uncertainty assigned by TRC = 0.7 K; f.p. with thermocouple; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 91.8 ± 0.9 | kJ/mol | GS | Verevkin and Ebenhoch, 1999 | Based on data from 346. to 377. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 112.2 ± 1.9 | kJ/mol | GS | Verevkin and Ebenhoch, 1999 | Based on data from 323. to 339. K.; AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
493.7 | 0.019 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
88.0 ± 0.9 | 362. | GS | Verevkin and Ebenhoch, 1999 | Based on data from 346. to 377. K.; AC |
89.7 | 398. | N/A | Sasse, N'guimbi, et al., 1989 | Based on data from 353. to 443. K.; AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
110.1 ± 1.9 | 331. | GS | Verevkin and Ebenhoch, 1999 | Based on data from 323. to 339. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
20.58 | 339.9 | DSC | Verevkin and Ebenhoch, 1999 | AC |
20.35 | 341. | N/A | Hikima, Okamoto, et al., 1998 | AC |
IR Spectrum
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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
State | gas |
Instrument | HP-GC/MS/IRD |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, UV/Visible spectrum, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-6742 |
NIST MS number | 235652 |
UV/Visible spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina
Spectrum
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Additional Data
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Source | missing citation |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 8766 |
Instrument | Unicam SP 700 numerical data of recording |
Melting point | 67 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Coops and Hoijtink, 1950
Coops, J.; Hoijtink, G.J.,
Thermochemical investigations on arylethenes. I. Heats of combustion of phenylethenes,
Recl. Trav. Chim. Pays-Bas, 1950, 69, 358-367. [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]
Lemoult, 1911
Lemoult, M.P.,
Thermochimie. - Recherches sur les derives du styrolene; rectification de quelques erreurs experimentales,
Compt. Rend., 1911, 152, 1402-1404. [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]
Zimmerman and Smentowski, 1957
Zimmerman, H.E.; Smentowski, F.J.,
Carbanion Rearrangements I.,
J. Am. Chem. Soc., 1957, 79, 5455. [all data]
Collins and Bonner, 1955
Collins, C.J.; Bonner, W.A.,
J. Am. Chem. Soc., 1955, 77, 92. [all data]
Hauser, Manyik, et al., 1955
Hauser, C.R.; Manyik, R.; Brasen, W.R.; Bayless,
J. Org. Chem., 1955, 20, 1119. [all data]
Smith and Andrews, 1931, 2
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]
Verevkin and Ebenhoch, 1999
Verevkin, Sergey P.; Ebenhoch, Jochen,
Structural Chemistry, 1999, 10, 6, 401-409, https://doi.org/10.1023/A:1022470804409
. [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]
Hikima, Okamoto, et al., 1998
Hikima, Takaaki; Okamoto, Norimaru; Hanaya, Minoru; Oguni, Masaharu,
Calorimetric study of triphenylethene: observation of homogeneous-nucleation-based crystallization,
The Journal of Chemical Thermodynamics, 1998, 30, 4, 509-523, https://doi.org/10.1006/jcht.1997.0323
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfusH Enthalpy of fusion 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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