1,1':4',1'':4'',1'''-Quaterphenyl
- Formula: C24H18
- Molecular weight: 306.3997
- IUPAC Standard InChIKey: GPRIERYVMZVKTC-UHFFFAOYSA-N
- CAS Registry Number: 135-70-6
- 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: p,p'-Quaterphenyl; p-Quaterphenyl; p-Tetraphenyl; Benzerythrene; Quadriphenyl; 1,1'-Biphenyl, 4,4'-diphenyl-; 4,4'-Diphenylbiphenyl
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Condensed phase thermochemistry data
Go To: Top, Phase change 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:
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 |
---|---|---|---|---|---|
ΔfH°solid | 227. ± 7.0 | kJ/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 |
ΔfH°solid | 227. ± 6.3 | kJ/mol | Ccb | Balepin, Lebedev, et al., 1977 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -12244. ± 6.3 | kJ/mol | Ccb | Balepin, Lebedev, et al., 1977 | Corresponding ΔfHºsolid = 227. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 363.64 | J/mol*K | N/A | Saito, Atake, et al., 1985 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
362.52 | 298.15 | Saito, Atake, et al., 1985 | T = 3 to 300 K.; DH |
340. | 300. | Wasicki, Radomska, et al., 1982 | T = 180 to 600 K. Data given graphically. Value estimated from graph.; DH |
Phase change data
Go To: Top, Condensed phase 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:
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
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 |
---|---|---|---|---|---|
Tfus | 586.7 | K | N/A | Wasicki, Radomska, et al., 1982, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 587.2 | K | N/A | Smith, 1979 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 576. | K | N/A | Pines and Kolobielski, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 581.6 | K | N/A | Sangster and Irvine, 1956 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 591. | K | N/A | Vdovtsova and Tsukervanik, 1954 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 136.1 ± 1.6 | kJ/mol | CGC | Hanshaw, Nutt, et al., 2008 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 172.5 ± 8.4 | kJ/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° | 156. ± 1. | kJ/mol | V | Balepin, Lebedev, et al., 1977 | ALS |
ΔsubH° | 155.0 | kJ/mol | N/A | Balepin, Lebedev, et al., 1977 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
701.2 | 0.024 | Weast and Grasselli, 1989 | BS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
37.800 | 587.2 | Smith, 1979, 2 | DH |
57.600 | 586.7 | Wasicki, Radomska, et al., 1982 | DH |
37.8 | 587.2 | Saito, Atake, et al., 1985 | See also Acree, 1991.; AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
64.4 | 587.2 | Smith, 1979, 2 | DH |
98.2 | 586.7 | Wasicki, Radomska, et al., 1982 | DH |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.414 | 233.0 | crystaline, II | crystaline, I | Saito, Atake, et al., 1985 | Transition region 180 to 270 K.; DH |
1.100 | 190. to 260. | crystaline, III | crystaline, II | Wasicki, Radomska, et al., 1982 | DH |
1.000 | 450. to 540. | crystaline, II | crystaline, I | Wasicki, Radomska, et al., 1982 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.82 | 233.0 | crystaline, II | crystaline, I | Saito, Atake, et al., 1985 | Transition; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change 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:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
0.660 ± 0.020 | LPES | Nakamura, Ando, et al., 2006 | B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.08 ± 0.05 | EI | Gallegos, 1967 | RDSH |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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]
Balepin, Lebedev, et al., 1977
Balepin, A.A.; Lebedev, V.P.; Miroshnichenko, E.A.; Koldobskii, G.I.; Ostovskii, V.A.; Larionov, B.P.; Gidaspov, B.V.; Lebedev, Yu.A.,
Energy effects in polyphenylenes and phenyltetrazoles,
Svoistva Veshchestv Str. Mol., 1977, 93-98. [all data]
Saito, Atake, et al., 1985
Saito, K.; Atake, T.; Chihara, H.,
Molar heat capacity and thermodynamic properties of p-quaterphenyl,
J. Chem. Thermodynam., 1985, 17, 539-548. [all data]
Wasicki, Radomska, et al., 1982
Wasicki, J.; Radomska, M.; Radomski, R.,
Heat capacities of diphenyl, p-terphenyl and p-quaterphenyl from 180 K to their melting points,
J. Therm. Anal., 1982, 25, 509-514. [all data]
Wasicki, Radomska, et al., 1982, 2
Wasicki, J.; Radomska, M.; Radomski, R.,
Heat capacities of diphenyl, p-terphenyl and p-quaterphenyl from 180 K to their melting points,
J. Therm. Anal., 1982, 25, 509. [all data]
Smith, 1979
Smith, G.W.,
Phase behavior of some linear polyphenyls,
Mol. Cryst. Liq. Cryst., 1979, 49, 207. [all data]
Pines and Kolobielski, 1957
Pines, H.; Kolobielski, M.,
Sodium-catalyzed Hydrogen Disporportionation of Phenylcyclohexene. Dehydrogenation and Condensation of Phenylcyclohexane,
J. Am. Chem. Soc., 1957, 79, 1698. [all data]
Sangster and Irvine, 1956
Sangster, R.C.; Irvine, J.W.,
Study of Organic Scintillators,
J. Chem. Phys., 1956, 24, 670. [all data]
Vdovtsova and Tsukervanik, 1954
Vdovtsova, E.A.; Tsukervanik, I.P.,
Condensation of Phenylaluminum Diiodide with Aromatic Halogen Compounds,
Zh. Obshch. Khim., 1954, 24, 558. [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]
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]
Smith, 1979, 2
Smith, G.W.,
Phase behavior of some linear polyphenyls,
Mol. Cryst. Liq. Cryst., 1979, 49, 207-209. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Nakamura, Ando, et al., 2006
Nakamura, T.; Ando, N.; Matsumoto, Y.; Furuse, S.; Mitsui, M.; Nakajima, A.,
Adiabatic electron affinities of oligophenyls: Anion photoelectron spectroscopy and density functional theory study,
Chem. Lett., 2006, 35, 8, 888-889, https://doi.org/10.1246/cl.2006.888
. [all data]
Gallegos, 1967
Gallegos, E.J.,
Mass spectrometry of some polyphenyls,
J. Phys. Chem., 1967, 71, 1647. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid EA Electron affinity S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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