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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Phase change data
Go To: Top, Gas phase ion energetics data, 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 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 | 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, 2 | 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, 2 | 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, 2 | DH |
1.000 | 450. to 540. | crystaline, II | crystaline, I | Wasicki, Radomska, et al., 1982, 2 | 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, Phase change data, 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 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 |
Mass spectrum (electron ionization)
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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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 | W.BEYRICH, J.N.R.C., ISPRA, ITALY |
NIST MS number | 14548 |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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. [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]
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]
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]
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, 509-514. [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]
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, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
EA Electron affinity Tboil Boiling point Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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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