o-Terphenyl
- Formula: C18H14
- Molecular weight: 230.3038
- IUPAC Standard InChIKey: OIAQMFOKAXHPNH-UHFFFAOYSA-N
- CAS Registry Number: 84-15-1
- 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: 1,1':2',1''-Terphenyl; 1,1'-Biphenyl, 2-phenyl-; 1,2-Diphenylbenzene; 2-Phenylbiphenyl
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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:
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.
DH - Eugene S. Domalski and Elizabeth D. Hearing
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 610.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 605.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 455. | K | N/A | Blum-Bergmann, 1938 | Uncertainty assigned by TRC = 25. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 331. ± 2. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 329.35 | K | N/A | Chang and Bestul, 1972 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 857. ± 5. | K | N/A | Tsonopoulos and Ambrose, 1995 | |
Tc | 857. | K | N/A | Reiter, 1963 | Uncertainty assigned by TRC = 6. K; TRC |
Tc | 890.9 | K | N/A | Mandel and Ewbank, 1960 | Uncertainty assigned by TRC = 16.7 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 30. ± 6. | bar | N/A | Tsonopoulos and Ambrose, 1995 | |
Pc | 29.90 | bar | N/A | Reiter, 1963 | Uncertainty assigned by TRC = 6.0795 bar; TRC |
Pc | 35.00 | bar | N/A | Mandel and Ewbank, 1960 | Uncertainty assigned by TRC = 6.895 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.731 | l/mol | N/A | Tsonopoulos and Ambrose, 1995 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 1.4 ± 0.6 | mol/l | N/A | Tsonopoulos and Ambrose, 1995 | |
ρc | 1.37 | mol/l | N/A | Reiter, 1963 | Uncertainty assigned by TRC = 0.087 mol/l; TRC |
ρc | 1.33 | mol/l | N/A | Mandel and Ewbank, 1960 | Uncertainty assigned by TRC = 0.13 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 84.2 ± 0.4 | kJ/mol | GS | Verevkin, 1997 | Based on data from 335. to 368. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 103.0 ± 0.4 | kJ/mol | ME | Ribeiro da Silva, Santos, et al., 2008 | Based on data from 312. to 328. K.; AC |
ΔsubH° | 103. ± 0.8 | 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° | 97. ± 1. | kJ/mol | B | Kimura and Takagi, 1979 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
81.0 ± 0.4 | 352. | GS | Verevkin, 1997 | Based on data from 335. to 368. K.; AC |
60.5 | 591. | DSC | Back, Grzyll, et al., 1996 | Based on data from 576. to 786. K.; AC |
77.6 | 403. | N/A | Sasse, N'guimbi, et al., 1989 | Based on data from 343. to 462. K.; AC |
68.5 | 477. | A | Stephenson and Malanowski, 1987 | Based on data from 462. to 650. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.192 | 329.35 | N/A | Chang and Bestul, 1972, 2 | DH |
16.9 | 327.8 | DSC | Verevkin, 1997 | AC |
17.2 | 328.4 | N/A | Murthy, Paikaray, et al., 1995 | AC |
17.2 | 329.4 | N/A | Chang, 1972 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
52.20 | 329.35 | Chang and Bestul, 1972, 2 | DH |
52.3 | 329.4 | Chang and Bestul, 1972 | CAL |
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.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Blum-Bergmann, 1938
Blum-Bergmann, O.,
J. Am. Chem. Soc., 1938, 60, 1999. [all data]
Chang and Bestul, 1972
Chang, S.S.; Bestul, A.B.,
Heat Capacity and Thermodynamic Properties of o-Terphenyl Crystal, Glass, and Liquid,
J. Chem. Phys., 1972, 56, 1, 503, https://doi.org/10.1063/1.1676895
. [all data]
Tsonopoulos and Ambrose, 1995
Tsonopoulos, C.; Ambrose, D.,
Vapor-Liquid Critical Properties of Elements and Compounds. 3. Aromatic Hydrocarbons,
J. Chem. Eng. Data, 1995, 40, 547-558. [all data]
Reiter, 1963
Reiter, R.W.,
, NASA Doc. N63-19495 1963 1963, 1963. [all data]
Mandel and Ewbank, 1960
Mandel, H.; Ewbank, N.,
, Atomics International NAA-S-R-5129 1960, 1960. [all data]
Verevkin, 1997
Verevkin, S.P.,
Thermochemistry of substituted benzenes. Experimental standard molar enthalpies of formation of o-, m-, and p-terphenyls and 1,3,5-triphenylbenzene,
J. Chem. Thermodyn., 1997, 29, 1495-1501. [all data]
Ribeiro da Silva, Santos, et al., 2008
Ribeiro da Silva, Manuel A.V.; Santos, Luís M.N.B.F.; Lima, Luís M. Spencer S.,
Standard molar enthalpies of formation and of sublimation of the terphenyl isomers,
The Journal of Chemical Thermodynamics, 2008, 40, 3, 375-385, https://doi.org/10.1016/j.jct.2007.08.008
. [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]
Kimura and Takagi, 1979
Kimura, Takayoshi; Takagi, Sadao,
Enthalpies of solution of o-, m-, and p-terphenyls in benzene at 298.15 K,
The Journal of Chemical Thermodynamics, 1979, 11, 1, 47-55, https://doi.org/10.1016/0021-9614(79)90082-X
. [all data]
Back, Grzyll, et al., 1996
Back, Dwight D.; Grzyll, Lawrence R.; Corrigan, Mary,
DSC enthalpy of vaporization measurements of high temperature two-phase working fluids,
Thermochimica Acta, 1996, 272, 53-63, https://doi.org/10.1016/0040-6031(95)02615-0
. [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]
Chang and Bestul, 1972, 2
Chang, S.S.; Bestul, A.B.,
Heat capacity and thermodynamic properties of o-terphenyl crystal, glass and liquid,
J. Chem. D Phys., 1972, 56, 503-516. [all data]
Murthy, Paikaray, et al., 1995
Murthy, S.S.N.; Paikaray, A.; Arya, N.,
Molecular relaxation and excess entropy in liquids and their connection to the structure of glass,
J. Chem. Phys., 1995, 102, 20, 8213, https://doi.org/10.1063/1.469232
. [all data]
Chang, 1972
Chang, S.S.,
Heat Capacity and Thermodynamic Properties of o-Terphenyl Crystal, Glass, and Liquid,
J. Chem. Phys., 1972, 56, 1, 503, https://doi.org/10.1063/1.1676895
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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