1,1'-Biphenyl, 2,2',3,3',4,4',5,5',6,6'-decafluoro-
- Formula: C12F10
- Molecular weight: 334.1124
- IUPAC Standard InChIKey: ONUFSRWQCKNVSL-UHFFFAOYSA-N
- CAS Registry Number: 434-90-2
- 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: Biphenyl, decafluoro-; Decafluorobiphenyl; Perfluorobiphenyl; Perfluorodiphenyl; 1,1'-Biphenyl,decafluoro-; 2,2',3,3',4,4',5,5',6,6'-Decafluoro-1,1'-biphenyl
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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -302.2 ± 1.4 | kcal/mol | Ccb | Price and Sapiano, 1979 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -301.9 ± 1.2 kcal/mol |
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 | -1052.6 ± 1.2 | kcal/mol | Ccb | Price and Sapiano, 1979 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -1036.49 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 90.20 | cal/mol*K | N/A | Saito, Atake, et al., 1987 | DH |
S°solid,1 bar | 90.970 | cal/mol*K | N/A | Paukov and Rakhmenkulov, 1971 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
75.86 | 298.15 | Saito, Atake, et al., 1987 | T = 3 to 300 K.; DH |
77.29 | 300.7 | Paukov and Rakhmenkulov, 1971 | T = 13 to 350 K. Complete article deposited at VINITI, No. 2536-71, 2 January 1971.; 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
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 |
---|---|---|---|---|---|
Tboil | 479. | K | N/A | PCR Inc., 1990 | BS |
Tboil | 479.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
11.9 | 468. | DSC | Back, Grzyll, et al., 1996 | Based on data from 453. to 608. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
21.0 | 310. | A | Stephenson and Malanowski, 1987 | Based on data from 297. to 323. K.; AC |
20.38 ± 0.56 | 283. | V | Radchenko and Kitaigorodskii, 1974 | ALS |
Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
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 |
---|---|---|---|
0.82 ± 0.11 | IMRE | Dillow and Kebarle, 1989 | ΔGea(423 K) = -20.5±1.0 kcal/mol , assumed entropy = 3.5 eu; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.40 ± 0.02 | PE | Maier and Turner, 1972 | LLK |
10.0 ± 0.1 | EI | Cotter, Soc. 1965 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C11F7+ | 17.2 ± 0.1 | ? | EI | Cotter, Soc. 1965 | RDSH |
C12F8+ | 18.4 ± 0.3 | ? | EI | Cotter, Soc. 1965 | RDSH |
C12F9+ | 16.7 ± 0.1 | F | EI | Cotter, Soc. 1965 | RDSH |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
UV/Visible 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: 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 | Yakobson, Shteingarts, et al., 1964 |
---|---|
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. 312 |
Instrument | Spectrophotometer SF-16 |
Melting point | 69.0-69.5 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Price and Sapiano, 1979
Price, S.J.W.; Sapiano, H.J.,
Determination of ΔHf298(C12F10,g) from studies of the combustion of decafluorobiphenyl in oxygen and calculation of D(C6F5-C6F5),
Can. J. Chem., 1979, 57, 1468-1470. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Saito, Atake, et al., 1987
Saito, K.; Atake, T.; Chihara, H.,
Perfluorobiphenyl and perchlorobiphenyl: heat capacities and intramolecular twisting vibrations,
J. Chem. Thermodynam., 1987, 19, 9-18. [all data]
Paukov and Rakhmenkulov, 1971
Paukov, I.E.; Rakhmenkulov, F.S.,
Low-temperature heat capacity and standard thermodynamic functions of decafluorobiphenyl,
Zhur. Fiz. Khim., 1971, 45, 1296-1297. [all data]
PCR Inc., 1990
PCR Inc.,
Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 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]
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]
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]
Radchenko and Kitaigorodskii, 1974
Radchenko, L.G.; Kitaigorodskii, A.I.,
The vapour pressures and heats of sublimation of naphthalene, biphenyl, octafluoronaphthalene, decafluorobiphenyl, acenaphthene and α-nitronaphthalene,
Russ. J. Phys. Chem. (Engl. Transl.), 1974, 48, 1595. [all data]
Dillow and Kebarle, 1989
Dillow, G.W.; Kebarle, P.,
Substituent Effects on the Electron Affinities of Perfluorobenzenes C6F5X,
J. Am. Chem. Soc., 1989, 111, 15, 5592, https://doi.org/10.1021/ja00197a014
. [all data]
Maier and Turner, 1972
Maier, J.P.; Turner, D.W.,
Steric inhibition of resonance studied by molecular photoelectron spectroscopy. Part I. Biphenyls,
Faraday Discuss. Chem. Soc., 1972, 54, 149. [all data]
Cotter, Soc. 1965
Cotter, J.L.,
Electron impact studies of some aromatic fluorocarbons,
J. Chem., Soc. 1965, 1520. [all data]
Yakobson, Shteingarts, et al., 1964
Yakobson, G.G.; Shteingarts, V./D.; Miroshnikov, A.I.; Vorozhtsov, N.N.,
Some reactions of dekafluorodiphenyl,
Dokl. Akad. Nauk SSSR, 1964, 159, 5, 1109-1112. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, UV/Visible spectrum, References
- Symbols used in this document:
AE Appearance energy 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 ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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