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
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -1264.2 ± 5.8 | kJ/mol | Ccb | Price and Sapiano, 1979 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -1263.2 ± 5.1 kJ/mol |
Phase change data
Go To: Top, Gas 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
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 (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
49.9 | 468. | DSC | Back, Grzyll, et al., 1996 | Based on data from 453. to 608. K.; AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
87.8 | 310. | A | Stephenson and Malanowski, 1987 | Based on data from 297. to 323. K.; AC |
85.3 ± 2.3 | 283. | V | Radchenko and Kitaigorodskii, 1974 | ALS |
Gas phase ion energetics data
Go To: Top, Gas 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:
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 |
References
Go To: Top, Gas 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.
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]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy EA Electron affinity Tboil Boiling point 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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