Perfluoro(methylcyclohexane)
- Formula: C7F14
- Molecular weight: 350.0525
- IUPAC Standard InChIKey: QIROQPWSJUXOJC-UHFFFAOYSA-N
- CAS Registry Number: 355-02-2
- 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: Cyclohexane, undecafluoro(trifluoromethyl)-; Undecafluoro(trifluoromethyl)cyclohexane; Cyclohexane, 1-trifluoromethyl-1,2,2,3,3,4,4,5,5,6,6-undecafluoro-; Tetradecafluoromethylcyclohexane; (Trifluoromethyl)undecafluorocyclohexane; Flutec PP2; 1,1,2,2,3,3,4,4,5,5,6-Undecafluoro-6-(trifluoromethyl)cyclohexane; Cyclohexane, 1,1,2,2,3,3,4,4,5,5,6-undecafluoro-6-(trifluoromethyl)-; NSC 4779
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Gas phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, Ion clustering 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 | -2897.2 ± 3.8 | kJ/mol | Ccr | Good, Douslin, et al., 1959 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2825. kJ/mol; produce 3HF(aq:10) |
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
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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 | 349.3 ± 0.4 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 485.902 ± 0.007 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 20.190 ± 0.002 | bar | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 1.75 | mol/l | N/A | Genco, Teja, et al., 1980 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 34.0 | kJ/mol | N/A | Boublik, Fried, et al., 1984 | Based on data from 306. to 384. K. See also Basarová and Svoboda, 1991.; AC |
ΔvapH° | 34.1 ± 0.3 | kJ/mol | N/A | Varushchenko, Bulgakova, et al., 1981 | AC |
ΔvapH° | 33.9 ± 0.2 | kJ/mol | V | Good, Douslin, et al., 1959 | produce 3HF(aq:10); ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
33.1 | 320. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 305. to 414. K.; AC |
30.2 | 428. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 413. to 488. K.; AC |
33.4 | 320. | A | Stephenson and Malanowski, 1987 | Based on data from 305. to 385. K. See also Dykyj and Vanko, 1970 and Kkykj and Repas, 1973.; AC |
33.3 | 321. | N/A | Good, Douslin, et al., 1959 | Based on data from 306. to 384. K. See also Boublik, Fried, et al., 1984.; AC |
33.8 | 313. | N/A | Rowlinson and Thacker, 1957 | Based on data from 298. to 353. K. See also Boublik, Fried, et al., 1984.; AC |
33.3 | 310. | N/A | Glew and Reeves, 1956 | Based on data from 272. to 349. K. See also Dykyj and Vanko, 1970.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
305.77 to 384.24 | 3.94685 | 1132.558 | -62.077 | Good, Douslin, et al., 1959 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
51.6 | 234. | B | Bondi, 1963 | See also Rowlinson and Thacker, 1957.; AC |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change data, Ion clustering 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 |
---|---|---|---|
1.020 ± 0.060 | N/A | Miller, Friedman, et al., 2012 | B |
1.06 ± 0.13 | TDEq | Grimsrud, Chowdhury, et al., 1985 | ΔGea(423 K) = -26.1 kcal/mol; ΔSea = -2.7 eu.; B |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CF+ | 15.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
CF2+ | 13.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
CF3+ | 14.4 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C2F3+ | 14.1 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C2F4+ | 12.4 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C2F5+ | 14.4 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C3F3+ | 16.6 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C3F4+ | 11.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C3F5+ | 13.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C4F5+ | 14.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C4F6+ | 13.4 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C4F7+ | 15.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C4F8+ | 11.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C5F7+ | 11.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C5F9+ | 13.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C5F10+ | 15.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C6F9+ | 12.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C6F10+ | 12.4 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C6F11+ | 13.9 ± 0.2 | ? | EI | James and Carter, 1962 | RDSH |
C7F13+ | 15.4 ± 0.2 | F | EI | James and Carter, 1962 | RDSH |
Ion clustering 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: Cl- + C7F14 = (Cl- • C7F14)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | <7.53 | kJ/mol | IMRB | Chowdhury and Kebarle, 1986 | gas phase; B |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
7.5 | 300. | PHPMS | Chowdhury and Kebarle, 1986 | gas phase; DG<; M |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Good, Douslin, et al., 1959
Good, W.D.; Douslin, D.R.; Scott, D.W.; George, A.; Lacina, J.L.; Dawson, J.P.; Waddington, G.,
Thermochemistry and vapor pressure of aliphatic fluorocarbons. A comparison of the C-F and C-H thermochemical bond energies,
J. Phys. Chem., 1959, 63, 1133-1138. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Genco, Teja, et al., 1980
Genco, J.M.; Teja, A.S.; Kay, W.B.,
Study of the critical and azeotropic behavior of binary mixtures I critical states of perfluoromethylcyclohexane + isomeric hexane systems,
J. Chem. Eng. Data, 1980, 25, 350. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Basarová and Svoboda, 1991
Basarová, Pavlína; Svoboda, Václav,
Calculation of heats of vaporization of halogenated hydrocarbons from saturated vapour pressure data,
Fluid Phase Equilibria, 1991, 68, 13-34, https://doi.org/10.1016/0378-3812(91)85008-I
. [all data]
Varushchenko, Bulgakova, et al., 1981
Varushchenko, R.M.; Bulgakova, L.L.; Minzabekyants, P.S.; Makarov, K.N.,
Russ. J. Phys. Chem., 1981, 55, 1480. [all data]
Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [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]
Dykyj and Vanko, 1970
Dykyj, J.; Vanko, A.,
Petrochemica, 1970, 10, 1, 3. [all data]
Kkykj and Repas, 1973
Kkykj, J.; Repas, M.,
Petrochemia, 1973, 13, 179. [all data]
Rowlinson and Thacker, 1957
Rowlinson, J.S.; Thacker, R.,
The physical properties of some fluorine compounds and their solutions. Part 3.?Perfluorocyclohexane and perfluoromethylcyclohexane,
Trans. Faraday Soc., 1957, 53, 1, https://doi.org/10.1039/tf9575300001
. [all data]
Glew and Reeves, 1956
Glew, D.N.; Reeves, L.W.,
Purification of Perfluoro-n-heptane and Perfluoromethylcyclohexane.,
J. Phys. Chem., 1956, 60, 5, 615-615, https://doi.org/10.1021/j150539a026
. [all data]
Bondi, 1963
Bondi, A.,
Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments.,
J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027
. [all data]
Miller, Friedman, et al., 2012
Miller, T.M.; Friedman, J.F.; Shuman, N.S.; Ard, S.G.; Melko, J.J.; Viggiano, A.A.,
Electron Attachment to C7F14, Thermal Detachment from C7F14-, the Electron Affinity of C7F14, and Neutralization of C7F14- by Ar+,
J. Phys. Chem. A, 2012, 116, 42, 10293-10300, https://doi.org/10.1021/jp306843a
. [all data]
Grimsrud, Chowdhury, et al., 1985
Grimsrud, E.P.; Chowdhury, S.; Kebarle, P.,
Electron affinity of SF6 and perfluoromethylcyclohexane. The unusual kinetics of electron transfer reactions A- + B- + A, where A = SF6 or perfluorinated cycloalkanes,
J. Chem. Phys., 1985, 83, 1059. [all data]
James and Carter, 1962
James, L.H.; Carter, G.,
A mass spectrometric study of ionization and dissociation by electron impact ofperfluoro-methyl cyclohexane,
J. Electron. Control, 1962, 13, 213. [all data]
Chowdhury and Kebarle, 1986
Chowdhury, S.; Kebarle, P.,
Role of Binding Energies in A-.B and A.B- Complexes in the Kinetics of Gas Phase Electron Transfer Reactions:A- + B = A + B- Involving Perfluoro Compounds: SF6, C6F11CF3,
J. Chem. Phys., 1986, 85, 9, 4989, https://doi.org/10.1063/1.451687
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, References
- Symbols used in this document:
AE Appearance energy EA Electron affinity Pc Critical pressure T Temperature Tboil Boiling point Tc Critical temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔsubH Enthalpy of sublimation 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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