Benzene, hexafluoro-

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-242.5kcal/molSemiStewart, 2004 
Δfgas-228.5 ± 0.29kcal/molCcrCox, Gundry, et al., 1969ALS

Reaction 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Chlorine anion + Benzene, hexafluoro- = (Chlorine anion • Benzene, hexafluoro-)

By formula: Cl- + C6F6 = (Cl- • C6F6)

Quantity Value Units Method Reference Comment
Δr16.8 ± 1.0kcal/molTDAsChowdhury and Kebarle, 1986gas phase; B,M
Δr15.5 ± 1.0kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr22.5cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Δr26.9cal/mol*KPHPMSChowdhury and Kebarle, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr8.8 ± 1.6kcal/molTDAsChowdhury and Kebarle, 1986gas phase; B
Δr8.7 ± 1.6kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B

C6H6+ + Benzene, hexafluoro- = (C6H6+ • Benzene, hexafluoro-)

By formula: C6H6+ + C6F6 = (C6H6+ • C6F6)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr12.1kcal/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr27.cal/mol*KN/AMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
4.0300.PHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

C6H7N+ + Benzene, hexafluoro- = (C6H7N+ • Benzene, hexafluoro-)

By formula: C6H7N+ + C6F6 = (C6H7N+ • C6F6)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr11.3kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr3.5kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C6F6- + Benzene, hexafluoro- = (C6F6- • Benzene, hexafluoro-)

By formula: C6F6- + C6F6 = (C6F6- • C6F6)

Quantity Value Units Method Reference Comment
Δr9.4 ± 4.6kcal/molN/ANakajima, Taguwa, et al., 1993gas phase; Vertical Detachment Energy: 1.760±0.040 eV; B
Δr10.4 ± 1.0kcal/molTDAsHiraoka, Mizuse, et al., 1990gas phase; B,M
Quantity Value Units Method Reference Comment
Δr26.5cal/mol*KPHPMSHiraoka, Mizuse, et al., 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr2.5 ± 2.0kcal/molTDAsHiraoka, Mizuse, et al., 1990gas phase; B

Fluorine anion + Benzene, hexafluoro- = (Fluorine anion • Benzene, hexafluoro-)

By formula: F- + C6F6 = (F- • C6F6)

Quantity Value Units Method Reference Comment
Δr27.5 ± 1.0kcal/molTDAsHiraoka, Mizuse, et al., 1987, 2gas phase; B,M
Quantity Value Units Method Reference Comment
Δr23.7cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr20.4 ± 1.6kcal/molTDAsHiraoka, Mizuse, et al., 1987, 2gas phase; B

Iodide + Benzene, hexafluoro- = (Iodide • Benzene, hexafluoro-)

By formula: I- + C6F6 = (I- • C6F6)

Quantity Value Units Method Reference Comment
Δr11.0 ± 1.0kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr17.3cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr5.8 ± 1.6kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B

Bromine anion + Benzene, hexafluoro- = (Bromine anion • Benzene, hexafluoro-)

By formula: Br- + C6F6 = (Br- • C6F6)

Quantity Value Units Method Reference Comment
Δr13.9 ± 1.0kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr19.4cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr8.1 ± 1.6kcal/molTDAsHiraoka, Mizuse, et al., 1987gas phase; B

C6F6+ + Benzene, hexafluoro- = (C6F6+ • Benzene, hexafluoro-)

By formula: C6F6+ + C6F6 = (C6F6+ • C6F6)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr7.2kcal/molPHPMSHiraoka, Mizuse, et al., 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr20.0cal/mol*KPHPMSHiraoka, Mizuse, et al., 1990gas phase; M

(Chlorine anion • Benzene, hexafluoro-) + Benzene, hexafluoro- = (Chlorine anion • 2Benzene, hexafluoro-)

By formula: (Cl- • C6F6) + C6F6 = (Cl- • 2C6F6)

Quantity Value Units Method Reference Comment
Δr13.8kcal/molPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr26.3cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M

(Iodide • Benzene, hexafluoro-) + Benzene, hexafluoro- = (Iodide • 2Benzene, hexafluoro-)

By formula: (I- • C6F6) + C6F6 = (I- • 2C6F6)

Quantity Value Units Method Reference Comment
Δr10.4kcal/molPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr21.6cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M

(Bromine anion • Benzene, hexafluoro-) + Benzene, hexafluoro- = (Bromine anion • 2Benzene, hexafluoro-)

By formula: (Br- • C6F6) + C6F6 = (Br- • 2C6F6)

Quantity Value Units Method Reference Comment
Δr12.2kcal/molPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr24.3cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M

(Fluorine anion • Benzene, hexafluoro-) + Benzene, hexafluoro- = (Fluorine anion • 2Benzene, hexafluoro-)

By formula: (F- • C6F6) + C6F6 = (F- • 2C6F6)

Quantity Value Units Method Reference Comment
Δr7.5kcal/molPHPMSHiraoka, Mizuse, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr12.6cal/mol*KPHPMSHiraoka, Mizuse, et al., 1987gas phase; M

Au- + Benzene, hexafluoro- = C6AuF6-

By formula: Au- + C6F6 = C6AuF6-

Quantity Value Units Method Reference Comment
Δr24.0 ± 4.0kcal/molN/AHo and Dunbar, 1999gas phase; B

Chromium ion (1+) + Benzene, hexafluoro- = (Chromium ion (1+) • Benzene, hexafluoro-)

By formula: Cr+ + C6F6 = (Cr+ • C6F6)

Quantity Value Units Method Reference Comment
Δr18.9kcal/molRAKRyzhov, 1999RCD

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Gas Chromatography

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
PackedC78, Branched paraffin130.546.8Dallos, Sisak, et al., 2000He; Column length: 3.3 m
PackedC78, Branched paraffin130.548.7Reddy, Dutoit, et al., 1992Chromosorb G HP; Column length: 3.3 m
PackedSqualane50.576.Müller, Dietrich, et al., 1983 
PackedSqualane100.571.Vernon and Edwards, 1975N2, DCMS-treated Celite; Column length: 1. m
PackedApiezon L100.569.Brown, Chapman, et al., 1968N2, DCMS-treated Chromosorb W; Column length: 2.3 m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
PackedSE-30600.Peng, Ding, et al., 1988He, Supelcoport and Chromosorb, 40. C @ 4. min, 10. K/min, 250. C @ 60. min; Column length: 3.05 m

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryOV-101592.Zenkevich, 200825. m/0.25 mm/0.20 μm, Nitrogen, 60. C @ 0. min, 6. K/min, 240. C @ 0. min
CapillaryOV-101609.Zenkevich, Eliseenkov, et al., 2006Nitrogen, 6. K/min, 240. C @ 10. min; Column length: 25. m; Column diameter: 0.20 mm; Tstart: 60. C

References

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Gas Chromatography, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Stewart, 2004
Stewart, J.J.P., Comparison of the accuracy of semiempirical and some DFT methods for predicting heats of formation, J. Mol. Model, 2004, 10, 1, 6-10, https://doi.org/10.1007/s00894-003-0157-6 . [all data]

Cox, Gundry, et al., 1969
Cox, J.D.; Gundry, H.A.; Harrop, D.; Head, A.J., Thermodynamic properties of fluorine compounds. 9. Enthalpies of formation of some compounds containing the pentafluorophenyl group, J. Chem. Thermodyn., 1969, 1, 77-87. [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]

Hiraoka, Mizuse, et al., 1987
Hiraoka, K.; Mizuse, S.; Yamabe, S., High Symmetric Structure of the Gas Phase Ion Cluster X-..C6F6 (X = Cl, Br, I), J. Phys. Chem., 1987, 91, 20, 5294, https://doi.org/10.1021/j100304a032 . [all data]

Meot-Ner (Mautner), Hamlet, et al., 1978
Meot-Ner (Mautner), M.; Hamlet, P.; Hunter, E.P.; Field, F.H., Bonding Energies in Association Ions of Aromatic Molecules. Correlations with Ionization Energies, J. Am. Chem. Soc., 1978, 100, 17, 5466, https://doi.org/10.1021/ja00485a034 . [all data]

Meot-Ner (Mautner) and El-Shall, 1986
Meot-Ner (Mautner), M.; El-Shall, M.S., Ionic Charge Transfer Complexes. 1. Cationic Complexes with Delocalized and Partially Localized pi Systems, J. Am. Chem. Soc., 1986, 108, 15, 4386, https://doi.org/10.1021/ja00275a026 . [all data]

Nakajima, Taguwa, et al., 1993
Nakajima, A.; Taguwa, T.; Hoshino, K.; Sugioka, T.; Naganuma, T.; Ono, F.; Watanabe, K.; Nakao, K., Photoelectron Spectroscopy of (C6F6)n- and (Au-C6F6)- Clusters, Chem. Phys. Lett., 1993, 214, 1, 22, https://doi.org/10.1016/0009-2614(93)85449-X . [all data]

Hiraoka, Mizuse, et al., 1990
Hiraoka, K.; Mizuse, S.; Yamabe, S., Stabilities and Structures of C6F6-(C6F6) and C6F6+(C6F6), J. Phys. Chem., 1990, 94, 9, 3689, https://doi.org/10.1021/j100372a061 . [all data]

Hiraoka, Mizuse, et al., 1987, 2
Hiraoka, K.; Mizuse, S.; Yamabe, S., A Determination of the Stability and Structure of F-(C6H6) and F-(C6F6) Clusters, J. Chem. Phys., 1987, 86, 7, 4102, https://doi.org/10.1063/1.451920 . [all data]

Ho and Dunbar, 1999
Ho, Y.P.; Dunbar, R.C., Reactions of Au+ and Au- with benzene and fluorine-substituted benzenes, Int. J. Mass Spectrom., 1999, 183, 175-184, https://doi.org/10.1016/S1387-3806(98)14245-8 . [all data]

Ryzhov, 1999
Ryzhov, V., Binding Energies of Chromium Cations with Fluorobenzenes from Radiative Association Kinetics, Int. J. Mass Spectrom., 1999, 185/186/187, 913. [all data]

Dallos, Sisak, et al., 2000
Dallos, A.; Sisak, A.; Kulcsár, Z.; Kováts, E., Pair-wise interactions by gas chromatography VII. Interaction free enthalpies of solutes with secondary alcohol groups, J. Chromatogr. A, 2000, 904, 2, 211-242, https://doi.org/10.1016/S0021-9673(00)00908-0 . [all data]

Reddy, Dutoit, et al., 1992
Reddy, K.S.; Dutoit, J.-Cl.; Kovats, E. sz., Pair-wise interactions by gas chromatography. I. Interaction free enthalpies of solutes with non-associated primary alcohol groups, J. Chromatogr., 1992, 609, 1-2, 229-259, https://doi.org/10.1016/0021-9673(92)80167-S . [all data]

Müller, Dietrich, et al., 1983
Müller, U.; Dietrich, P.; Prescher, D., Gaschromatographische Untersuchungen an Perfluor-Carbonverbindungen. II. Zur Gaschromatographischen Trennung von Gemischen Längerkettiger Perfluoralkane und Perfluoralkene, J. Chromatogr., 1983, 259, 243-254, https://doi.org/10.1016/S0021-9673(01)88005-5 . [all data]

Vernon and Edwards, 1975
Vernon, F.; Edwards, G.T., Gas-liquid chromatography on fluorinated stationary phases. I. Hydrocarbons and fluorocarbons, J. Chromatogr., 1975, 110, 1, 73-80, https://doi.org/10.1016/S0021-9673(00)91212-3 . [all data]

Brown, Chapman, et al., 1968
Brown, I.; Chapman, I.L.; Nicholson, G.J., Gas chromatography of polar solutes in electron acceptor stationary phases, Aust. J. Chem., 1968, 21, 5, 1125-1141, https://doi.org/10.1071/CH9681125 . [all data]

Peng, Ding, et al., 1988
Peng, C.T.; Ding, S.F.; Hua, R.L.; Yang, Z.C., Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns, J. Chromatogr., 1988, 436, 137-172, https://doi.org/10.1016/S0021-9673(00)94575-8 . [all data]

Zenkevich, 2008
Zenkevich, I.G., Experimental data, Personal communication, 2008. [all data]

Zenkevich, Eliseenkov, et al., 2006
Zenkevich, I.G.; Eliseenkov, E.V.; Kasatochkin, A.N., Application of Retention Indices in GC-MS Identification of Halogenated Organic Compounds, Mass Spectromery (Rus.), 2006, 3, 2, 131-140. [all data]


Notes

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