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Benzene, pentafluoro-

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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

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Individual Reactions

Fluorine anion + Benzene, pentafluoro- = (Fluorine anion bullet Benzene, pentafluoro-)

By formula: F- + C6HF5 = (F- bullet C6HF5)

Quantity Value Units Method Reference Comment
Deltar122. ± 8.4kJ/molIMREDillow and Kebarle, 1988gas phase; Anchored to C6F6..F- in Hiraoka, Mizuse, et al., 1987; B,M
Quantity Value Units Method Reference Comment
Deltar84.1J/mol*KN/ADillow and Kebarle, 1988gas phase; switching reaction,Thermochemical ladder(F-)C6F6, Entropy change calculated or estimated; Hiraoka, Mizuse, et al., 1987; M
Quantity Value Units Method Reference Comment
Deltar86.6 ± 8.4kJ/molIMREDillow and Kebarle, 1988gas phase; Anchored to C6F6..F- in Hiraoka, Mizuse, et al., 1987; B

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
86.6423.PHPMSDillow and Kebarle, 1988gas phase; switching reaction,Thermochemical ladder(F-)C6F6, Entropy change calculated or estimated; Hiraoka, Mizuse, et al., 1987; M

C6F5- + Hydrogen cation = Benzene, pentafluoro-

By formula: C6F5- + H+ = C6HF5

Quantity Value Units Method Reference Comment
Deltar1492. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase; B
Deltar<1559.6 ± 1.3kJ/molG+TSHerd, Adams, et al., 1989gas phase; More acidic than HF, less than HCl; B
Deltar1539. ± 21.kJ/molD-EACompton and Reinhardt, 1982gas phase; From perfluorobenzene; B
Quantity Value Units Method Reference Comment
Deltar1460. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase; B
Deltar<1527.2kJ/molIMRBHerd, Adams, et al., 1989gas phase; More acidic than HF, less than HCl; B
Deltar1507. ± 21.kJ/molH-TSCompton and Reinhardt, 1982gas phase; From perfluorobenzene; B

C6H6+ + Benzene, pentafluoro- = (C6H6+ bullet Benzene, pentafluoro-)

By formula: C6H6+ + C6HF5 = (C6H6+ bullet C6HF5)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar46.9kJ/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar110.J/mol*KN/AMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

Free energy of reaction

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

Chromium ion (1+) + Benzene, pentafluoro- = (Chromium ion (1+) bullet Benzene, pentafluoro-)

By formula: Cr+ + C6HF5 = (Cr+ bullet C6HF5)

Quantity Value Units Method Reference Comment
Deltar99.2kJ/molRAKRyzhov, 1999RCD

References

Go To: Top, Reaction thermochemistry data, Notes

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

Dillow and Kebarle, 1988
Dillow, G.W.; Kebarle, P., Fluoride Affinities of Perfluorobenzenes C6F5X. Meisenheimer Complexes in the Gas Phase and Solution, J. Am. Chem. Soc., 1988, 110, 15, 4877, https://doi.org/10.1021/ja00223a001 . [all data]

Hiraoka, Mizuse, et al., 1987
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]

Buker, Nibbering, et al., 1997
Buker, H.H.; Nibbering, N.M.M.; Espinosa, D.; Mongin, F.; Schlosser, M., Additivity of substituent effects in the fluoroarene series: Equilibrium acidity in the gas phase and deprotonation rates in ethereal solution, Tetrahed. Lett., 1997, 38, 49, 8519-8522, https://doi.org/10.1016/S0040-4039(97)10303-3 . [all data]

Herd, Adams, et al., 1989
Herd, C.R.; Adams, N.G.; Smith, D., FALP Studies of Electron Attachment Reactions of C6F5Cl, C6F5Br, and C6F5I, Int. J. Mass Spectrom. Ion Proc., 1989, 87, 3, 331, https://doi.org/10.1016/0168-1176(89)80032-1 . [all data]

Compton and Reinhardt, 1982
Compton, R.N.; Reinhardt, P.W., Collisonal ionization between fast alkali atoms and hexafluorobenzene, Chem. Phys. Lett., 1982, 91, 268. [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]

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]


Notes

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