Benzene, pentafluoro-

• Formula: C₆HF₅
• Molecular weight: 168.0642
• IUPAC Standard InChI: InChI=1S/C6HF5/c7-2-1-3(8)5(10)6(11)4(2)9/h1H Copy

  
• IUPAC Standard InChIKey: WACNXHCZHTVBJM-UHFFFAOYSA-N Copy
• CAS Registry Number: 363-72-4
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Pentafluorobenzene; 1,2,3,4,5-Pentafluorobenzene
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• Information on this page:
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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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

 +  = ( • )

By formula: F^- + C₆HF₅ = (F^- • C₆HF₅)

Free energy of reaction

C₆F₅^- +  =

By formula: C₆F₅^- + H⁺ = C₆HF₅

C₆H₆⁺ +  = (C₆H₆⁺ • )

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

Bond type: Charge transfer bond (positive ion)

Free energy of reaction

 +  = ( • )

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

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

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

References

Go To: Top, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, 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]

Vorozhtsov, Barhash, et al., 1964
Vorozhtsov, N.N.; Barhash, V.a.; Ivanova, N.G.; Anichkina, S.A.; Andrievskaya, O.I., Synthesis and reactions of pentaflluorophenyl- and heptafluoronaphthyl magnesiumchlorides, Dokl. Akad. Nauk SSSR, 1964, 159, 1, 125-128. [all data]

Notes

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• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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