2,4-Pentanedione, 1,1,1,5,5,5-hexafluoro-

• Formula: C₅H₂F₆O₂
• Molecular weight: 208.0586
• IUPAC Standard InChI: InChI=1S/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2 Copy

  
• IUPAC Standard InChIKey: QAMFBRUWYYMMGJ-UHFFFAOYSA-N Copy
• CAS Registry Number: 1522-22-1
• 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: Hexafluoroacetylacetone; 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione; 1,1,1,5,5,5-Hexafluoroacetylacetone; 1,3-Bis(trifluoromethyl)propane-1,3-dione; Hexafluoro-2,4-pentanedione; 1,1,1,5,5,5-hexafluoropentane-2,4-dione
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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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

Enthalpy of vaporization

Gas phase ion energetics 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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

C₅HF₆O₂^- +  =

By formula: C₅HF₆O₂^- + H⁺ = C₅H₂F₆O₂

References

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

Farchan Laboratories, 1990
Farchan Laboratories, Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [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]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Mousa, 1981
Mousa, A.H.N., Critical constants, vapor pressure, and saturated volumes of hexafluoroacetylacetone., J. Chem. Eng. Data, 1981, 26, 248-9. [all data]

Ribeiro da Silva, Gonçalves, et al., 1997
Ribeiro da Silva, Manuel A.V.; Gonçalves, J.M.; Pilcher, G., Standard molar enthalpies of formation of nine fluorinated β-diketones by rotating bomb calorimetry, The Journal of Chemical Thermodynamics, 1997, 29, 3, 253-260, https://doi.org/10.1006/jcht.1996.0143 . [all data]

Irving and da Silva, 1975
Irving, Roger J.; da Silva, Manuel A.V. Ribeiro, Enthalpies of vaporization of some ?-diketones, J. Chem. Soc., Dalton Trans., 1975, 9, 798, https://doi.org/10.1039/dt9750000798 . [all data]

Ribeiro da Silva and Irving, 1978
Ribeiro da Silva, M.A.V.; Irving, R.G., Rev. Port. Quim., 1978, 20, 36. [all data]

George, Young, et al., 1998
George, Mark A.; Young, Kris M.; Robertson, Eric A.; Beck, Scott E.; Voloshin, George, Vapor Pressure and Viscosity of 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione, J. Chem. Eng. Data, 1998, 43, 1, 60-64, https://doi.org/10.1021/je9700941 . [all data]

Reichert, Bancroft, et al., 1970
Reichert, C.; Bancroft, G.M.; Westmore, J.B., Mass spectral studies of metal chelates. V. Mass spectra and appearance potentials of some fluorine-substituted acetylacetonates, Can. J. Chem., 1970, 48, 1362. [all data]

Evans, Hamnett, et al., 1972
Evans, S.; Hamnett, A.; Orchard, A.F.; Lloyd, D.R., Study of the metal-oxygen bond in simple tris-chelate complexes by He(I) photoelectron spectroscopy, Faraday Discuss. Chem. Soc., 1972, 54, 227. [all data]

Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M., The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids, J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038 . [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Pc	Critical pressure
  Tboil	Boiling point
  Tc	Critical temperature
  Vc	Critical volume
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions

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