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2-Propanone, 1,1,1,3,3,3-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.

Quantity Value Units Method Reference Comment
Deltafgas-1433.kJ/molSemiStewart, 2004 

Condensed 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 by: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid286.60J/mol*KN/APlaush and Pace, 1967 

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
181.29245.Plaush and Pace, 1967T = 12 to 244 K.

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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil247.2KN/AAldrich Chemical Company Inc., 1990BS
Tboil245.7KN/APCR Inc., 1990BS
Tboil245.2KN/AWeast and Grasselli, 1989BS
Quantity Value Units Method Reference Comment
Ttriple147.70KN/APlaush and Pace, 1967, 2Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Tc357.14KN/AMousa, Kay, et al., 1972Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Pc28.320barN/AMousa, Kay, et al., 1972Uncertainty assigned by TRC = 0.0344 bar; TRC
Quantity Value Units Method Reference Comment
rhoc3.04mol/lN/AMousa, Kay, et al., 1972Uncertainty assigned by TRC = 0.0304 mol/l; TRC

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
21.615245.87Plaush and Pace, 1967P = 101.325 kPa; DH

Entropy of vaporization

DeltavapS (J/mol*K) Temperature (K) Reference Comment
87.91245.87Plaush and Pace, 1967P; DH

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
194.36 - 246.043.76719723.178-53.618Plaush and Pace, 1967Coefficents calculated by NIST from author's data.
239.84 - 357.34.36104978.564-20.953Murphy, 1964Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
8.3826147.70Plaush and Pace, 1967DH

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
56.75147.70Plaush and Pace, 1967DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Fluorine anion + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = (Fluorine anion bullet 2-Propanone, 1,1,1,3,3,3-hexafluoro-)

By formula: F- + C3F6O = (F- bullet C3F6O)

Quantity Value Units Method Reference Comment
Deltar208. ± 8.4kJ/molIMRELarson and McMahon, 1985gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B,M
Quantity Value Units Method Reference Comment
Deltar110.J/mol*KN/ALarson and McMahon, 1985gas phase; switching reaction,Thermochemical ladder(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Deltar174. ± 8.4kJ/molIMRELarson and McMahon, 1985gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B,M

Chlorine anion + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = (Chlorine anion bullet 2-Propanone, 1,1,1,3,3,3-hexafluoro-)

By formula: Cl- + C3F6O = (Cl- bullet C3F6O)

Quantity Value Units Method Reference Comment
Deltar120. ± 4.2kJ/molTDAsBofdanov and McMahon, 2002gas phase; B
Deltar95.8 ± 8.4kJ/molIMRELarson and McMahon, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar92.J/mol*KN/ALarson and McMahon, 1985gas phase; switching reaction,Thermochemical ladder(t-C4H9OH), Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar73.6 ± 4.2kJ/molTDAsBofdanov and McMahon, 2002gas phase; B
Deltar68.2 ± 8.4kJ/molIMRELarson and McMahon, 1985gas phase; B,M
Deltar68.2kJ/molICRLarson and McMahon, 1984gas phase; switching reaction(Cl-)(C2H5)3B; M

Methyl cation + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = (Methyl cation bullet 2-Propanone, 1,1,1,3,3,3-hexafluoro-)

By formula: CH3+ + C3F6O = (CH3+ bullet C3F6O)

Quantity Value Units Method Reference Comment
Deltar245.kJ/molPHPMSMcMahon, Heinis, et al., 1988gas phase; switching reaction(CH3+)N2, Entropy change calculated or estimated, uses MCA(N2) = 202. kJ/mol; Foster, Williamson, et al., 1974; M

Isopropylphenol + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = 2-Propanol, 1,1,1,3,3,3-hexafluoro-2-[2-(1-methylethyl)phenoxy]-

By formula: C9H12O + C3F6O = C12H12F6O2

Quantity Value Units Method Reference Comment
Deltar-56.5kJ/molEqkN/Aliquid phase; solvent: Ethyl acetate; Flourene NMR; ALS

(CAS Reg. No. 44870-01-1 bullet 42949672952-Propanone, 1,1,1,3,3,3-hexafluoro-) + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = CAS Reg. No. 44870-01-1

By formula: (CAS Reg. No. 44870-01-1 bullet 4294967295C3F6O) + C3F6O = CAS Reg. No. 44870-01-1

Quantity Value Units Method Reference Comment
Deltar346. ± 23.kJ/molN/ATaft, Koppel, et al., 1990gas phase; B

1,1,1,3,3,3-hexafluoropropane-2,2-diol = 2-Propanone, 1,1,1,3,3,3-hexafluoro- + Water

By formula: C3H2F6O2 = C3F6O + H2O

Quantity Value Units Method Reference Comment
Deltar85.4 ± 0.8kJ/molCmRogers and Rapiejko, 1971solid phase; Hydration; ALS

1,1,1,3,3,3-Hexafluoro-2-methoxy-2-propanol = Methyl Alcohol + 2-Propanone, 1,1,1,3,3,3-hexafluoro-

By formula: C4H4F6O2 = CH4O + C3F6O

Quantity Value Units Method Reference Comment
Deltar89. ± 1.kJ/molCmRogers and Rapiejko, 1971liquid phase; Hydration; ALS

Propene + 2-Propanone, 1,1,1,3,3,3-hexafluoro- = 4-Penten-2-ol, 1,1,1-trifluoro-2-(trifluoromethyl)-

By formula: C3H6 + C3F6O = C6H6F6O

Quantity Value Units Method Reference Comment
Deltar-78.2 ± 4.2kJ/molEqkMoore, 1971gas phase; ALS

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Download spectrum in JCAMP-DX format.

Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

View spectrum image in SVG format.

Download spectrum in JCAMP-DX format.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118849

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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]

Plaush and Pace, 1967
Plaush, A.C.; Pace, E.L., Thermodynamic properties of hexafluoroacetone from 12K to its normal boiling point. An estimate of the barrier to internal rotation from the entropy of the gas, J. Chem. Phys., 1967, 47, 44-48. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]

Plaush and Pace, 1967, 2
Plaush, A.C.; Pace, E.L., Thermodynamic properties of hexafluoroacetone from 12 k to its normal boiling point an estimate of the barrier to internal rotation from the entropy of the gas, J. Chem. Phys., 1967, 47, 44-8. [all data]

Mousa, Kay, et al., 1972
Mousa, A.H.N.; Kay, W.B.; Kreglewski, A., The critical constants of binary mixtures of certain perfluoro-compounds with alkanes, J. Chem. Thermodyn., 1972, 4, 301-11. [all data]

Murphy, 1964
Murphy, Kevin P., The Vapor Pressure of Hexoafluoro and Pentafluorochloroacetone., J. Chem. Eng. Data, 1964, 9, 2, 259-260, https://doi.org/10.1021/je60021a041 . [all data]

Larson and McMahon, 1985
Larson, J.W.; McMahon, T.B., Fluoride and chloride affinities of the main group oxides, fluorides, oxofluorides, and alkyls. Quantitative scales of lewis acidities from ICR halide exchange equilibria, J. Am. Chem. Soc., 1985, 107, 766. [all data]

Wenthold and Squires, 1995
Wenthold, P.G.; Squires, R.R., Bond dissociation energies of F2(-) and HF2(-). A gas-phase experimental and G2 theoretical study, J. Phys. Chem., 1995, 99, 7, 2002, https://doi.org/10.1021/j100007a034 . [all data]

Arshadi, Yamdagni, et al., 1970
Arshadi, M.; Yamdagni, R.; Kebarle, P., Hydration of Halide Negative Ions in the Gas Phase. II. Comparison of Hydration Energies for the Alkali Positive and Halide Negative Ions, J. Phys. Chem., 1970, 74, 7, 1475, https://doi.org/10.1021/j100702a014 . [all data]

Bofdanov and McMahon, 2002
Bofdanov, B.; McMahon, T.B., Structures, Thermochemistry, and Infrared Spectra of Chloride Ion-Fluorinated Acetone Complexes and Neutral Fluorinated Acetones in the Gas Phase: Experiment and Theory, Int. J. Mass Spectrom., 2002, 219, 3, 593-613, https://doi.org/10.1016/S1387-3806(02)00745-5 . [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Fluoride and chloride affinities of main group oxides, fluorides, oxofluorides, and alkyls. Quantitative scales of lewis acidities from ion cyclotron resonance halide-exchange equilibria, J. Phys. Chem., 1984, 88, 1083. [all data]

McMahon, Heinis, et al., 1988
McMahon, T.; Heinis, T.; Nicol, G.; Hovey, J.K.; Kebarle, P., Methyl Cation Affinities, J. Am. Chem. Soc., 1988, 110, 23, 7591, https://doi.org/10.1021/ja00231a002 . [all data]

Foster, Williamson, et al., 1974
Foster, M.S.; Williamson, A.D.; Beauchamp, J.L., Photoionization mass spectrometry of trans-azomethane, Int. J. Mass Spectrom. Ion Phys., 1974, 15, 429. [all data]

Taft, Koppel, et al., 1990
Taft, R.W.; Koppel, I.J.; Topsom, R.D.; Anvia, F., Acidities of OH Compounds, including Alcohols, Phenols, Carboxylic Acids, and Mineral Acids, J. Am. Chem. Soc., 1990, 112, 6, 2047, https://doi.org/10.1021/ja00162a001 . [all data]

Rogers and Rapiejko, 1971
Rogers, F.E.; Rapiejko, R.J., Thermochemistry of carbonyl addition reactions. I. Addition of water and methanol to hexafluoroacetone, J. Am. Chem. Soc., 1971, 93, 4596-1597. [all data]

Moore, 1971
Moore, L.O., Kinetics and thermodynamic data for the hydrogen fluoride addition to vinyl fluoride, Can. J. Chem., 1971, 49, 2471-2475. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References