Ethene, tetrafluoro-

• Formula: C₂F₄
• Molecular weight: 100.0150
• IUPAC Standard InChI: InChI=1S/C2F4/c3-1(4)2(5)6 Copy

  
• IUPAC Standard InChIKey: BFKJFAAPBSQJPD-UHFFFAOYSA-N Copy
• CAS Registry Number: 116-14-3
• 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: Ethylene, tetrafluoro-; Perfluoroethene; Perfluoroethylene; Tetrafluoroethene; Tetrafluoroethylene; TFE; C2F4; Fluoroplast 4; Tetrafluorethylene; 1,1,2,2-Tetrafluoroethylene; Tetrafluorethene; Ethene, 1,1,2,2-tetrafluoro-
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • Mass spectrum (electron ionization)
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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

Gas Phase Heat Capacity (Shomate Equation)

C_p° = A + B*t + C*t² + D*t³ + E/t²
H° − H°_298.15= A*t + B*t²/2 + C*t³/3 + D*t⁴/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t²/2 + D*t³/3 − E/(2*t²) + G
    C_p = heat capacity (J/mol*K)
    H° = standard enthalpy (kJ/mol)
    S° = standard entropy (J/mol*K)
    t = temperature (K) / 1000.

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View table.

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

Constant pressure heat capacity of liquid

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
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Entropy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

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
MS - José A. Martinho Simões
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

 +  = C₂ClF₄^-

By formula: Cl^- + C₂F₄ = C₂ClF₄^-

 +  = C₂BrF₄^-

By formula: Br^- + C₂F₄ = C₂BrF₄^-

C₇CrF₄O₅ (g) =  (g) + C₅CrO₅ (g)

By formula: C₇CrF₄O₅ (g) = C₂F₄ (g) + C₅CrO₅ (g)

C₂ClF₄^- + 2 = C₄ClF₈^-

By formula: C₂ClF₄^- + 2C₂F₄ = C₄ClF₈^-

C₄ClF₈^- + 3 = C₆ClF₁₂^-

By formula: C₄ClF₈^- + 3C₂F₄ = C₆ClF₁₂^-

C₆ClF₁₂^- + 4 = C₈ClF₁₆^-

By formula: C₆ClF₁₂^- + 4C₂F₄ = C₈ClF₁₆^-

C₂BrF₄^- + 2 = C₄BrF₈^-

By formula: C₂BrF₄^- + 2C₂F₄ = C₄BrF₈^-

 +  =

By formula: HBr + C₂F₄ = C₂HBrF₄

=  + 

By formula: C₂F₄I₂ = C₂F₄ + I₂

 +  =

By formula: C₂F₄ + Cl₂ = C₂Cl₂F₄

 + 2 = 2 + 4

By formula: C₂F₄ + 2H₂ = 2C + 4HF

 +  =

By formula: C₂F₄ + Br₂ = C₂Br₂F₄

 + 4 = 4 + 2

By formula: C₂F₄ + 4Na = 4FNa + 2C

2 =  + 2

By formula: 2CHClF₂ = C₂F₄ + 2HCl

2 =

By formula: 2C₂F₄ = C₄F₈

 + 2 = 2

By formula: C₂F₄ + 2F₂ = 2CF₄

=  + 

By formula: C₂Br₂F₄ = C₂F₄ + Br₂

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 evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C₂F₄⁺ (ion structure unspecified)

Ionization energy determinations

Appearance energy determinations

Ion clustering 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: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

 +  = C₂BrF₄^-

By formula: Br^- + C₂F₄ = C₂BrF₄^-

C₂BrF₄^- + 2 = C₄BrF₈^-

By formula: C₂BrF₄^- + 2C₂F₄ = C₄BrF₈^-

C₂ClF₄^- + 2 = C₄ClF₈^-

By formula: C₂ClF₄^- + 2C₂F₄ = C₄ClF₈^-

C₄ClF₈^- + 3 = C₆ClF₁₂^-

By formula: C₄ClF₈^- + 3C₂F₄ = C₆ClF₁₂^-

C₆ClF₁₂^- + 4 = C₈ClF₁₆^-

By formula: C₆ClF₁₂^- + 4C₂F₄ = C₈ClF₁₆^-

 +  = C₂ClF₄^-

By formula: Cl^- + C₂F₄ = C₂ClF₄^-

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• GAS (50 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm^-1 resolution

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

• gas

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.

Chase, 1998
Chase, M.W., Jr., NIST-JANAF Themochemical Tables, Fourth Edition, J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]

Kolesov, Zenkov, et al., 1962
Kolesov, V.P.; Zenkov, I.D.; Skuratov, S.M., The standard enthalpy of formation of tetrafluoroethylene, Russ. J. Phys. Chem. (Engl. Transl.), 1962, 36, 45-47. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Neugebauer and Margrave, 1956
Neugebauer, C.A.; Margrave, J.L., The heats of formation of tetrafluoroethylene, tetrafluoromethane and 1,1-difluoroethylene, J. Phys. Chem., 1956, 60, 1318-1321. [all data]

Wartenberg and Schiefer, 1955
Wartenberg, H.V.; Schiefer, J., Bildungswarmen von fluor-chlor-kohlenstoff-verbindungen, Z. Anorg. Chem., 1955, 278, 326-332. [all data]

Kirkbride and Davidson, 1954
Kirkbride, F.W.; Davidson, F.G., Heats of formation of gaseous fluoro- and fluorochloro-carbons, Nature (London), 1954, 174, 79-80. [all data]

Furukawa, McCoskey, et al., 1953
Furukawa, G.T.; McCoskey, R.E.; Reilly, M.L., Heat capacity, heats of fusion and vaporization, and vapor pressure of tetrafluoroethylene, J. Res., 1953, NBS 51, 69-72. [all data]

PCR Inc., 1990
PCR Inc., Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 1990, 1. [all data]

Lazerte, Hals, et al., 1953
Lazerte, J.D.; Hals, L.J.; Ried, T.S.; Smith, G.H., Pyrolyses of the Salts of the Perfluoro Carboxylic Acids, J. Am. Chem. Soc., 1953, 75, 4525. [all data]

Ruff and Bretschneider, 1933
Ruff, O.; Bretschneider, O., The Preparation of Hexafluoroethane and Tetrafluoroethene from Tetrafluoromethane, Z. Anorg. Allg. Chem., 1933, 210, 173. [all data]

Lebedeva and Khodeeva, 1967
Lebedeva, E.S.; Khodeeva, S.M., Liquid-Liquid-Gas Equilibrium in the System Tetrafluoroethylene-methanol, Zh. Fiz. Khim., 1967, 41, 2081-3. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Furukawa, Mccoskey, et al., 1953
Furukawa, G.T.; Mccoskey, R.E.; Reilly, M.L., Heat capacity, heats of fusion and vaporization, and vapor pressure of tetrafluoroethylene, J. RES. NATL. BUR. STAN., 1953, 51, 2, 69, https://doi.org/10.6028/jres.051.007 . [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Hiraoka, Mochizuki, et al., 2008
Hiraoka, K.; Mochizuki, N.; Wada, A.; Okada, H.; Ichikawa, T.; Asakawa, D.; Yazawa, I., Gas-phase ion/molecule reactions in C2F4, Int. J. Mass Spectrom., 2008, 272, 1, 22-28, https://doi.org/10.1016/j.ijms.2007.12.013 . [all data]

Curtiss, Raghavachari, et al., 7374
Curtiss, L.A.; Raghavachari, K.; Redfern, P.C.; Pople, J.A., Assesment of Gaussian-3 and density Functional Theories for a larger experimental test set, J. Chem. Phys. 112 (2000), 7374. [all data]

Wells, House, et al., 1994
Wells, J.R.; House, P.G.; Weitz, E., J. Phys. Chem., 1994, 98, 8343. [all data]

Lacher, Lea, et al., 1950
Lacher, J.R.; Lea, K.R.; Walden, C.H.; Olson, G.G.; Park, J.D., Reaction heats of organic fluorine compounds. III. The vapor phase heats of hydrobromination of some simple fluoroolefins, J. Am. Chem. Soc., 1950, 72, 3231-3234. [all data]

Wu, Pickard, et al., 1975
Wu, E.C.; Pickard, J.M.; Rodgers, A.S., Thermochemistry of the gas-phase reaction tetrafluoroethylene + iodine = 1,2-diiodoperfluoroethane. Heat of formation of 1,2-diiodoperfluoroethane and of iodoperfluoroethane, J. Phys. Chem., 1975, 79, 1078-1081. [all data]

Lacher, McKinley, et al., 1949
Lacher, J.R.; McKinley, J.J.; Snow, C.M.; Michel, L.; Nelson, G.; Park, J.D., Reaction heats of organic fluorine compounds. I. Apparatus and the heat of chlorination of tetrafluoroethylene, J. Am. Chem. Soc., 1949, 71, 1330-1334. [all data]

Lacher, Casali, et al., 1956
Lacher, J.R.; Casali, L.; Park, J.D., Reaction heats of organic halogen compounds V. The vapor phase bromination of tetrafluoroethylene and trifluorochloroethylene, J. Phys. Chem., 1956, 60, 608-610. [all data]

Edwards and Small, 1965
Edwards, J.W.; Small, P.A., Kinetics of the pyrolysis of chlorodifluoromethane, Ind. Eng. Chem. Fundam., 1965, 4, 396-400. [all data]

Atkinson and Trenwith, 1953
Atkinson, B.; Trenwith, A.B., 424. The thermal decomposition of tetrafluorethylene, J. Chem. Soc. London, 1953, 2082-2087. [all data]

Domalski and Armstrong, 1967
Domalski, E.S.; Armstrong, G.T., The heats of combustion of polytetrafluoroethylene (teflon) and graphite in elemental fluorine, J. Res. NBS, 1967, 71, 105-118. [all data]

Buckley, Johnson, et al., 1995
Buckley, T.J.; Johnson, R.D.; Huie, R.E.; Zhang, Z.; Kuo, S.C.; Klemm, R.B., Ionization energies, appearance energies, and thermochemistry of CF₂O and FCO, J. Phys. Chem., 1995, 99, 4879. [all data]

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Bieri, G.; Niessen, W.V.; Asbrink, L.; Svensson, A., The He(II) photoelectron spectra of the fluorosubstituted ethylenes and their analysis by the green's function method, Chem. Phys., 1981, 60, 61. [all data]

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Cullen, W.R.; Frost, D.C.; Leeder, W.R., The ultraviolet and photoelectron spectra of some unsaturated fluorocarbon derivatives, J. Fluorine Chem., 1972, 1, 227. [all data]

Brundle, Robin, et al., 1972
Brundle, C.R.; Robin, M.B.; Kuebler, N.A.; Basch, H., Perfluoro effect in photoelectron spectroscopy. I. Nonaromatic molecules, J. Am. Chem. Soc., 1972, 94, 1451. [all data]

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Lake, R.F.; Thompson, H., Photoelectron spectra of halogenated ethylenes, Proc. Roy. Soc. (London), 1970, A315, 323. [all data]

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Walter, T.A.; Lifshitz, C.; Chupka, W.A.; Berkowitz, J., Mass-spectrometric study of the photoionization of C₂F₄ and CF₄, J. Chem. Phys., 1969, 51, 3531. [all data]

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Robin, M.B.; Taylor, G.N.; Kuebler, N.A.; Bach, R.D., Planarity of the carbon skeleton in various alkylated olefins, J. Org. Chem., 1973, 38, 1049. [all data]

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Syrvatka, B.G.; Bel'ferman, A.L.; Gil'burd, M.M.; Moin, F.B., Determination of the dissociation energy of the double bond in some fluorochloro-substituted ethylenes and their ions by electron bombardment, J. Org. Chem. USSR, 1971, 7, 8, In original 9. [all data]

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Zmbov, K.F.; Uy, M.; Margrave, J.L., Mass spectrometric study of the high-temperature equilibrium C₂F₄ = 2CF₂ and the heat of formation of the CF₂ radical, J. Am. Chem. Soc., 1968, 90, 5090. [all data]

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Pottie, R.F., Ionization potential and heat of formation of the difluoromethylene radical, J. Chem. Phys., 1965, 42, 2607. [all data]

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Tikhomirov, M.V.; Komarov, V.N., Effect of the surface on the mass spectrum of tetrafluoroethylene and the appearance potential of F⁺, Zh. Fiz. Khim., 1966, 40, 1392, In original 751. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  IE (evaluated)	Recommended ionization energy
  S°gas,1 bar	Entropy of gas at standard conditions (1 bar)
  S°liquid	Entropy of liquid at standard conditions
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapS	Entropy of vaporization
  ρc	Critical density

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