p-Benzoquinone, 2,3,5,6-tetrafluoro-
- Formula: C6F4O2
- Molecular weight: 180.0566
- IUPAC Standard InChI: InChI=1S/C6F4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
- IUPAC Standard InChIKey: JKLYZOGJWVAIQS-UHFFFAOYSA-N
- CAS Registry Number: 527-21-9
- 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: p-Fluoranil; 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrafluoro-; Fluoranil; Fluoroanil; Tetrafluoro-p-benzoquinone; Tetrafluoro-1,4-benzoquinone; Tetrafluoroquinone; 2,3,5,6-Tetrafluoro-p-benzoquinone; Perfluoro-p-benzoquinone; p-Benzoquinone, tetrafluoro-; 2,3,5,6-Tetrafluoro-1,4-benzoquinone; Tetrafluorobenzoquinone; NSC 264881; Tetrafluoro-p-quinone
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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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
B - John E. Bartmess
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 2.70 ± 0.10 | IMRE | Heinis, Chowdhury, et al., 1988 | ΔGea(423 K) = -60.9 kcal/mol; ΔSea (estimated) = -3.5 eu.; B |
| 2.446 ± 0.048 | IMRE | Fukuda and McIver, 1985 | ΔGea(355 K) = -55.2 kcal/mol; ΔSea =-3.5, est. from data in Heinis, Chowdhury, et al., 1988; B |
| 2.92 ± 0.20 | NBIE | Cooper, Frey, et al., 1978 | B |
| 2.26794 | SI | Page and Goode, 1969 | The Magnetron method, lacking mass analysis, is not considered reliable.; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.7 | PE | Asbrink, Svensson, et al., 1981 | LLK |
| 10.96 ± 0.05 | PE | Dougherty and McGlynn, 1977 | Vertical value; LLK |
References
Go To: Top, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Heinis, Chowdhury, et al., 1988
Heinis, T.; Chowdhury, S.; Scott, S.L.; Kebarle, P.,
Electron Affinities of Benzo-, Naphtho-, and Anthraquinones Determined from Gas-Phase Equilibria Measurements,
J. Am. Chem. Soc., 1988, 110, 2, 400, https://doi.org/10.1021/ja00210a015
. [all data]
Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr.,
Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO2) from 74CEL/BEN],
J. Am. Chem. Soc., 1985, 107, 2291. [all data]
Cooper, Frey, et al., 1978
Cooper, C.D.; Frey, W.F.; Compton, R.N.,
Negative ion properties of fluoranil, chloranil, and bromanil: Electron affinities,
J. Chem. Phys., 1978, 69, 2367. [all data]
Page and Goode, 1969
Page, F.M.; Goode, G.C.,
Negative Ions and the Magnetron., Wiley, NY, 1969. [all data]
Asbrink, Svensson, et al., 1981
Asbrink, L.; Svensson, A.; Von Niessen, W.; Bieri, G.,
30.4 nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1981, 24, 293. [all data]
Dougherty and McGlynn, 1977
Dougherty, D.; McGlynn, S.P.,
Photoelectron spectroscopy of carbonyls. 1,4-Benzoquinones,
J. Am. Chem. Soc., 1977, 99, 3234. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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