2,3,5,6-Tetrafluorophenol
- Formula: C6H2F4O
- Molecular weight: 166.0731
- IUPAC Standard InChI: InChI=1S/C6H2F4O/c7-2-1-3(8)5(10)6(11)4(2)9/h1,11H
- IUPAC Standard InChIKey: PBYIIRLNRCVTMQ-UHFFFAOYSA-N
- CAS Registry Number: 769-39-1
- 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: Phenol, 2,3,5,6-tetrafluoro-
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, 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: John E. Bartmess
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Individual Reactions
C6HF4O- + =
By formula: C6HF4O- + H+ = C6H2F4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 337.1 ± 2.8 | kcal/mol | D-EA | Hernandez-Gill, Wentworth, et al., 1984 | gas phase; Probably ca. 10 kcal/mol more acidic than this, based on substituent effects - JEB |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, References, Notes
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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.40 ± 0.02 | PE | Maier, Marthaler, et al., 1980 | Vertical value; LLK |
De-protonation reactions
C6HF4O- + =
By formula: C6HF4O- + H+ = C6H2F4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 337.1 ± 2.8 | kcal/mol | D-EA | Hernandez-Gill, Wentworth, et al., 1984 | gas phase; Probably ca. 10 kcal/mol more acidic than this, based on substituent effects - JEB; B |
References
Go To: Top, Reaction thermochemistry data, 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.
Hernandez-Gill, Wentworth, et al., 1984
Hernandez-Gill, N.; Wentworth, W.E.; Chen, E.C.M.,
Electron affinities of fluorinated phenoxy radicals,
J. Phys. Chem., 1984, 88, 6181. [all data]
Maier, Marthaler, et al., 1980
Maier, J.P.; Marthaler, O.; Mohraz, M.,
Emission spectra of the cations of some fluorosubstituted phenols in the gaseous phase,
J. Electron Spectrosc. Relat. Phenom., 1980, 19, 11. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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