pentafluorophenoxide anion
- Formula: C6F5O-
- Molecular weight: 183.0562
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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 by: John E. Bartmess
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Individual Reactions
C6F5O- + =
By formula: C6F5O- + H+ = C6HF5O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 328.0 ± 2.2 | kcal/mol | G+TS | Koppel, Taft, et al., 1994 | gas phase |
| ΔrH° | <389.5 ± 2.7 | kcal/mol | Acid | Briscese and Riveros, 1975 | gas phase; HO- + C6F6 -> , acidity probably ca. 320 kcal |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 320.8 ± 2.0 | kcal/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase |
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 by: John E. Bartmess
Electron affinity of neutral species
| EAneutral (eV) | Method | Reference | Comment |
|---|---|---|---|
| 3.11 ± 0.13 | D-EA | Koppel, Taft, et al., 1994 | |
| 3.057 ± 0.087 | ECD | Hernandez-Gill, Wentworth, et al., 1984 |
Protonation reactions
C6F5O- + =
By formula: C6F5O- + H+ = C6HF5O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 328.0 ± 2.2 | kcal/mol | G+TS | Koppel, Taft, et al., 1994 | gas phase |
| ΔrH° | <389.5 ± 2.7 | kcal/mol | Acid | Briscese and Riveros, 1975 | gas phase; HO- + C6F6 -> , acidity probably ca. 320 kcal |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 320.8 ± 2.0 | kcal/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase |
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.
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]
Briscese and Riveros, 1975
Briscese, S.M.J.; Riveros, J.M.,
Gas phase nucleophilic reactions of aromatic systems,
J. Am. Chem. Soc., 1975, 97, 230. [all data]
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]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EAneutral Electron affinity of neutral species ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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