benzynide anion
- Formula: C6H3-
- Molecular weight: 75.0886
- IUPAC Standard InChI: InChI=1S/C6H3/c1-2-4-6-5-3-1/h1-3H/q-1
- IUPAC Standard InChIKey: WZBBFBWNGZILLY-UHFFFAOYSA-N
- Chemical structure:
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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
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
+
=
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1584. ± 13. | kJ/mol | G+TS | Guo and Grabowski, 1991 | gas phase; Acidity between MeOH and tBuOH, comparable to EtOH |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1552. ± 13. | kJ/mol | IMRB | Guo and Grabowski, 1991 | gas phase; Acidity between MeOH and tBuOH, comparable to EtOH |
| ΔrG° | 1556. ± 21. | kJ/mol | IMRB | Gronert and DePuy, 1989 | 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 |
|---|---|---|---|
| 1.51 ± 0.27 | D-EA | Guo and Grabowski, 1991 | Acidity between MeOH and tBuOH, comparable to EtOH |
Protonation reactions
+
=
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1584. ± 13. | kJ/mol | G+TS | Guo and Grabowski, 1991 | gas phase; Acidity between MeOH and tBuOH, comparable to EtOH |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1552. ± 13. | kJ/mol | IMRB | Guo and Grabowski, 1991 | gas phase; Acidity between MeOH and tBuOH, comparable to EtOH |
| ΔrG° | 1556. ± 21. | kJ/mol | IMRB | Gronert and DePuy, 1989 | 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.
Guo and Grabowski, 1991
Guo, Y.L.; Grabowski, J.J.,
Reactions of the Benzyne Radical Anion in the Gas Phase, the Acidity of the Phenyl Radical, and the Heat of Formation of ortho-Benzyne,
J. Am. Chem. Soc., 1991, 113, 16, 5923, https://doi.org/10.1021/ja00016a001
. [all data]
Gronert and DePuy, 1989
Gronert, S.; DePuy, C.H.,
The Dehydrophenyl Anion and the Gas Phase Ion Chemistry of Benzyne,
J. Am. Chem. Soc., 1989, 111, 26, 9253, https://doi.org/10.1021/ja00208a032
. [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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