imidazolide anion
- Formula: C3H3N2-
- Molecular weight: 67.0699
- IUPAC Standard InChI: InChI=1S/C3H3N2/c1-2-5-3-4-1/h1-3H/q-1
- IUPAC Standard InChIKey: JBFYUZGYRGXSFL-UHFFFAOYSA-N
- CAS Registry Number: 36954-03-7
- Chemical structure:
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Gas phase ion energetics data
Go To: Top, 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 |
|---|---|---|---|
| 2.6130 ± 0.0060 | LPES | Gianola, Ichino, et al., 2005 |
Protonation reactions
+
=
By formula: C3H3N2- + H+ = C3H4N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1464.1 ± 3.0 | kJ/mol | G+TS | Gianola, Ichino, et al., 2005 | gas phase |
| ΔrH° | 1465. ± 8.8 | kJ/mol | G+TS | Taft, Anvia, et al., 1986 | gas phase; value altered from reference due to change in acidity scale |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1433.4 ± 1.7 | kJ/mol | IMRE | Gianola, Ichino, et al., 2005 | gas phase |
| ΔrG° | 1434. ± 8.4 | kJ/mol | IMRE | Taft, Anvia, et al., 1986 | gas phase; value altered from reference due to change in acidity scale |
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.
Gianola, Ichino, et al., 2005
Gianola, A.J.; Ichino, T.; Hoenigman, R.L.; Kato, S.; Bierbaum, V.M.; Lineberger, W.C.,
Photoelectron spectra and ion chemistry of imidazolide,
J. Phys. Chem. A, 2005, 109, 50, 11504-11514, https://doi.org/10.1021/jp053566o
. [all data]
Taft, Anvia, et al., 1986
Taft, R.W.; Anvia, F.; Taagepera, M.; Catalan, J.; Elgueroy, J.,
Electrostatic proximity effects in the relative basicities of pyrazole, imidazole, pyridazine, and pyrimidine,
J. Am. Chem. Soc., 1986, 108, 3237. [all data]
Notes
Go To: Top, 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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