CH2=C(Et)O anion
- Formula: C4H7O-
- Molecular weight: 71.0983
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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 by: John E. Bartmess
Electron affinity of neutral species
| EAneutral (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.760 ± 0.020 | LPES | Alconcel, Deyerl, et al., 2001 | |
| 1.84 ± 0.15 | D-EA | Chyall, Brickhouse, et al., 1994 | Primary and secondary sites are of equal acidity by equilibration. Acidity from Zimmerman, Reed, et al., 1977 |
| 1.752 ± 0.056 | PD | Zimmerman, Reed, et al., 1977 |
Protonation reactions
C4H7O- + =
By formula: C4H7O- + H+ = C4H8O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 367.2 ± 2.8 | kcal/mol | G+TS | Chyall, Brickhouse, et al., 1994 | gas phase; Primary and secondary sites are of equal acidity by equilibration. Acidity from Zimmerman, Reed, et al., 1977 |
| ΔrH° | 369.2 ± 2.4 | kcal/mol | D-EA | Zimmerman, Reed, et al., 1977 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 360.4 ± 2.6 | kcal/mol | IMRE | Chyall, Brickhouse, et al., 1994 | gas phase; Primary and secondary sites are of equal acidity by equilibration. Acidity from Zimmerman, Reed, et al., 1977 |
| ΔrG° | 362.4 ± 2.6 | kcal/mol | H-TS | Zimmerman, Reed, et al., 1977 | gas phase |
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.
Alconcel, Deyerl, et al., 2001
Alconcel, L.S.; Deyerl, H.J.; Continetti, R.E.,
Effects of alkyl substitution on the energetics of enolate anions and radicals,
J. Am. Chem. Soc., 2001, 123, 50, 12675-12681, https://doi.org/10.1021/ja0120431
. [all data]
Chyall, Brickhouse, et al., 1994
Chyall, L.J.; Brickhouse, M.D.; Schnute, M.E.; Squires, R.R.,
Kinetic versus thermodynamic control in the deprotonation of unsymmetrical ketones in the gas phase,
J. Am. Chem. Soc., 1994, 116, 19, 8681, https://doi.org/10.1021/ja00098a031
. [all data]
Zimmerman, Reed, et al., 1977
Zimmerman, A.H.; Reed, K.J.; Brauman, J.I.,
Photodetachment of electrons from enolate anions. Gas phase electron affinities of enolate radicals,
J. Am. Chem. Soc., 1977, 99, 7203. [all data]
Notes
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- 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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