Vinyloxy radical
- Formula: C2H3O
- Molecular weight: 43.0446
- IUPAC Standard InChI: InChI=1S/C2H3O/c1-2-3/h2H,1H2
- IUPAC Standard InChIKey: FATAVLOOLIRUNA-UHFFFAOYSA-N
- CAS Registry Number: 6912-06-7
- Chemical structure:
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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 as indicated in comments:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C2H3O+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.85 | EI | Lambert, Christie, et al., 1968 | RDSH |
Anion protonation reactions
C2H3O- + =
By formula: C2H3O- + H+ = C2H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 366.42 ± 0.81 | kcal/mol | D-EA | Mead, Lykke, et al., 1984 | gas phase; Uncertainty: 6 millical/mol (0.26 micro-eV).Dipolebound state at ca. 14.3 cal/mol (5 cm-1); B |
| ΔrH° | 365.8 ± 2.2 | kcal/mol | G+TS | Bartmess, Scott, et al., 1979 | gas phase; Acid: ethanal. The enol is 9.6 kcal/mol more acidic: Holmes and Lossing, 1982; value altered from reference due to change in acidity scale; B |
| ΔrH° | 366.5 ± 2.9 | kcal/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 359.6 ± 1.2 | kcal/mol | H-TS | Mead, Lykke, et al., 1984 | gas phase; Uncertainty: 6 millical/mol (0.26 micro-eV).Dipolebound state at ca. 14.3 cal/mol (5 cm-1); B |
| ΔrG° | 359.0 ± 2.0 | kcal/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; Acid: ethanal. The enol is 9.6 kcal/mol more acidic: Holmes and Lossing, 1982; value altered from reference due to change in acidity scale; B |
| ΔrG° | 359.7 ± 2.0 | kcal/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
References
Go To: Top, Gas phase ion energetics data, NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lambert, Christie, et al., 1968
Lambert, R.M.; Christie, M.I.; Golesworthy, R.C.; Linnett, J.W.,
Mass spectrometric study of the reaction of nitrogen atoms with acetaldehyde,
Proc. Roy. Soc. (London), 1968, A302, 167. [all data]
Mead, Lykke, et al., 1984
Mead, R.D.; Lykke, K.R.; Lineberger, W.C.; Marks, J.; Brauman, J.I.,
Spectroscopy and Dynamics of the Dipole-Bound State of Acetaldehyde Enolate.,
J. Chem. Phys., 1984, 81, 11, 4883., https://doi.org/10.1063/1.447515
. [all data]
Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr.,
The gas phase acidity scale from methanol to phenol,
J. Am. Chem. Soc., 1979, 101, 6047. [all data]
Holmes and Lossing, 1982
Holmes, J.L.; Lossing, F.P.,
Heats of formation of the ionic and neutral enols of acetaldehyde and acetone,
J. Am. Chem. Soc., 1982, 104, 2648. [all data]
Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P.,
Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A),
Can. J. Chem., 1978, 56, 1. [all data]
Notes
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- Symbols used in this document:
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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