MeCH=CHO anion
- Formula: C3H5O-
- Molecular weight: 57.0717
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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 |
---|---|---|---|
1.5700 ± 0.0020 | N/A | Yacovitch, Kim, et al., 2011 | E isomer |
1.61060 ± 0.00080 | N/A | Yacovitch, Kim, et al., 2011 | Z isomer. Major isomer formed on deprotonation of propanal |
1.590 ± 0.020 | LPES | Alconcel, Deyerl, et al., 2001 | E-isomer |
1.760 ± 0.020 | LPES | Alconcel, Deyerl, et al., 2001 | Z-isomer |
1.735 ± 0.013 | LPD | Römer and Brauman, 1997 | (Z)-isomer |
1.6175 ± 0.0087 | LPD | Römer and Brauman, 1997 | (E)-isomer |
1.6210 ± 0.0060 | LPD | Brinkman, Berger, et al., 1993 | |
1.611 ± 0.023 | LPES | Ellison, Engleking, et al., 1982 | |
1.687 ± 0.056 | PD | Zimmerman, Reed, et al., 1977 |
Protonation reactions
By formula: C3H5O- + H+ = C3H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 365.2 ± 2.1 | kcal/mol | G+TS | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale |
ΔrH° | 366.0 ± 2.4 | kcal/mol | G+TS | Cumming and Kebarle, 1978 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 358.7 ± 2.0 | kcal/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale |
ΔrG° | 359.4 ± 2.0 | kcal/mol | IMRE | Cumming and Kebarle, 1978 | 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.
Yacovitch, Kim, et al., 2011
Yacovitch, T.I.; Kim, J.B.; Garand, E.; van der Poll, D.G.; Neumark, D.M.,
Slow photoelectron velocity-map imaging spectroscopy of the n-methylvinoxide anion,
J. Chem. Phys., 2011, 134, 13, 134307, https://doi.org/10.1063/1.3572269
. [all data]
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]
Römer and Brauman, 1997
Römer, B.C.; Brauman, J.I.,
Electron Photodetachment Spectroscopy of (E) and (Z)-Propionaldehyde Enolate Anions. Electron Affinities of the Stereoisomers of Propionaldehyde Enolate Radicals.,
J. Am. Chem. Soc., 1997, 119, 8, 2054, https://doi.org/10.1021/ja962482d
. [all data]
Brinkman, Berger, et al., 1993
Brinkman, E.A.; Berger, S.; Marks, J.; Brauman, J.I.,
Molecular Rotation and the Observation of Dipole-Bound States of Anions,
J. Chem. Phys., 1993, 99, 10, 7586, https://doi.org/10.1063/1.465688
. [all data]
Ellison, Engleking, et al., 1982
Ellison, G.B.; Engleking, P.C.; Lineberger, W.C.,
Photoelectron spectroscopy of alkoxide and enolate negative ions,
J. Phys. Chem., 1982, 86, 4873. [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]
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]
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
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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