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MeCH=CHO anion


Reaction thermochemistry 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

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Individual Reactions

C3H5O- + Hydrogen cation = Propanal

By formula: C3H5O- + H+ = C3H6O

Quantity Value Units Method Reference Comment
Deltar365.2 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Deltar366.0 ± 2.4kcal/molG+TSCumming and Kebarle, 1978gas phase
Quantity Value Units Method Reference Comment
Deltar358.7 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Deltar359.4 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas 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
1.5700 ± 0.0020N/AYacovitch, Kim, et al., 2011E isomer
1.61060 ± 0.00080N/AYacovitch, Kim, et al., 2011Z isomer. Major isomer formed on deprotonation of propanal
1.590 ± 0.020LPESAlconcel, Deyerl, et al., 2001E-isomer
1.760 ± 0.020LPESAlconcel, Deyerl, et al., 2001Z-isomer
1.735 ± 0.013LPDRömer and Brauman, 1997(Z)-isomer
1.6175 ± 0.0087LPDRömer and Brauman, 1997(E)-isomer
1.6210 ± 0.0060LPDBrinkman, Berger, et al., 1993 
1.611 ± 0.023LPESEllison, Engleking, et al., 1982 
1.687 ± 0.056PDZimmerman, Reed, et al., 1977 

Protonation reactions

C3H5O- + Hydrogen cation = Propanal

By formula: C3H5O- + H+ = C3H6O

Quantity Value Units Method Reference Comment
Deltar365.2 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Deltar366.0 ± 2.4kcal/molG+TSCumming and Kebarle, 1978gas phase
Quantity Value Units Method Reference Comment
Deltar358.7 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Deltar359.4 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas 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.

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]

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]


Notes

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