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HC(CN)2 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

C3HN2- + Hydrogen cation = Propanedinitrile

By formula: C3HN2- + H+ = C3H2N2

Quantity Value Units Method Reference Comment
Deltar335.8 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Deltar336.0 ± 2.6kcal/molG+TSCumming and Kebarle, 1978gas phase
Quantity Value Units Method Reference Comment
Deltar328.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Deltar328.2 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas phase
Deltar328.9 ± 2.0kcal/molIMRETaft, Abboud, et al., 1988gas phase; Revised: 91TAF

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
2.880 ± 0.010LPESGoebbert, Velarde, et al., 2010 

Protonation reactions

C3HN2- + Hydrogen cation = Propanedinitrile

By formula: C3HN2- + H+ = C3H2N2

Quantity Value Units Method Reference Comment
Deltar335.8 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Deltar336.0 ± 2.6kcal/molG+TSCumming and Kebarle, 1978gas phase
Quantity Value Units Method Reference Comment
Deltar328.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Deltar328.2 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas phase
Deltar328.9 ± 2.0kcal/molIMRETaft, Abboud, et al., 1988gas phase; Revised: 91TAF

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.

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [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]

Taft, Abboud, et al., 1988
Taft, R.W.; Abboud, J.L.M.; Anvia, F.; Berthelot, M.; Fujio, M.; Gal, J.-F.; Headley, A.D.; Henderson, W.G., Regarding the Inherent Dependence of Resonance Effects of Strongly Conjugated Substituents on Electron Demand, J. Am. Chem. Soc., 1988, 110, 6, 1797, https://doi.org/10.1021/ja00214a023 . [all data]

Goebbert, Velarde, et al., 2010
Goebbert, D.J.; Velarde, L.; Khuseynov, D.; Sanov, A., C-H Bond Dissociation Energy of Malononitrile, J. Phys. Chem. Lett., 2010, 1, 4, 792-795, https://doi.org/10.1021/jz900379t . [all data]


Notes

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