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Benzoic acid, 4-cyano-

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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
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
10.0EITobita, Tajima, et al., 1984LBLHLM
10.3 ± 0.2EIBenoit, 1973LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C7H4N+15.7 ± 0.2CO+OHEIBenoit, 1973LLK
C8H4NO+12.7 ± 0.2OHEIBenoit, 1973LLK

De-protonation reactions

C8H4NO2- + Hydrogen cation = Benzoic acid, 4-cyano-

By formula: C8H4NO2- + H+ = C8H5NO2

Quantity Value Units Method Reference Comment
Deltar1372. ± 8.8kJ/molG+TSKebarle and McMahon, 1977gas phase; B
Quantity Value Units Method Reference Comment
Deltar1342. ± 8.4kJ/molIMREKebarle and McMahon, 1977gas phase; B

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Tobita, Tajima, et al., 1984
Tobita, S.; Tajima, S.; Tsuchiya, T., The substituent effect on the single and double hydrogen atom transfer reactions in para-substituted benzoic acid isobutyl esters, Org. Mass Spectrom., 1984, 19, 326. [all data]

Benoit, 1973
Benoit, F., Substituent effects in mass spectrometry. III. Substituent effects in the dissociation of the molecular ions of para and meta subtituted benzoic acids, Org. Mass Spectrom., 1973, 7, 295. [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [all data]


Notes

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