pNO2-phenoxide 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

C6H4NO3- + Hydrogen cation = Phenol, 4-nitro-

By formula: C6H4NO3- + H+ = C6H5NO3

Quantity Value Units Method Reference Comment
Δr1371. ± 8.8kJ/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr1343. ± 8.4kJ/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C6H4NO3- + Methyl Alcohol = (C6H4NO3- • Methyl Alcohol)

By formula: C6H4NO3- + CH4O = (C6H4NO3- • CH4O)

Quantity Value Units Method Reference Comment
Δr21. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.

C6H4NO3- + Dimethyl Sulfoxide = (C6H4NO3- • Dimethyl Sulfoxide)

By formula: C6H4NO3- + C2H6OS = (C6H4NO3- • C2H6OS)

Quantity Value Units Method Reference Comment
Δr25. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.

C6H4NO3- + Acetonitrile = (C6H4NO3- • Acetonitrile)

By formula: C6H4NO3- + C2H3N = (C6H4NO3- • C2H3N)

Quantity Value Units Method Reference Comment
Δr24. ± 6.7kJ/molIMREChowdhury, Grimsrud, et al., 1987gas phase; Free energy affinity at 70°C.

C6H4NO3- + Silicon tetrafluoride = C6H4F4NO3Si-

By formula: C6H4NO3- + F4Si = C6H4F4NO3Si-

Quantity Value Units Method Reference Comment
Δr58.2 ± 2.5kJ/molIMREWilliamson, Knighton, et al., 2001gas phase; at 150 C

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.

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]

Chowdhury, Grimsrud, et al., 1987
Chowdhury, S.; Grimsrud, E.P.; Kebarle, P., Bonding of Charged Delocalized Anions to Protic and Dipolar Aprotic Solvent Molecules, J. Phys. Chem., 1987, 91, 10, 2551, https://doi.org/10.1021/j100294a021 . [all data]

Williamson, Knighton, et al., 2001
Williamson, D.H.; Knighton, W.B.; Grimsrud, E.P., Lewis acid-base interactions of SiF4 with molecular anions formed by electron capture reactions, Int. J. Mass Spectrom., 2001, 206, 1-2, 53-61, https://doi.org/10.1016/S1387-3806(00)00388-2 . [all data]


Notes

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