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3-aza-benzoate 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C6H4NO2- + Hydrogen cation = Niacin

By formula: C6H4NO2- + H+ = C6H5NO2

Quantity Value Units Method Reference Comment
Deltar1399. ± 8.4kJ/molCIDCSchafman and Wenthold, 2007gas phase
Deltar1395. ± 12.kJ/molG+TSBreuker, Knochenmuss, et al., 1999gas phase; Acid: nicotinic acid
Quantity Value Units Method Reference Comment
Deltar1370. ± 9.2kJ/molH-TSSchafman and Wenthold, 2007gas phase
Deltar1366. ± 11.kJ/molIMRBBreuker, Knochenmuss, et al., 1999gas phase; Acid: nicotinic acid

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
4.00 ± 0.16D-EASchafman and Wenthold, 2007 
3.95 ± 0.10LPESWang, Dacres, et al., 2003Vertical Detachment Energy: 4.30±0.01 eV

Protonation reactions

C6H4NO2- + Hydrogen cation = Niacin

By formula: C6H4NO2- + H+ = C6H5NO2

Quantity Value Units Method Reference Comment
Deltar1399. ± 8.4kJ/molCIDCSchafman and Wenthold, 2007gas phase
Deltar1395. ± 12.kJ/molG+TSBreuker, Knochenmuss, et al., 1999gas phase; Acid: nicotinic acid
Quantity Value Units Method Reference Comment
Deltar1370. ± 9.2kJ/molH-TSSchafman and Wenthold, 2007gas phase
Deltar1366. ± 11.kJ/molIMRBBreuker, Knochenmuss, et al., 1999gas phase; Acid: nicotinic acid

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.

Schafman and Wenthold, 2007
Schafman, B.S.; Wenthold, P.G., Regioselectivity of pyridine deprotonation in the gas phase, J. Org. Chem., 2007, 72, 5, 1645-1651, https://doi.org/10.1021/jo062117x . [all data]

Breuker, Knochenmuss, et al., 1999
Breuker, K.; Knochenmuss, R.; Zenobi, R., Gas-phase basicities of deprotonated matrix-assisted laser desorption/ionization matrix molecules, Int. J. Mass Spectrom., 1999, 184, 1, 25-38, https://doi.org/10.1016/S1387-3806(98)14200-8 . [all data]

Wang, Dacres, et al., 2003
Wang, X.B.; Dacres, J.E.; Yang, X.; Broadus, K.M.; Lis, L.; Wang, L.S.; Kass, S.R., Photodetachment of zwitterions: Probing intramolecular Coulomb repulsion and attraction in the gas phase using pyridinium dicarboxylate anions, J. Am. Chem. Soc., 2003, 125, 1, 296-304, https://doi.org/10.1021/ja028204y . [all data]


Notes

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