3-aza-benzoate anion
- Formula: C6H4NO2-
- Molecular weight: 122.1020
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics 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
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Individual Reactions
By formula: C6H4NO2- + H+ = C6H5NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 334.4 ± 2.0 | kcal/mol | CIDC | Schafman and Wenthold, 2007 | gas phase |
ΔrH° | 333.4 ± 2.9 | kcal/mol | G+TS | Breuker, Knochenmuss, et al., 1999 | gas phase; Acid: nicotinic acid |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 327.4 ± 2.2 | kcal/mol | H-TS | Schafman and Wenthold, 2007 | gas phase |
ΔrG° | 326.4 ± 2.7 | kcal/mol | IMRB | Breuker, Knochenmuss, et al., 1999 | gas 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 ± 0.16 | D-EA | Schafman and Wenthold, 2007 | |
3.95 ± 0.10 | LPES | Wang, Dacres, et al., 2003 | Vertical Detachment Energy: 4.30±0.01 eV |
Protonation reactions
By formula: C6H4NO2- + H+ = C6H5NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 334.4 ± 2.0 | kcal/mol | CIDC | Schafman and Wenthold, 2007 | gas phase |
ΔrH° | 333.4 ± 2.9 | kcal/mol | G+TS | Breuker, Knochenmuss, et al., 1999 | gas phase; Acid: nicotinic acid |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 327.4 ± 2.2 | kcal/mol | H-TS | Schafman and Wenthold, 2007 | gas phase |
ΔrG° | 326.4 ± 2.7 | kcal/mol | IMRB | Breuker, Knochenmuss, et al., 1999 | gas 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
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EAneutral Electron affinity of neutral species ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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