2-Aminopyridine

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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 as indicated in comments:
B - John E. Bartmess
RCD - Robert C. Dunbar

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Individual Reactions

C5H5N2- + Hydrogen cation = 2-Aminopyridine

By formula: C5H5N2- + H+ = C5H6N2

Quantity Value Units Method Reference Comment
Δr1519. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr1518. ± 8.8kJ/molG+TSTaft and Bordwell, 1988gas phase; B
Quantity Value Units Method Reference Comment
Δr1489. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr1488. ± 8.4kJ/molIMRETaft and Bordwell, 1988gas phase; B

Lithium ion (1+) + 2-Aminopyridine = (Lithium ion (1+) • 2-Aminopyridine)

By formula: Li+ + C5H6N2 = (Li+ • C5H6N2)

Quantity Value Units Method Reference Comment
Δr238. ± 21.kJ/molCIDTRodgers, 2001RCD

Sodium ion (1+) + 2-Aminopyridine = (Sodium ion (1+) • 2-Aminopyridine)

By formula: Na+ + C5H6N2 = (Na+ • C5H6N2)

Quantity Value Units Method Reference Comment
Δr146. ± 5.9kJ/molCIDTRodgers, 2001RCD

Potassium ion (1+) + 2-Aminopyridine = (Potassium ion (1+) • 2-Aminopyridine)

By formula: K+ + C5H6N2 = (K+ • C5H6N2)

Quantity Value Units Method Reference Comment
Δr103. ± 4.kJ/molCIDTRodgers, 2001RCD

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.

Meot-ner and Kafafi, 1988
Meot-ner, M.; Kafafi, S.A., Carbon Acidities of Aromatic Compounds, J. Am. Chem. Soc., 1988, 110, 19, 6297, https://doi.org/10.1021/ja00227a003 . [all data]

Kiefer, Zhang, et al., 1997
Kiefer, J.H.; Zhang, Q.; Kern, R.D.; Yao, J.; Jursic, B., Pyrolysis of Aromatic Azines: Pyrazine, Pyrimidine, and Pyridine, J. Phys. Chem. A, 1997, 101, 38, 7061, https://doi.org/10.1021/jp970211z . [all data]

Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G., Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase, Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005 . [all data]

Rodgers, 2001
Rodgers, M.T., Substituent Effects in the Binding of Alkali Metal Ions to Pyridines, Studied by Threshold Collision-Induced Dissociation and ab Initio Theory: The Aminopyridines, J. Phys. Chem. A, 2001, 105, 35, 8145, https://doi.org/10.1021/jp011555z . [all data]


Notes

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