2-Aminopyridine

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Gas phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas28.23 ± 0.26kcal/molCcbBickerton, Pilcher, et al., 1984 

Condensed phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfsolid9.4 ± 0.2kcal/molCcbBickerton, Pilcher, et al., 1984 
Quantity Value Units Method Reference Comment
Δcsolid-684.6 ± 0.1kcal/molCcbBickerton, Pilcher, et al., 1984 

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

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

C5H5N2- + Hydrogen cation = 2-Aminopyridine

By formula: C5H5N2- + H+ = C5H6N2

Quantity Value Units Method Reference Comment
Δr363.1 ± 2.5kcal/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
Δr362.8 ± 2.1kcal/molG+TSTaft and Bordwell, 1988gas phase; B
Quantity Value Units Method Reference Comment
Δr355.8 ± 2.0kcal/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
Δr355.6 ± 2.0kcal/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
Δr56.8 ± 5.0kcal/molCIDTRodgers, 2001RCD

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

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

Quantity Value Units Method Reference Comment
Δr35.0 ± 1.4kcal/molCIDTRodgers, 2001RCD

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

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

Quantity Value Units Method Reference Comment
Δr24.7 ± 0.9kcal/molCIDTRodgers, 2001RCD

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Bickerton, Pilcher, et al., 1984
Bickerton, J.; Pilcher, G.; Al-Takhin, G., Enthalpies of combustion of the three aminopyridines and the three cyanopyridines, J. Chem. Thermodyn., 1984, 16, 373-378. [all data]

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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