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1H-1,2,3-Triazole


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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C2H2N3- + Hydrogen cation = 1H-1,2,3-Triazole

By formula: C2H2N3- + H+ = C2H3N3

Quantity Value Units Method Reference Comment
Deltar346.4 ± 2.1kcal/molG+TSCatalan, Claramunt, et al., 1988gas phase; The authors state the acidity is for the 2H isomer, which is more stable(G3MP2B3)in the gas phase than the 1H isomer by 3 kcal/mol. However, only the 1H isomer is commercially available; thus, this may not be a clean equilibrium.; B
Quantity Value Units Method Reference Comment
Deltar339.1 ± 2.0kcal/molIMRECatalan, Claramunt, et al., 1988gas phase; The authors state the acidity is for the 2H isomer, which is more stable(G3MP2B3)in the gas phase than the 1H isomer by 3 kcal/mol. However, only the 1H isomer is commercially available; thus, this may not be a clean equilibrium.; B

Sodium ion (1+) + 1H-1,2,3-Triazole = (Sodium ion (1+) bullet 1H-1,2,3-Triazole)

By formula: Na+ + C2H3N3 = (Na+ bullet C2H3N3)

Quantity Value Units Method Reference Comment
Deltar22.9 ± 1.1kcal/molCIDTRodgers and Armentrout, 1999RCD

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
0.00.CIDTRodgers and Armentrout, 1999RCD

1H-1,2,3-Triazole = 1H-1,2,4-Triazole

By formula: C2H3N3 = C2H3N3

Quantity Value Units Method Reference Comment
Deltar2.8kcal/molEqkMauret, Fayet, et al., 1973liquid phase; solvent: Benzene; ALS

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.

Catalan, Claramunt, et al., 1988
Catalan, J.; Claramunt, R.M.; Elguero, J.; Menedez, M.; Anvia, F.; Quian, J.H.; Taagepera, M.; Taft, R.W., Basicity and Acidity of Azoles. The Annelation Effect in Azoles., J. Am. Chem. Soc., 1988, 110, 13, 4107, https://doi.org/10.1021/ja00221a001 . [all data]

Rodgers and Armentrout, 1999
Rodgers, M.T.; Armentrout, P.B., Absolute Alkali Metal Ion Binding Affinities of Several Azoles Determined by Threshold Collision-Induced Dissociation, Int. J. Mass Spectrom. Ion Proc., 1999, 185/186/187, 359. [all data]

Mauret, Fayet, et al., 1973
Mauret, P.; Fayet, J.P.; Fabre, M.; Elguero, J.; Pardo, M.d.C., Tautomerism study of «upsilon»-triazole from dipolar moment measurements, J. Chim. Phys. Phys.-Chim. Biol., 1973, 70, 1483-1485. [all data]


Notes

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