1H-1,2,4-Triazole

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

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Individual Reactions

C2H2N3- + Hydrogen cation = 1H-1,2,4-Triazole

By formula: C2H2N3- + H+ = C2H3N3

Quantity Value Units Method Reference Comment
Δr344.2 ± 2.1kcal/molG+TSTaft, 1991gas phase; B
Quantity Value Units Method Reference Comment
Δr336.9 ± 2.0kcal/molIMRETaft, 1991gas phase; B

Sodium ion (1+) + 1H-1,2,4-Triazole = (Sodium ion (1+) • 1H-1,2,4-Triazole)

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

Quantity Value Units Method Reference Comment
Δr29.6 ± 1.2kcal/molCIDTRodgers and Armentrout, 2000RCD

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
0.00.CIDTRodgers and Armentrout, 2000RCD

1-[1,2,4]Triazol-1-ylethanone + Water = 1H-1,2,4-Triazole + Acetic acid

By formula: C4H5N3O + H2O = C2H3N3 + C2H4O2

Quantity Value Units Method Reference Comment
Δr-7.29 ± 0.06kcal/molCmWadso, 1960solid phase; Heat of hydrolysis; ALS

1-Butanamine + 1-[1,2,4]Triazol-1-ylethanone = Acetamide, N-butyl- + 1H-1,2,4-Triazole

By formula: C4H11N + C4H5N3O = C6H13NO + C2H3N3

Quantity Value Units Method Reference Comment
Δr-20.50 ± 0.06kcal/molCmWadso, 1962solid phase; ALS

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

By formula: C2H3N3 = C2H3N3

Quantity Value Units Method Reference Comment
Δr2.8kcal/molEqkMauret, Fayet, et al., 1973liquid phase; solvent: Benzene; ALS

1-[1,2,4]Triazol-1-ylethanone + Aniline = Acetamide, N-phenyl- + 1H-1,2,4-Triazole

By formula: C4H5N3O + C6H7N = C8H9NO + C2H3N3

Quantity Value Units Method Reference Comment
Δr-17.28 ± 0.08kcal/molCmWadso, 1962solid phase; ALS

Lithium ion (1+) + 1H-1,2,4-Triazole = (Lithium ion (1+) • 1H-1,2,4-Triazole)

By formula: Li+ + C2H3N3 = (Li+ • C2H3N3)

Quantity Value Units Method Reference Comment
Δr45.7 ± 1.9kcal/molCIDTRodgers and Armentrout, 2000RCD

Potassium ion (1+) + 1H-1,2,4-Triazole = (Potassium ion (1+) • 1H-1,2,4-Triazole)

By formula: K+ + C2H3N3 = (K+ • C2H3N3)

Quantity Value Units Method Reference Comment
Δr20.8 ± 1.2kcal/molCIDTRodgers and Armentrout, 2000RCD

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry data, Gas Chromatography, References, Notes

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

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Quantity Value Units Method Reference Comment
Proton affinity (review)211.8kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity204.6kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.8PEPalmer, Simpson, et al., 1981LLK
10.1PEPalmer, Simpson, et al., 1981Vertical value; LLK
10.6PEGuimon, Pfister-Guillouzo, et al., 1980Vertical value; LLK
10.0PECradock, Findlay, et al., 1973Vertical value; LLK

De-protonation reactions

C2H2N3- + Hydrogen cation = 1H-1,2,4-Triazole

By formula: C2H2N3- + H+ = C2H3N3

Quantity Value Units Method Reference Comment
Δr344.2 ± 2.1kcal/molG+TSTaft, 1991gas phase; B
Quantity Value Units Method Reference Comment
Δr336.9 ± 2.0kcal/molIMRETaft, 1991gas phase; B

Gas Chromatography

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
CapillaryOV-101110.1116.Zhuravleva, 200050. m/0.3 mm/0.4 μm, He
CapillaryOV-101110.1116.Golovnya, Kuz'menko, et al., 199950. m/0.3 mm/0.4 μm, He

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes

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

Taft, 1991
Taft, R.W., , personal communication, Aug, 1991. [all data]

Rodgers and Armentrout, 2000
Rodgers, M.T.; Armentrout, P.B., Noncovalent Metal-Ligand Bond Energies as Studied by Threshold Collision-Induced Dissociation, Mass Spectrom. Rev., 2000, 19, 4, 215, https://doi.org/10.1002/1098-2787(200007)19:4<215::AID-MAS2>3.0.CO;2-X . [all data]

Wadso, 1960
Wadso, I., Heats of hydrolysis of N-acetylated imidazole, 1,2,4-triazole and tetrazole, Acta Chem. Scand., 1960, 14, 903-908. [all data]

Wadso, 1962
Wadso, I., Heats of aminolysis and hydrolysis of some N-acetyl compounds and of acetic anhydride, Acta Chem. Scand., 1962, 16, 471-478. [all data]

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

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Palmer, Simpson, et al., 1981
Palmer, M.H.; Simpson, I.; Wheeler, J.R., Gas phase tautomerism in the triazoles and tetrazoles: A study by photoelectron spectroscopy and ab initio molecular orbital calculations, Z. Naturforsch. A:, 1981, 36, 1246. [all data]

Guimon, Pfister-Guillouzo, et al., 1980
Guimon, C.; Pfister-Guillouzo, G.; Bernardini, A.; Viallefont, P., A photoelectron study (HeI, HeII) of the tautomeric equilibrium of chloro- and bromo-1,2,4-triazoles, Tetrahedron, 1980, 36, 1071. [all data]

Cradock, Findlay, et al., 1973
Cradock, S.; Findlay, R.H.; Palmer, M.H., The molecular energy levels of the azoles: A study by photoelectron spectroscopy and ab initio molecular orbital calculations, Tetrahedron, 1973, 29, 2173. [all data]

Zhuravleva, 2000
Zhuravleva, I.L., Evaluation of the polarity and boiling points of nitrogen-containing heterocyclic compounds by gas chromatography, Russ. Chem. Bull. (Engl. Transl.), 2000, 49, 2, 325-328, https://doi.org/10.1007/BF02494682 . [all data]

Golovnya, Kuz'menko, et al., 1999
Golovnya, R.V.; Kuz'menko, T.E.; Zhuravleva, I.L., Gas chromatographic indicator of the ability of five- and six-membered heterocyclic nitrogen-containing compounds for self-association in pure liquids, Russ. Chem. Bull. (Engl. Transl.), 1999, 48, 4, 726-729, https://doi.org/10.1007/BF02496256 . [all data]


Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References