- Formula: C2H3N3
- Molecular weight: 69.0653
- IUPAC Standard InChI:
- Download the identifier in a file.
- IUPAC Standard InChIKey: QWENRTYMTSOGBR-UHFFFAOYSA-N
- CAS Registry Number: 288-36-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: V-triazole; Osotriazole; Pyrrodiazole; Triazacyclopentadiene; 1,2,3-Triazole
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- Information on this page:
- Other data available:
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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C2H2N3- + =
By formula: C2H2N3- + H+ = C2H3N3
|rH°||346.4 ± 2.1||kcal/mol||G+TS||Catalan, Claramunt, et al., 1988||gas 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|
|rG°||339.1 ± 2.0||kcal/mol||IMRE||Catalan, Claramunt, et al., 1988||gas 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|
+ = ( )
By formula: Na+ + C2H3N3 = (Na+ C2H3N3)
|rH°||22.9 ± 1.1||kcal/mol||CIDT||Rodgers and Armentrout, 1999||RCD|
Free energy of reaction
|rG° (kcal/mol)||T (K)||Method||Reference||Comment|
|0.0||0.||CIDT||Rodgers and Armentrout, 1999||RCD|
By formula: C2H3N3 = C2H3N3
|rH°||2.8||kcal/mol||Eqk||Mauret, Fayet, et al., 1973||liquid phase; solvent: Benzene; ALS|
Go To: Top, Reaction thermochemistry data, Notes
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]
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
T Temperature rG° Free energy of reaction at standard conditions rH° Enthalpy of reaction at standard conditions
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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