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imidazolide anion


Reaction thermochemistry data

Go To: Top, Gas phase ion energetics data, Ion clustering data, References, Notes

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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

imidazolide anion + Hydrogen cation = 1H-Imidazole

By formula: C3H3N2- + H+ = C3H4N2

Quantity Value Units Method Reference Comment
Deltar1464.1 ± 3.0kJ/molG+TSGianola, Ichino, et al., 2005gas phase; B
Deltar1465. ± 8.8kJ/molG+TSTaft, Anvia, et al., 1986gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1433.4 ± 1.7kJ/molIMREGianola, Ichino, et al., 2005gas phase; B
Deltar1434. ± 8.4kJ/molIMRETaft, Anvia, et al., 1986gas phase; value altered from reference due to change in acidity scale; B

(imidazolide anion bullet 2Water) + Water = (imidazolide anion bullet 3Water)

By formula: (C3H3N2- bullet 2H2O) + H2O = (C3H3N2- bullet 3H2O)

Quantity Value Units Method Reference Comment
Deltar54.0kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar122.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(imidazolide anion bullet Water) + Water = (imidazolide anion bullet 2Water)

By formula: (C3H3N2- bullet H2O) + H2O = (C3H3N2- bullet 2H2O)

Quantity Value Units Method Reference Comment
Deltar49.4kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar76.1J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

imidazolide anion + L-Alanine, N-acetyl-, methyl ester = (imidazolide anion bullet L-Alanine, N-acetyl-, methyl ester)

By formula: C3H3N2- + C6H11NO3 = (C3H3N2- bullet C6H11NO3)

Quantity Value Units Method Reference Comment
Deltar96.7kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar104.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

imidazolide anion + Water = (imidazolide anion bullet Water)

By formula: C3H3N2- + H2O = (C3H3N2- bullet H2O)

Quantity Value Units Method Reference Comment
Deltar63.6kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar94.6J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

imidazolide anion + 1H-Imidazole = (imidazolide anion bullet 1H-Imidazole)

By formula: C3H3N2- + C3H4N2 = (C3H3N2- bullet C3H4N2)

Quantity Value Units Method Reference Comment
Deltar110.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar123.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

imidazolide anion + Methyl Alcohol = (imidazolide anion bullet Methyl Alcohol)

By formula: C3H3N2- + CH4O = (C3H3N2- bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar71.5kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar101.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

imidazolide anion + Hydrogen cyanide = (imidazolide anion bullet Hydrogen cyanide)

By formula: C3H3N2- + CHN = (C3H3N2- bullet CHN)

Quantity Value Units Method Reference Comment
Deltar100.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar91.6J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry data, Ion clustering data, References, Notes

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

Data compiled by: John E. Bartmess

Electron affinity of neutral species

EAneutral (eV) Method Reference Comment
2.6130 ± 0.0060LPESGianola, Ichino, et al., 2005 

Protonation reactions

imidazolide anion + Hydrogen cation = 1H-Imidazole

By formula: C3H3N2- + H+ = C3H4N2

Quantity Value Units Method Reference Comment
Deltar1464.1 ± 3.0kJ/molG+TSGianola, Ichino, et al., 2005gas phase
Deltar1465. ± 8.8kJ/molG+TSTaft, Anvia, et al., 1986gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Deltar1433.4 ± 1.7kJ/molIMREGianola, Ichino, et al., 2005gas phase
Deltar1434. ± 8.4kJ/molIMRETaft, Anvia, et al., 1986gas phase; value altered from reference due to change in acidity scale

Ion clustering data

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

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

Data compiled by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

imidazolide anion + Hydrogen cyanide = (imidazolide anion bullet Hydrogen cyanide)

By formula: C3H3N2- + CHN = (C3H3N2- bullet CHN)

Quantity Value Units Method Reference Comment
Deltar100.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar91.6J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

imidazolide anion + Methyl Alcohol = (imidazolide anion bullet Methyl Alcohol)

By formula: C3H3N2- + CH4O = (C3H3N2- bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar71.5kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar101.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

imidazolide anion + 1H-Imidazole = (imidazolide anion bullet 1H-Imidazole)

By formula: C3H3N2- + C3H4N2 = (C3H3N2- bullet C3H4N2)

Quantity Value Units Method Reference Comment
Deltar110.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar123.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

imidazolide anion + L-Alanine, N-acetyl-, methyl ester = (imidazolide anion bullet L-Alanine, N-acetyl-, methyl ester)

By formula: C3H3N2- + C6H11NO3 = (C3H3N2- bullet C6H11NO3)

Quantity Value Units Method Reference Comment
Deltar96.7kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar104.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

imidazolide anion + Water = (imidazolide anion bullet Water)

By formula: C3H3N2- + H2O = (C3H3N2- bullet H2O)

Quantity Value Units Method Reference Comment
Deltar63.6kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar94.6J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

(imidazolide anion bullet Water) + Water = (imidazolide anion bullet 2Water)

By formula: (C3H3N2- bullet H2O) + H2O = (C3H3N2- bullet 2H2O)

Quantity Value Units Method Reference Comment
Deltar49.4kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar76.1J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

(imidazolide anion bullet 2Water) + Water = (imidazolide anion bullet 3Water)

By formula: (C3H3N2- bullet 2H2O) + H2O = (C3H3N2- bullet 3H2O)

Quantity Value Units Method Reference Comment
Deltar54.0kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Deltar122.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

References

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

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

Gianola, Ichino, et al., 2005
Gianola, A.J.; Ichino, T.; Hoenigman, R.L.; Kato, S.; Bierbaum, V.M.; Lineberger, W.C., Photoelectron spectra and ion chemistry of imidazolide, J. Phys. Chem. A, 2005, 109, 50, 11504-11514, https://doi.org/10.1021/jp053566o . [all data]

Taft, Anvia, et al., 1986
Taft, R.W.; Anvia, F.; Taagepera, M.; Catalan, J.; Elgueroy, J., Electrostatic proximity effects in the relative basicities of pyrazole, imidazole, pyridazine, and pyrimidine, J. Am. Chem. Soc., 1986, 108, 3237. [all data]

Meot-Ner (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [all data]


Notes

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