imidazolide anion

• Formula: C₃H₃N₂^-
• Molecular weight: 67.0699
• IUPAC Standard InChI: InChI=1S/C3H3N2/c1-2-5-3-4-1/h1-3H/q-1 Copy

  
• IUPAC Standard InChIKey: JBFYUZGYRGXSFL-UHFFFAOYSA-N Copy
• CAS Registry Number: 36954-03-7
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Ion clustering data
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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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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Individual Reactions

 +  =

By formula: C₃H₃N₂^- + H⁺ = C₃H₄N₂

( • 2) +  = ( • 3)

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

( • ) +  = ( • 2)

By formula: (C₃H₃N₂^- • H₂O) + H₂O = (C₃H₃N₂^- • 2H₂O)

 +  = ( • )

By formula: C₃H₃N₂^- + C₆H₁₁NO₃ = (C₃H₃N₂^- • C₆H₁₁NO₃)

 +  = ( • )

By formula: C₃H₃N₂^- + H₂O = (C₃H₃N₂^- • H₂O)

 +  = ( • )

By formula: C₃H₃N₂^- + C₃H₄N₂ = (C₃H₃N₂^- • C₃H₄N₂)

 +  = ( • )

By formula: C₃H₃N₂^- + CH₄O = (C₃H₃N₂^- • CH₄O)

 +  = ( • )

By formula: C₃H₃N₂^- + CHN = (C₃H₃N₂^- • CHN)

Gas phase ion energetics 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: John E. Bartmess

Electron affinity of neutral species

Protonation reactions

 +  =

By formula: C₃H₃N₂^- + H⁺ = C₃H₄N₂

References

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

• Symbols used in this document:
  

  EAneutral	Electron affinity of neutral species
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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