Imidazolate

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Imidazolate
Names
IUPAC name
Imidazolate
Other names
Imidazolide
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-4H/q-1
    Key: LFLLXPLNBAQRCY-UHFFFAOYSA-N
  • InChI=1S/C3H3N2/c1-2-5-3-4-1/h1-3H/q-1
    Key: JBFYUZGYRGXSFL-UHFFFAOYSA-N
  • c1cnc[n-]1
  • c1c[n-]cn1
Properties
C3H3N2
Molar mass 67.070 g/mol
Acidity (pKa) 14.05[1]
Thermochemistry
67.8 kJ·mol−1 (16.2 kcal·mol−1) Gas phase.[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Imidazolate (C3H3N
2
) is the conjugate base of imidazole. It is a nucleophile and a strong base. The free anion has C2v symmetry. Imidazole has a pKa of 14.05,[1] so the deprotonation of imidazole (C3H3N2H) requires a strong base.

References

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