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.
Names | |
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IUPAC name
Imidazolate
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Other names
Imidazolide
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Identifiers | |
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3D model (JSmol)
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ChemSpider |
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PubChem CID
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Properties | |
C3H3N2 | |
Molar mass | 67.070 |
Acidity (pKa) | 14.05[1] |
Thermochemistry | |
Std enthalpy of
formation (ΔfH⦵298) |
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).
Infobox references
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Imidazolate is a common bridging ligand in coordination chemistry. In the zeolitic imidazolate frameworks, the metals are interconnected via imidazolates.[4][5] In the enzyme superoxide dismutase, imidazolate links copper and zinc centers.