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Ion From Wikipedia, the free encyclopedia
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.
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Names | |
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IUPAC name
Imidazolate | |
Other names
Imidazolide | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
PubChem CID |
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CompTox Dashboard (EPA) |
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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).
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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.
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