Imidazole is a common molecular species in biological chemistry. For example, it constitutes the side chain of
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Imidazole is a common molecular species in biological chemistry. For example, it constitutes the side chain of the amino acid histidine. The rate constant for the protonation reaction is 5.5 × 1010 M–1 s–1. Assuming that the reaction is diffusion controlled, estimate the diffusion coefficient of imidazole when D(H+) = 9.31 × 10–5 cm2 s–1, r(H+) ~ 1.0 Å, and r(imidazole) = 6 Å.Use this information to predict the rate of deprotonation of imidazole by OH− (D = 5.30 × 10–5 cm2 s–1 and r = ~1.5 Å).
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