Abstract

Kinetics of the iodination of p-cresol, 2,6-dimethylphenol, imidazole and dimethylaminobenzenesulfonic acid in aqueous solutions was studied using various bases as a catalyst. For the reactions showing an isotope effect (i.e. with the phenols and imidazole), the acceleration seems to follow the “nucleophilicities” somewhat better than the basicities of the bases applied. However, in the iodination of dimethylaminobenzenesulfonic acid, a reaction in which no isotope effect is observed, the catalytic action appears to be proportional to the basicities. This may be caused by the occurrence of an iodinating agent BI 2.

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