Kinetic 2,6-disubstituted phenols

Table I Kinetic results on oxidative coupling of 2,6-disubstituted phenols at 25°C in the solvent mixture 1,2-dichlorobenzene/methanol (13 2 v/v).

The kinetics of iodmation of a number of disubstituted phenols by iodine monochloride in aqueous methanol have been studied27 and interpreted in terms of a proposed mechanism. 

Whereas 2,4-dialkyl-phenols react readily with HCHO, the 2,6-analogues show little or no reactivity, depending on the size of the alkyl groups. The kinetics and mechanism of the reaction between 4-t-butylphenol and formaldehyde in the presence of alkaline hydroxide catalysts have been studied the efficiencies of catalysts are in the order Careaction between 3,4-disubstituted pyrroles and HCHO, with acid catalysis, in good yields. 

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