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The effect of phase-transfer catalysts on the rate and selectivity of oxidative chlorination of 4-methylphenol was studied in ethylenedichloride with HCl−H2O2. Under identical reaction conditions, the rate of oxidative chlorination increased 6−7-fold in the presence of a phase-transfer catalyst (PTC) like tetraheptylammonium chloride in comparison to an ordinary two-phase system with no PTC. The activation energy was found to be 78 kJ/mol, and the reaction was found to be first-order on 4-methylphenol. An appropriate mechanism has been proposed.

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