I know that OHX− is usually a bad leaving group, but why does the following reaction occur via SN1 in presence of anhydrous ZnClX2?
Answer
You are right, OHX− is a bad leaving group. But the HCl in the reaction mixture protonates it. Thus, the bad leaving group OHX− is converted to the good leaving group HX2O. Anhydrous ZnClX2 might additionally facilitate the reaction by acting as a Lewis acid and it binds the expelled water thus preventing the back reaction.
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