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Whereas benzyl chloride is normally more reactive than benzyl alcohol toward aromatic hydrocarbons, at 20°C alkylation of toluene is totally inhibited in the presence of an equimolar mixture of the two benzylating agents and of a clay-based catalyst. At 80°C, all the alcohol molecules are first consumed. Then, and only then, at time t = 45 mn, the chloride molecules start their reaction.
Aromatic hydrocarbons are submitted to Friedel-Crafts alkylation in the presence of the K10 montmorillonite impregnated with zinc chloride. The presence of benzene is found to improve significantly competitive alkylation of a co-reactant.
Whereas toluene is more reactive than mesitylene when these substrates are benzylated separately by benzyl chloride, one-pot reactions in the presence of “clayzic” conversely favor mesitylene, with high intermolecular selectivity (a factor 6–15).