An infrared study of the liquid complex of aluminum chloride with acetyl chloride has been undertaken. The results indicate that the pure liquid complex is not a simple mixture, but consists of (1) the donor–acceptor complex [Formula: see text] and (2) the ions [CH3CO]+ and [AlCl4]−. A solution of the liquid complex in a solvent of high dielectric constant like nitrobenzene (ε = 36.1) contains both these species, but in a low dielectric constant solvent like chloroform (ε = 5.05) only (1) is present. The carbon–chlorine bond in (1) is modified. The mechanism of Friedel–Crafts ketone synthesis is briefly examined in the light of these results.
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Denys Cook (1959) studied this question.
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