Friedel–Crafts acylations of aromatic hydrocarbons. Part IX. Relative reactivities of acetyl, propionyl, butyryl, isobutyryl, valeryl, hexanoyl, decanoyl, benzoyl, and mesitoyl chlorides in the acylation of benzene and mesitylene

Abstract

The relative reactivities in Friedel-Crafts acylations catalysed by aluminium chloride of the acyl chlorides given in the title are (i) with benzene, in ethylene dichloride solution, 1·00, 0·66, 0·54, 0·23, 0·49, 0·38, 0·38, 7·3 × 10^–4, and 2·4 × 10^–3, respectively; (ii) with benzene, in nitromethane solution, 1·00, 0·92, 0·78, 0·20, 0·64, 0·62, 0·55, 0·06, and 1·8 × 10^–3, respectively; (iii) with mesitylene, in nitromethane solution, 1·00, 0·30, 0·27, 0·18, 0·45, 0·58, 0·67, 0·35, and 1·3 × 10^–4, respectively.