Abstract
The effect of reaction variables (catalyst, solvent, time and temperature) on the alpha, beta-orientation during benzylation, benzoylation, beta-phenylethlyation and phenylacetylation of 1-naphthylacetyl chloride and benzene were explored. The idenlities and quantities of the products were determined by glpc, IR, and NMR using anthentically prepared samples. The results demonstrated that: (1) In almost all cases, both alpha- and beta-isomers were produced but in different proportions. (2) Complexed AlCl3-CH3NO2 and AlCl3-PhNO(2) catalysts favoured beta- over x-orientation in reactions of naphthalene and inter- over intramolecular pathway in reactions of 1-naphthylacetyl chloride and benzene. (3) Evidences for reorientation in benzylation and benzoylation of naphthalene and for phenonium ion intermediacy in alkylation with beta-phenylethyl bromide are presented.