An investigation of substituent effects in some aromatic compounds

Abstract

A review has been given of molecular orbital theory and of its application of calculations of ground and excited state properties of substituted aromatic hydrocar bons .The nitrations of ortho, meta and para-xylsnes and naphthalene have been studied, alone and in competitive reactions with benzene, using, nitric acid/acetic acid as the nitrating medium. Partial rate factors have been determined relative to benzene. Competitive nitrations have been carried out between: naphthalene and 2-flucro-6-mathylnaphthalene, naphthalene and 2-acetamido-6-methylnaphthalene, 2-methylnaphthalene and 2, 6-dimethylnaphthalene, 2-methoxy-6-methylnaphthalene and 2,6-dimethylnaphthalene. Partial rate factors have been determined relative to naphthalene. Proton magnetic resonance studies at 60, 100 and 220 Mc/s have been made of a series of 2, 6-disubstituted naphthalenes. An attempt has been made to interpret the experimental data by detailed Parlser-Parr-Pople self-consistent field molecular orbital calculations.