The analysis of the proton magnetic resonance spectra of heteroaromatic systems. II. Quinoline and its mononitroderivatives

Abstract

The nuclear magnetic resonance spectra of quinoline, as a pure liquid and as a dilute solution in carbon tetrachloride and acetone, and of the 3-, 5-, 6-, 7-, and 8-nitroquinolines, all as dilute solutions in acetone, have been investigated at 100 Mc/s. Field sweep double resonance experiments, as well as chemical considerations, have been used to assign the spin multiplets to individual protons. The spectral parameters for these systems have been obtained by the iterative technique of Swalen and Reilly. The modifications to the proton chemical shifts and the coupling constants caused by the nitro substituent in various positions around the molecule are discussed in the light of previous related investigations.