The nuclear magnetic resonance spectra of the aromatic protons of DDT and 31 of its analogs and derivatives have been analyzed. Chemical shifts of these molecules are functions of the electronegativities of the substituents on the ring, as well as those in the aliphatic portion, although substitution of the ring chlorine in DDT by either a nitro or a t-butyl group leads to anomalous values. Molecular orbital calculations show that the chemical shift of the proton ortho to the ring substituent depends upon the π electron density at the corresponding carbon, but the chemical shift of the proton meta to this substituent is independent of the π electron density at the corresponding carbon. The data also indicate that the two aromatic rings in DDT are independent of each other.
Norman E. Sharpless and Robert B. Bradley, "Nuclear Magnetic Resonance of Compounds Related to DDT: Part II. Aromatic Protons," Appl. Spectrosc. 22, 506-512 (1968)
References are not available for this paper.
OSA is able to provide readers links to articles that cite this paper by participating in CrossRef's Cited-By Linking service. CrossRef includes content from more than 3000 publishers and societies. In addition to listing OSA journal articles that cite this paper, citing articles from other participating publishers will also be listed.