You are here:
SUBSTITUENT EFFECTS AND ADDITIVITY IN THE CARBON-13 NUCLEAR MAGNETIC RESONANCE SPECTRA OF CHLORINATED NAPHTHALENES AND THEIR CHLORINATED NAPHTHOL METABOLITES
Citation:
Wilson, N. AND Robert D. Zehr. SUBSTITUENT EFFECTS AND ADDITIVITY IN THE CARBON-13 NUCLEAR MAGNETIC RESONANCE SPECTRA OF CHLORINATED NAPHTHALENES AND THEIR CHLORINATED NAPHTHOL METABOLITES. U.S. Environmental Protection Agency, Washington, D.C., EPA/600/J-78/041 (NTIS PB287159), 1977.
Description:
Carbon-13 and proton nuclear magnetic resonance spectra were obtained for 12 chlorinated naphthalenes and six chlorinated naphthols, some of which are metabolites of the naphthalenes. The validity of the use of additivity of chlorine and hydroxyl substituent effects to predict 13-C chemical shifts in these compounds was examined. Deviations from the additivity predictions resulted from per and ortho substituent interactions, both steric and hydrogen bonding. Despite these deviations, additive substituent parameters could be used to assign 13-C spectra correctly and to distinguish uniquely between similar isomers. (Portions of this document are not fully legible)