Abstract
High resolution proton and fluorine nuclear magnetic resonance (nmr) spectra of fluorobenzene, 4D-, 2,4,6-D 3−, and 2,3,5,6-D 4-fluorobenzene have been obtained and analyzed. Double irradiation techniques were employed to eliminate the effects of the deuterium nuclear spin. The secular equation for 4D-fluorobenzene has been solved and the parameters adjusted for the best correspondence between the predicted and observed spectra. The nuclear spin couplings between the fluorine nucleus and the ortho, meta, and para protons are found to be, respectively, 9.4 ± 0.2 cps, 5.8 ± 0.2 cps, and 0.0 ± 0.5 cps. These couplings are found to have the same sign as the proton-proton couplings in the fluorobenzene molecule. This result is discussed and related to previous work on fluorobenzenes.
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