Abstract
Proton magnetic resonance studies are reported of self-association of phenol in carbon tetrachloride and in cyclohexane, and of hydrogen bonding between phenol and two carbonyl and several phosphoryl compounds. The NMR chemical shift, δ x, of a proton in a hydrogen bond has been found to be dependent on both the temperature and the concentration of the proton acceptor. Furthermore, the chemical shift data at low concentration of proton acceptor suggest the presence of a 2:1 proton donor-acceptor complex in addition to a 1:1 complex. A linear relationship exists between the change in chemical shift and O-H stretching frequency shift upon complexation of phenol with phosphoryl compounds.
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