Author:
Schaefer Ted,Sebastian Rudy,Salman Salman R.
Abstract
The 1H nmr spectral parameters in dilute carbon tetrachloride solution are reported for 2-tert-butylphenol, as obtained by decoupling of the sidechain protons. Long-range couplings between hydroxyl and ring protons are also reported for five derivatives of 2-tert-butylphenol. In the cis conformer of 2-tert-butylphenol an anomalous [Formula: see text] occurs, most likely as a consequence of a significant distortion of the COH geometry. Such an anomaly, which leads to an incorrect estimate of the cis–trans equilibrium constant, does not occur in other alkyl phenols, for example, in 2-tert-butyl-6-methylphenol. The coupling constant data provide no evidence for out-of-plane conformational preferences of the hydroxyl group in these compounds.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
13 articles.
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