The E and Z isomers of 3-(benzoxazol-2-yl)prop-2-enoic acid
Abstract:The carboxylic acid group and the double bond are coplanar in (E)-3-(benzoxazol-2-yl)prop-2-enoic acid, C10H7NO3, whereas in isomeric (Z)-3-(benzoxazol-2-yl)prop-2-enoic acid, also C10H7NO3, they are almost orthogonal. In both isomers, a strong O—H…N hydrogen bond, with the carboxylic acid group as a donor and the pyridine-like N atom as an acceptor, and weak C—H…O interactions contribute to the observed supramolecular structures, which are completed by – stacking interactions between oxazole and benzenoid rings.
Document Type: Research Article
Publication date: October 1, 2004