%0 Journal Article
%T Geometry and conformations of benzenecarboxylic acids
%A ZORAN MARKOVIC
%A DALIBOR BADJUK
%A IVAN GUTMAN
%J Journal of the Serbian Chemical Society
%D 2004
%I Serbian Chemical Society
%X The geometry, conformations and energy of mono-, di-, and tri-carboxylic derivatives of benzene were studied by means of the AM1 molecular-orbital method. Whereas the species having no carboxylic groups in the ortho-position (benzoic, isophthalic, terephthalic, and trimesic acids) are planar in all their (stable) conformations, those possessing carboxylic groups in the ortho-position (phthalic, 1,2,3-benzenetricarboxylic, and 1,2,4-benzenetricarboxylic acids) assume a non-planar geometry, with one carboxyl group almost orthogonal to the plane of the benzene ring. Various rotamers of each of the studied benzenecarboxylic acids have nearly the same energy.
%K benzenecarboxylic acids
%K phthalic acid
%K trimesic acid
%K conformation
%K rotamer
%U http://www.shd.org.yu/HtDocs/SHD/Vol69/No11/V69-No11-06.pdf