H. Lumbroso, J. Curé, C. Andreu
1978
Citations
0
Influential Citations
11
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract Analysis of the benzene dipole moments of 2-chloroanisole and 2,4-dichloroanisole, 2-chlorothioanisole and 2,4-dichlorothioanisole shows these compounds to exist as trans . 2-Chlorophenol and 2,4-dichlorophenol, and their sulphur analogues, are mixtures of Cis and trans conformers. The populations of the cis conformers are, at 25°C, 86 and 78% for the phenols, and ca. 70 and 50% for the corresponding thiophenols. The influence of various factors, such as the non-additivity of the (2-ClC 6 H 4 X)-group moment and torsional oscillation of the H-X bond (especially the H-S bond), on the calculated populations has been discussed. Incidentally it has been shown that p -dimethoxybenzene and p -di-(methylthio)benzene, as well as p -phenylenediamine and p -diformylbenzene, are equimolecular mixtures of cis and trans conformers.