The polarity of the oxy-sulphur bond in dimethyl sulphoxide and sulphone, alkylphenyl and alkyl-2-pyrazinyl sulphones
Abstract
The physical state of dimethyl sulphoxide and isopropylphenyl sulphone as a solute in cyclohexane, carbon tetrachloride, benzene and dioxane has been examined, and the conformation of their dimers discussed. The solvent effect on the electric dipole moments of these compounds has been briefly examined. Dipole moment analysis of dimethyl sulphoxide and dimethyl sulphone can only provide a rough value for the intrinsic bond moment (i.e. due to the bonding electrons) and bond order (1 + c = 1.4) of oxy-sulphur bonds. Alkylsulphonyl conjugation with phenyl and 2-pyrazinyl groups is discussed in the light of their dipole moments measured in benzene, as well as the preferred conformation of isopropyl-2-pyridyl sulphone in solution. In addition, a more direct proof of the limiting dimerization constant of a solute in an inert solvent in terms of the initial solute-concentration/polarization slope is given.
- Publication:
-
Journal of Molecular Structure
- Pub Date:
- April 1983
- DOI:
- 10.1016/0022-2860(83)90125-4
- Bibcode:
- 1983JMoSt..98..277L