Calculation of molecular geometries of some halogeno- and piperidino-cyclohexenones by dipole moment analysis

Abstract

The electric dipole moments of some halogeno- and piperidino-cyclohexenones are reported and discussed in comparison with the corresponding αβ-unsaturated ketones. The dipole moment values support the view that in the cyclohex-2-enone series the vinyl-carbonyl system is coplanar, whereas in the 5,5-dimethyl derivatives steric interaction betwee the 5(ax)-methyl and the carbon atoms of the –CC–CO system may occur. They yield no definite evidence regarding the structures of the 2-methyl derivatives.