text: In an alkene ring that does not contain an oxygen atom, any large substituent prefers to be in an equatorial position, in order to minimize steric effects. It has been observed in rings containing oxocarbenium ions that electronegative substituents prefer the axial or pseudo-axial positions. When the electronegative atom is in the axial position, its electron density can be donated through space to the positively charged oxygen atom in the ring. This electronic interaction stabilizes the axial conformation. Hydroxyl groups, ethers and halogens are examples of substituents that exhibit this phenomenon. Stereoelectronic effects must be taken into consideration when determining the lowest energy conformation in the analysis for nucleophilic addition to an oxocarbenium ion.