1,3-Dioxane 2026-10-20
1,3-Dioxane is a six-membered ring with oxygen at positions 1 and 3. It commonly adopts chair conformations. Axial substituent penalties differ sharply between C2 and C5 because the relevant 1,3 contacts involve different ring atoms.
Journal of the American Chemical Society 93, 4772–4777. Discussion of cis-2-methyl-5-tert-butyl-1,3-Dioxane and its axial C5 tert-butyl substituent.