(2R,3R)-1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic and (2R,3R)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylic acids

Abstract

The title compounds, C9H12O6 and C10H14O6, were formed by careful hydrolysis of the corresponding diethyl esters. Their single crystals were grown from an ethyl acetate/hexane mixture. Crystals of both compounds have monoclinic (P21) symmetry with a single molecule in the asymmetric unit. Both crystal structures are very similar and display four –CO—OH...O=C(OH)– hydrogen bonds, forming a two-dimensional double-layered framework.

Keywords

• tartric acid
• 1,3-dioxolane
• ketals
• NMR
• hydrogen bonding
• crystal structure