Syntheses and crystal structures of 2,2,5-trimethyl-1,3-dioxane-5-carb-oxy-lic acid and 2,2,5-trimethyl-1,3-dioxane-5-carb-oxy-lic anhydride

Acta Crystallogr E Crystallogr Commun. 2020 Jan 1;76(Pt 1):86-90. doi: 10.1107/S2056989019016670.

Abstract

In 2,2,5-trimethyl-1,3-dioxane-5-carb-oxy-lic acid, C8H14O4, the carboxyl group occupies an equatorial position on the 1,3-dioxane ring. In the crystal, O-H⋯O hydrogen bonds form chains of mol-ecules, which are linked into a three-dimensional network by C-H⋯O hydrogen bonds. The asymmetric unit of 2,2,5-trimethyl-1,3-dioxane-5-carb-oxy-lic anhydride, C16H26O7, consists of two independent mol-ecules, which are linked by C-H⋯O hydrogen bonds. In the crystal, these units are connected into corrugated layers two mol-ecules thick and parallel to the ab plane by additional C-H⋯O hydrogen bonds.

Keywords: anhydride; carb­oxy­lic acid; crystal structure; dioxane; hydrogen bond.

Grants and funding

This work was funded by American Chemical Society Petroleum Research Fund grant 53890-ND7 to J. A. Giesen.