Alkyl levulinates as `green chemistry' precursors: butane‐1, 4‐diyl bis(4‐oxopentanoate) and hexane‐1, 6‐diyl bis(4‐oxopentanoate). (16th May 2013)

• Record Type: Journal Article
• Authors: Gainsford, Graeme J.; Hinkley, Simon
• Is Part Of: Acta crystallographica. Volume 69:Part 6(2013:Jun.)
• Page Start: 654
• Page End: 657
• Publication Date: 2013-05-16
• Subjects: Crystallography -- Periodicals; Crystals -- Periodicals; 548.05
• DOI: 10.1107/S0108270113011980
• Languages: English
• ISSNs: 0108-2701

Abstract

Abstract : Levulinic acid derivatives are potential `green chemistry' renewably sourced molecules with utility in industrial coatings applications. Suitable single crystals of the centrosymmetric title compounds, C14 H22 O6 and C16 H26 O6, respectively, were obtained with difficulty. The data for the latter hexane‐1, 6‐diyl compound were extracted from the major fragment of a three‐component twinned crystal. Both compounds crystallize in similar‐sized unit cells with identical symmetry, utilizing the same weak nonconventional attractive C—H...O(ketone) hydrogen bonds via C (4) and C (5) motifs, which expand to R 2 2 (30) ring and C 2 2 (14) chain motifs. Their different packing orientations in similar‐sized unit cells suggest that crystal growth involving packing mixes could lead to intergrowths or twins.