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TitleAlkyl levulinates as 'green chemistry' precursors: Butane-1,4-diyl bis(4-oxopentanoate) and hexane-1,6-diyl bis(4-oxopentanoate)
Publication TypeJournal Article
Year of Publication2013
AuthorsGainsford, G.J., and Hinkley S.
JournalActa Crystallographica Section C: Crystal Structure Communications
Pagination654 - 657
Date Published2013
ISSN01082701 (ISSN)
Keywords3 oxopentanoate, 3-oxopentanoate, article, butane, Butanes, Centrosymmetric, chemical structure, chemistry, Crystal growth, Crystallography, X-Ray, Green chemistry, Green Chemistry Technology, Hexane, Hydrogen bonds, Industrial coatings, Ketones, levulinic acid, Levulinic Acids, Molecular Structure, Organic acids, Packing orientation, Pentanoic Acids, Renewably sourced, synthesis, Three-component, Title compounds, Twinned crystals, valeric acid derivative, X ray crystallography
AbstractLevulinic acid derivatives are potential 'green chemistry' renewably sourced molecules with utility in industrial coatings applications. Suitable single crystals of the centrosymmetric title compounds, C14H 22O6 and C16H26O6, respectively, were obtained with difficulty. The data for the latter hexane-1,6-diyl compound were extracted from the major fragment of a threecomponent 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 R2 2(30) ring and C2 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. © 2013 International Union of Crystallography.

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