{"id":117041,"date":"2026-09-11T17:02:59","date_gmt":"2026-09-11T15:02:59","guid":{"rendered":"https:\/\/nilu.gnist.dev\/publikasjoner\/relevance-of-1256910-hexabromocyclododecane-diastereomer-structure-on-partitioning-properties-column-retention-and-clean-up-procedures\/"},"modified":"2026-09-11T17:02:59","modified_gmt":"2026-09-11T15:02:59","slug":"relevance-of-1256910-hexabromocyclododecane-diastereomer-structure-on-partitioning-properties-column-retention-and-clean-up-procedures","status":"publish","type":"nva_publication","link":"https:\/\/nilu.gnist.dev\/en\/publications\/relevance-of-1256910-hexabromocyclododecane-diastereomer-structure-on-partitioning-properties-column-retention-and-clean-up-procedures\/","title":{"rendered":"Relevance of 1,2,5,6,9,10-hexabromocyclododecane diastereomer structure on partitioning properties, column-retention and clean-up procedures"},"content":{"rendered":"<p class=\"wp-block-paragraph\">To optimize clean-up procedures for the analysis of alpha-, beta-, and gamma-hexabromocyclododecanes (HBCD) in environmental and biological extracts, their retention behavior on silica gel and florisil was investigated using diverse mobile-phase solvents and accounting for matrix effects. The beta-diastereomer, relative to the alpha- and gamma-diastereomers, is substantially retained on both florisil and silica gel regardless of the solvent used. The beta-diastereomer is therefore prone to undergo selective loss during clean-up. This sequence is counterintuitive to sequences based on reverse-phase chromatography with a C-18-column, in which the alpha- (and not the beta-) isomer is eluted first when using a polar solvent. There has been some discrepancy regarding the structures of these diastereomers in the literature, with structures based on X-ray crystallography only becoming recently available. Based on these X-ray crystal structures, physical-chemical properties (the octanol-water partitioning constant, the Henry&#8217;s law constant, subcooled liquid vapour pressures and subcooled liquid water solubilities) of the HBCD diastereomers were estimated using the quantum-chemistry based software COSMOtherm, and were found to differ from previously calculated values using different structures (e.g. log K-aw for alpha-, beta-, and gamma-HBCD are here estimated to be -8.3, -9.3 and -8.2 respectively). Hypothesis relating differences in structure to physical-chemical properties and retention sequences are presented. The extra retention of the beta-diastereomer on silica gel and florisil is likely because it can form both greater specific (i.e. polar) and non-specific (i.e. non-polar) interactions with surfaces than the other diastereomers. Non-specific interactions can also account for the counterintuitive elution orders with C-18-reverse-phase chromatography. These results indicate that care should be taken when isolating HBCDs and other molecular diastereomers from environmental and biological samples, and that reported concentrations of beta-HBCD in the literature may be negatively biased. (C) 2010 Elsevier B.V. All rights reserved.<\/p>\n","protected":false},"template":"","meta":{"_acf_changed":false,"_searchwp_excluded":"","_id":"","_status":"PUBLISHED","_sync_date":"2026-09-11 14:25:40","footnotes":""},"nva_tax_category":[1099],"class_list":["post-117041","nva_publication","type-nva_publication","status-publish","hentry","nva_tax_category-scientific-journal-publication"],"acf":[],"_links":{"self":[{"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/nva_publication\/117041","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/nva_publication"}],"about":[{"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/types\/nva_publication"}],"version-history":[{"count":0,"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/nva_publication\/117041\/revisions"}],"wp:attachment":[{"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/media?parent=117041"}],"wp:term":[{"taxonomy":"nva_tax_category","embeddable":true,"href":"https:\/\/nilu.gnist.dev\/en\/wp-json\/wp\/v2\/nva_tax_category?post=117041"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}