Bio-Lubricants production from fish oil residue by transesterification with trimethylolpropane

The fatty acid ethyl esters mixture, a fish oil residue obtained after the extraction of omega-3 polyunsaturated fatty esters, has been converted into mixtures of mono-, di-, and triesters of trimethylolpropane by transesterification at 100-140¿°C under vacuum with sodium ethoxide as catalyst. This method has shown to be more efficient than the enzymatic transesterification using commercially available lipases. The crude reaction mixture (84% conversion of ethyl esters), enriched in trimethylolpropane triesters (96% selectivity) was characterized and its properties compared with those of the starting ethyl esters mixture and the trimethylolpropane esters obtained from vegetal sources

Theoretical insight on the treatment of ß-hexachlorocyclohexane waste through alkaline dehydrochlorination

The occurrence of 4.8–7.2 million tons of hexachlorocyclohexane (HCH) isomers stocked in dumpsites around the world constitutes a huge environmental and economical challenge because of their toxicity and persistence. Alkaline treatment of an HCH mixture in a dehydrochlorination reaction is hampered by the low reactivity of the ß-HCH isomer (HCl elimination unavoidably occurring through syn H–C–C–Cl arrangements). More intriguingly, the preferential formation of 1, 2, 4-trichlorobenzene in the ß-HCH dehydrochlorination reaction (despite the larger thermodynamical stability of the 1, 3, 5-isomer) has remained unexplained up to now, though several kinetic studies had been reported. In this paper, we firstly show a detailed Density Functional study on all paths for the hydroxide anion-induced elimination of ß-HCH through a three-stage reaction mechanism (involving two types of reaction intermediates). We have now demonstrated that the first reaction intermediate can follow several alternative paths, the preferred route involving abstraction of the most acidic allylic hydrogen which leads to a second reaction intermediate yielding only 1, 2, 4-trichlorobenzene as the final reaction product. Our theoretical results allow explaining the available experimental data on the ß-HCH dehydrochlorination reaction (rate-determining step, regioselectivity, instability of some reaction intermediates). © 2021, The Author(s)