Life cycle assessment (LCA) was used, next to green chemistry concepts, to compare the full environmental impacts of the epoxidation of a bio-based monomer, which can be used for the synthesis of vitrimers. On a laboratory scale, the synthesis of the monomer can either be done via a petrochemical route or via an enzymatic reaction pathway. Both reaction pathways were initially optimized to minimize the impact of suboptimal routes on the sustainability evaluation. The subsequent assessment of the enzymatic routes shows lower impact factors for most criteria compared to the petrochemical routes. A significant drawback of the enzymatic reaction, however, is its electricity consumption. The yields of the respective reactions also proved to be crucial; realistic changes in yields revealed the petrochemical reaction to be more sustainable in some cases. LCA is therefore a valuable tool for the preliminary evaluation of the developed synthesis pathways and to identify the critical adjustments needed to increase the sustainability of each reaction.
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