Isosorbide and dimethyl carbonate: a green match.

Beilstein J Org Chem

Department of Environmental Sciences, Informatics and Statistics, Ca' Foscari University, Scientific Campus Via Torino 155 , 30170 Venezia Mestre, Italy.

Published: October 2016

In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D-sorbitol via DMC in the presence of catalytic amounts of base is an efficient and viable process for the preparation of the industrially relevant anhydro sugar isosorbide. This procedure is "chlorine-free", one-pot, environmental friendly and high yielding. The reactivity of isosorbide with DMC is equally interesting as it can lead to the formation of dicarboxymethyl isosorbide, a potential monomer for isosorbide-based polycarbonate, and dimethyl isosorbide, a high boiling green solvent. The peculiar reactivity of isosorbide and the non-toxic properties of DMC represent indeed a green match leading to several industrial appealing potential applications.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238621PMC
http://dx.doi.org/10.3762/bjoc.12.218DOI Listing

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