2013•Linchan huaxue yu gongyeRequires access

Structural Characterization of Reaction Product of Dehydroabietic Acid and DMSO and Its Reaction Mechanism

Nie Yuan-me

Abstract

The reaction of dehydroabietic acid and DMSO produced a new compound when they were heated to 215 ℃ for 3 h in the presence of KOH catalyst. The structure of the reaction product has been characterized by UV,IR,NMR and MS analysis to be methylthiomethyl dehydroabietate. The possible reaction mechanism has been proposed based on the reaction between DMSO and acetic acid or acetic anhydride. The acid was firstly dehydrated to form acid anhydride. Then it reacted with DMSO to produce the ester via. Pummerer rearrangement.

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Key concepts: Chemistry, Pummerer rearrangement, Acetic anhydride, Acetic acid, Reaction mechanism, Organic chemistry, Catalysis, Acid anhydride