Identification of Enolated 2-Thioxo-3-pyrrolidinecarbaldehyde, a New Degradation Product of 4-Methylthio-3-butenyl Isothiocyanate

Abstract

4-Methylthio-3-butenyl isothiocyanate (4-MTBI), the main pungent principle of radish (Raphanus sativus L.) root, was degraded in an aqueous medium, and the chemical structure of the main water soluble degradation product was studied. Isolation of the product was successfully performed by cross-linked polyvinylpyrrolidone column chromatography. From the MS, IR and NMR spectroscopy data, the product was identified to be enolated 2-thioxo-3-pyrrolidinecarbaldehyde. A degradation pathway for the pungent principle in an aqueous medium is proposed.