Characterization of volatile compounds from the reaction of 3-hydroxy-2-butanone and ammonium sulfide model system

J Agric Food Chem. 1999 Jan;47(1):245-8. doi: 10.1021/jf980536s.

Abstract

The reactions between 3-hydroxy-2-butanone and ammoniun sulfide at 25, 50, 75, 100, 125, and 150 degrees C were studied. Four well-known flavor compounds, 2,4,5-trimethyloxazole, 2,4, 5-trimethyl-3-oxazoline, 2,4,5-trimethylthiazole, and 2,4, 5-trimethyl-3-thiazoline, were identified. Another four interesting intermediate compounds, 2-(1-hydroxyethyl)-2,4, 5-trimethyl-3-oxazoline, 2-(1-mercaptoethyl)-2,4, 5-trimethyl-3-oxazoline, 2-(1-hydroxyethyl)-2,4, 5-trimethyl-3-thiazoline, and 2-(1-mercaptoethyl)-2,4, 5-trimethyl-3-thiazoline, were also identified by GC-EIMS and GC-CIMS. All these intermediate compounds were formed at 25 degrees C. On the other hand, tetramethylpyrazine was the major product with a reaction temperature higher than 100 degrees C.

MeSH terms

  • Acetoin / chemistry*
  • Models, Chemical*
  • Sulfides / chemistry*
  • Volatilization

Substances

  • Sulfides
  • ammonium sulfide
  • Acetoin