Two novel 2-hydroxy-3(2h)-thiophenones from the reaction between cystine and 2,5-dimethyl-4-hydroxy-3(2h)-furanone

Chi-Tang Ho, Myrna L. Hagedorn, Braja D. Mookherjee, Chi Kuen Shu

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

From the reaction between cystine and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) at 160 °C for 1/2 h at pH 2.4 in a closed system, 47 volatile components are identified including two novel compounds, 2,5-dimethyl-2,4-dihydroxy-3(2H)-thiophenone and 2,5-dimethyl-2-hydroxy-3(2H)-thiophenone. A comparison of the results of individual degradation products of cystine and DMHF under the same conditions revealed that the major reaction products were the two novel thiophenones, 2,5-dimethyl-4-hydroxy-3(2H)-thiophenone and 2,4-hexanedione. The formation mechanism of each of these products is proposed. The organoleptic properties of each novel thiophenone are also described.

Original languageEnglish (US)
Pages (from-to)638-641
Number of pages4
JournalJournal of agricultural and food chemistry
Volume33
Issue number4
DOIs
StatePublished - Jan 1 1985

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

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