Abstract
Allyl isothiocyanate in an aqueous solution was heated and refluxed at 100 °C for 1 h. The reaction mixtures were then extracted with methylene chloride and analyzed using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The mixtures in aqueous phase were analyzed by high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS) equipped with an atmospheric-pressure chemical ionization (APCI) interface. The compounds identified in the methylene chloride extracts included diallyl sulfide, diallyl disulfide, diallyl trisulfide, diallyl tetrasulfide, allyl thiocyanate, 3H-1,2-dithiolene, 2-vinyl-4H-1,3-dithiin, 4H-1,2,3-trithiin, and 5-methyl-1,2,3,4-tetrathiane. N,N′-Diallylthiourea, which was the major degradation product in the aqueous phase from the thermal reaction of allyl isothiocyanate, was identified by using LC-MS (APCI+), direct-probe EI-MS, and 1H-NMR. The possible mechanism for the formation of these products was proposed.
| Original language | American English |
|---|---|
| Pages (from-to) | 220-223 |
| Number of pages | 4 |
| Journal | Journal of agricultural and food chemistry |
| Volume | 46 |
| Issue number | 1 |
| DOIs | |
| State | Published - Jan 1998 |
ASJC Scopus subject areas
- General Chemistry
- General Agricultural and Biological Sciences
Keywords
- Allyl isothiocyanate
- Atmospheric-pressure chemical ionization
- LC-MS
- N,N′-diallylthiourea
- Thermal degradation