Bispropenyl disulfide
Bispropenyl disulfide, also known as di(1-propenyl) disulfide and bis(1-propenyl) disulfide, refers to a mixture of three isomeric organic compounds (E,E),(E,Z),(Z,Z)-(CH
3CH=CH)
2S
2, constituents of the essential oil of onion.[1]:{{{1}}}[2]
The frying process of onions decomposes propanethial oxide in the onion into the sweet-smelling and tasting bispropenyl disulfide, responsible for the slightly sweet taste.[3]
During cooking, they are partly transformed into the fried-onion flavor compound 3,4-dimethylthiophene, a process which starts with a dithio-Claisen rearrangement to 2,3-dimethylbutanedithial.[1]:{{{1}}} In chopped onions, they oxidise to thiosulfinates, which undergo a similar rearrangement to ultimately form products including zwiebelanes A and B, 1,3-dithietane-derived cyclic sulfoxides with odor thresholds of 0.5 and 0.1 ppm respectively.[2][4]:{{{1}}}
References
- ↑ 1.0 1.1 Block, Eric (April 1991). "The Organosulfur Chemistry of the Onion". Phosphorus, Sulfur, and Silicon and the Related Elements. 58 (1–4): 3–15. doi:10.1080/10426509108040623.
- ↑ 2.0 2.1 Block, Eric (2010). Garlic and Other Alliums: The Lore and the Science. Cambridge, UK: Royal Society of Chemistry. pp. 200–202, 206. ISBN 978-0-85404-190-9. Search this book on
- ↑ Schwarcz, Joe. "Why do onions make you cry when you cut them? And why are they sweet when you fry them?". McGill Office for Science and Society. Retrieved 2 August 2022.
- ↑ Block, Eric; Thiruvazhi, Mohan; Toscano, Paul J.; Bayer, Thomas; Grisoni, Serge; Zhao, Shu-Hai (1 January 1996). "Allium Chemistry: Structure, Synthesis, Natural Occurrence in Onion (Allium cepa), and Reactions of 2,3-Dimethyl-5,6-dithiabicyclo[2.1.1]hexane S-Oxides". Journal of the American Chemical Society. 118 (12): 2790–2798. doi:10.1021/ja951134t.
This article "Bispropenyl disulfide" is from Wikipedia. The list of its authors can be seen in its historical and/or the page Edithistory:Bispropenyl disulfide. Articles copied from Draft Namespace on Wikipedia could be seen on the Draft Namespace of Wikipedia and not main one.
