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2,3-Dihydrothiophene
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changed 477210339 2,3-Dihydrothiophene.svg 120px 2,3-Dihydrothiophene 2-Thiolene correct chemspider 120627 1/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2 OXBLVCZKDOZZOJ-UHFFFAOYAG S1\C=C/CC1 correct chemspider 1S/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2 correct chemspider OXBLVCZKDOZZOJ-UHFFFAOYSA-N correct pubchem 1120-59-8 correct FDA 9WWU9T5GZH 136880 C1CSC=C1 C4H6S 86.16 g/mol colorless liquid Shvekhgeimer M.-G. A. Dihydrothiophenes. Synthesis and Properties (review) Chemistry of Heterocyclic Compounds October 1998 34 10 1101–1122 10.1007/BF02319487 95679838 1.04 g·cm−3 (20 °C) -110 112 1.53 (20 °C)
2,3-Dihydrothiophene is a heterocyclic compound and an organosulfur compound with the formula SC4H6. It is isomeric with the more symmetrical 2,5-dihydrothiophene. Both isomers of dihydrothiophene are colorless liquids with a thioether-like odor. In terms of their reactivity, both isomers exhibit characteristics of alkenes and thioethers, undergoing addition reactions at carbon and oxidation at sulfur. In contrast, thiophene engages in neither reaction.
Dihydrothiophenes in nature
2,3-dihydrothiophene is present in dry fermented sausages, a product of the fermentation process. It has a nutty aroma.Corral Sara Leitner Erich Siegmund Barbara Flores Mónica Determination of sulfur and nitrogen compounds during the processing of dry fermented sausages and their relation to amino acid generation Food Chemistry January 2016 190 657–664 10.1016/j.foodchem.2015.06.009 10261/122206 free
Dihydrothiophenes contribute to the aroma of the white truffle. The major component is 3-methyl-4,5-dihydrothiophene (alternative name:4-methyl-2,3-dihydrothiophene), produced by bacterial colonies in the truffle's fruiting bodies.Splivallo, R. Ebeler, S. E. Sulfur Volatiles of microbial origin are key contributors to human-sensed truffle aroma Appl. Microbiol. Biotechnol. 2015 99 6 2583–92 10.1007/s00253-014-6360-9 25573471 16749990
References
Category:Sulfur heterocycles
Category:Five-membered rings