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| Names | |
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| Preferred IUPAC name
2,3-Dihydrothiophene | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C4H6S | |
| Molar mass | 86.16 g/mol |
| Appearance | colorless liquid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[1]
Dihydrothiophenes in nature[edit]
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.[2]
References[edit]
- ^ Shvekhgeimer, M. G. A. (1998). "Dihydrothiophenes. Synthesis and Properties (review)". Chemistry of Heterocyclic Compounds. 34 (10): 1101–1122. doi:10.1007/BF02319487. S2CID 95679838.
- ^ Splivallo, R.; Ebeler, S. E. (2015). "Sulfur Volatiles of microbial origin are key contributors to human-sensed truffle aroma". Appl. Microbiol. Biotechnol. 99 (6): 2583–92. doi:10.1007/s00253-014-6360-9. PMID 25573471. S2CID 16749990.