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2,3-Dihydrothiophene

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2,3-Dihydrothiophene
Names
IUPAC name
2,3-Dihydrothiophene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2 checkY
    Key: OXBLVCZKDOZZOJ-UHFFFAOYSA-N checkY
  • InChI=1/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2
    Key: OXBLVCZKDOZZOJ-UHFFFAOYAG
  • C1CSC=C1
  • S1\C=C/CC1
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).
☒N verify (what is checkY☒N ?)

Dihydrothiophene is a heterocyclic compound and an organosulfur compound with the formula SC4H6. Two isomers exist, the 2,3-dihydro- (depicted above) and the more symmetrical 2,5-dihydro isomer (CAS# 1708-32-3). Both are colorless liquids with characteristic fragrance of thioethers. 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]

References

  1. ^ Shvekhgeimer, M. G. A., "Dihydrothiophenes. Synthesis and properties (review)", Chemistry of Heterocyclic Compounds 1998, 34, 1101-1122. doi:10.1007/BF02319487