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2,3-Dihydrothiophene


Column 1Column 2
Preferred IUPAC name
2,3-Dihydrothiophene
Other names
2-Thiolene
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}1120-59-8 Y[pubchem]
3D model (JSmol)Interactive imageInteractive image
ChemSpider120627 Y
PubChem CID136880
CompTox Dashboard (EPA)DTXSID20149809
InChI
InChI=1S/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2 YKey: OXBLVCZKDOZZOJ-UHFFFAOYSA-N YInChI=1/C4H6S/c1-2-4-5-3-1/h1,3H,2,4H2Key: OXBLVCZKDOZZOJ-UHFFFAOYAG
SMILES
C1CSC=C1S1\C=C/CC1
Chemical formulaC4H6S
Molar mass86.16 g/mol
Appearancecolorless liquid
Density1.04 g·cm−3 (20 °C)
Melting point−110 °C (−166 °F; 163 K)
Boiling point112 °C (234 °F; 385 K)
Refractive index (nD)1.53 (20 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Infobox references | |

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.

2,3-dihydrothiophene is present in dry fermented sausages, a product of the fermentation process. It has a nutty aroma.

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.

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