Thiane

Thiane is a heterocyclic compound and an organosulfur compound with the formula (CH2)5S. It is a saturated six-membered ring with five carbon atoms and one sulfur atom. The compound is a colorless liquid. It can be prepared by the reaction of 1,5-dibromopentane with sodium sulfide:[1]

Br-(CH2)5-Br + Na2S → (CH2)5S + 2NaBr
Not to be confused with sulfanes.
Thiane
Skeletal formula of thiane
Ball-and-stick model of the thiane molecule
Names
Preferred IUPAC name
Thiane
Other names
Tetrahydro-2H-thiopyran
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.015.056
UNII
  • InChI=1S/C5H10S/c1-2-4-6-5-3-1/h1-5H2 ☒N
    Key: YPWFISCTZQNZAU-UHFFFAOYSA-N ☒N
  • InChI=1/C5H10S/c1-2-4-6-5-3-1/h1-5H2
    Key: YPWFISCTZQNZAU-UHFFFAOYAV
  • C1CCSCC1
Properties
C5H10S
Molar mass 102.1979
Appearance colorless liquid
Density 0.9943 g/cm3
Melting point 19 °C
Boiling point 141.8 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. E. V. Whitehead, R. A. Dean, F. A. Fidler "The Preparation and Physical Properties of Sulfur Compounds Related to Petroleum. II. Cyclic Sulfides" J. Am. Chem. Soc., 1951, volume 73, pp 3632–3635. doi:10.1021/ja01152a022


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