Chemistry:Thiane

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Thiane
Skeletal formula of thiane
Skeletal formula of thiane
Ball-and-stick model of the thiane molecule
Ball-and-stick model of the thiane molecule
Names
Preferred IUPAC name
Thiane
Other names
Tetrahydro-2H-thiopyran
Identifiers
3D model (JSmol)
ChemSpider
UNII
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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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

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