Thiane

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Thiane
Thiane3.svg
Thiane 3D ball.png
Names
Preferred IUPAC name
Thiane
Other names
Tetrahydro-2H-thiopyran
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.015.056 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 216-561-1
PubChem CID
UNII
  • InChI=1S/C5H10S/c1-2-4-6-5-3-1/h1-5H2 X mark.svgN
    Key: YPWFISCTZQNZAU-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C5H10S/c1-2-4-6-5-3-1/h1-5H2
    Key: YPWFISCTZQNZAU-UHFFFAOYAV
  • C1CCSCC1
Properties
C5H10S
Molar mass 102.1979
Appearancecolorless liquid
Density 0.9943 g/cm3
Melting point 19 °C
Boiling point 141.8 °C
Hazards
GHS labelling: [1]
GHS-pictogram-acid.svg
Danger
H225
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
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: [2]

Br-(CH2)5-Br + Na2S → (CH2)5S + 2NaBr

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References

  1. "Thiane". pubchem.ncbi.nlm.nih.gov.
  2. 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