Thiane

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 Edit this at Wikidata
EC Number
  • 216-561-1
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
Hazards
GHS labelling:[1]
GHS05: Corrosive
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

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


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