Thiane

Thiane
Skeletal formula of thiane	Ball-and-stick model of the thiane molecule
Names
	IUPAC name Thiane
	Other names Tetrahydro-2H-thiopyran
Identifiers
CAS Number	1613-51-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	14628 ;
ECHA InfoCard	100.015.056
PubChem CID	15367;
CompTox Dashboard (EPA)	DTXSID60167108 ;
	InChI InChI=1S/C5H10S/c1-2-4-6-5-3-1/h1-5H2 Key: YPWFISCTZQNZAU-UHFFFAOYSA-N ; InChI=1/C5H10S/c1-2-4-6-5-3-1/h1-5H2 Key: YPWFISCTZQNZAU-UHFFFAOYAV;
	SMILES C1CCSCC1;
Properties
Chemical formula	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

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

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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[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