{{distinguish|text=sulfanes}}
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 418865504 | ImageFileL1 = Thiane3.svg | ImageSizeL1 = 90 | ImageAltL1 = Skeletal formula of thiane | ImageFileR1 = Thiane 3D ball.png | ImageSizeR1 = 130 | ImageAltR1 = Ball-and-stick model of the thiane molecule | PIN=Thiane | OtherNames=Tetrahydro-2''H''-thiopyran |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|changed|??}} | CASNo= 1613-51-0 | EC_number = 216-561-1 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = P9BB3YF628 | PubChem=15367 | SMILES=C1CCSCC1 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 14628 | InChI = 1/C5H10S/c1-2-4-6-5-3-1/h1-5H2 | InChIKey = YPWFISCTZQNZAU-UHFFFAOYAV | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C5H10S/c1-2-4-6-5-3-1/h1-5H2 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = YPWFISCTZQNZAU-UHFFFAOYSA-N }} |Section2={{Chembox Properties | C=5|H=10|S=1 | MolarMass=102.1979 | Appearance= colorless liquid | Density= 0.9943 g/cm<sup>3</sup> | MeltingPt= 19 °C | BoilingPt=141.8 °C | Solubility= }} |Section3={{Chembox Hazards | GHS_ref=<ref>{{cite web |title=Thiane |url=https://pubchem.ncbi.nlm.nih.gov/compound/15367#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref> | GHSPictograms = {{GHS05}} | GHSSignalWord = Danger | HPhrases = {{H-phrases|225}} | PPhrases = {{P-phrases|210|233|240|241|242|243|280|303+361+353|370+378|403+235|501}} | MainHazards= | FlashPt= | AutoignitionPt = }} }}
'''Thiane''' is a heterocyclic compound and an organosulfur compound with the formula (CH<sub>2</sub>)<sub>5</sub>S. 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:<ref>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}}</ref>
:Br-(CH<sub>2</sub>)<sub>5</sub>-Br + Na<sub>2</sub>S → (CH<sub>2</sub>)<sub>5</sub>S + 2NaBr
==References== <references />
Category:Sulfur heterocycles Category:Six-membered rings *
{{heterocyclic-stub}}