{{Short description|Chemical compound}} {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470607284 | Name = Thiomorpholine | ImageFileL1 = Thiomorpholine numbering.svg | ImageSizeL1 = 100px | ImageNameL1 = Thiomorpholine | ImageFileR1 = Thiomorpholine-3D-balls.png | ImageSizeR1 = 120px | ImageName1 = Thiomorpholine | PIN = Thiomorpholine<ref>{{cite book |author=International Union of Pure and Applied Chemistry |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=The Royal Society of Chemistry |pages=142 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}</ref> | OtherNames = Thiamorpholine |Section1={{Chembox Identifiers | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 36392 | SMILES = S1CCNCC1 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 60509 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 2333141 | PubChem = 67164 | InChI = 1/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2 | InChIKey = BRNULMACUQOKMR-UHFFFAOYAQ | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BRNULMACUQOKMR-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 123-90-0 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 3A8R61G6QV | RTECS = }} |Section2={{Chembox Properties | C=4 | H=9 | N=1 | S=1 | Appearance = Colorless liquid | Odor = Strong odor resembling piperidine<ref name=Merck >''Merck Index'', 12th Edition, monograph '''9435''', p. 1587</ref> | Density = 1.0882 g/cm<sup>3</sup> | Solubility = Miscible<ref name=Merck/> | MeltingPtC = | BoilingPtC = 169 | BoilingPt_ref = <ref name=Merck/> }} |Section7={{Chembox Hazards | ExternalSDS = | MainHazards = | FlashPt = | AutoignitionPt = }} }}
'''Thiomorpholine''', {{chem2|HN(CH2)4S}}, is a heterocyclic compound containing nitrogen and sulfur. It can be considered a thio analog of morpholine.
It can be prepared from cysteamine and vinyl chloride:<ref>{{cite journal |doi=10.1021/acs.oprd.2c00214 |title=Synthesis of Thiomorpholine via a Telescoped Photochemical Thiol–Ene/Cyclization Sequence in Continuous Flow |date=2022 |last1=Steiner |first1=Alexander |last2=Nelson |first2=Ryan C. |last3=Dallinger |first3=Doris |last4=Kappe |first4=C. Oliver |journal=Organic Process Research & Development |volume=26 |issue=8 |pages=2532–2539 |pmid=36032361 |pmc=9396661 }}</ref> : {{chem2|H2NCH2CH2SH + CH2\dCHCl -> HN(CH2)4S + HCl}}
==References== {{reflist}}
Category:Thiomorpholines Category:Foul-smelling chemicals
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