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Thiomorpholine





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Thiomorpholine, HN(CH2)4S, is a heterocyclic compound containing nitrogen and sulfur. It can be considered a thio analogofmorpholine.

Thiomorpholine
Thiomorpholine
Thiomorpholine
Names
Preferred IUPAC name

Thiomorpholine[1]

Other names

Thiamorpholine

Identifiers

CAS Number

3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.238 Edit this at Wikidata

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2 checkY

    Key: BRNULMACUQOKMR-UHFFFAOYSA-N checkY

  • InChI=1/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2

    Key: BRNULMACUQOKMR-UHFFFAOYAQ

  • S1CCNCC1

Properties

Chemical formula

 C4H9NS
Molar mass 103.18 g·mol−1
Appearance Colorless liquid
Odor Strong odor resembling piperidine[2]
Density 1.0882 g/cm3
Boiling point 169 °C (336 °F; 442 K)[2]

Solubility in water

 Miscible[2]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

It can be prepared from cysteamine and vinyl chloride:[3]

H2NCH2CH2SH + CH2=CHCl → HN(CH2)4S + HCl

References

edit
  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 142. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  • ^ a b c Merck Index, 12th Edition, monograph 9435, p. 1587
  • ^ Steiner, Alexander; Nelson, Ryan C.; Dallinger, Doris; Kappe, C. Oliver (2022). "Synthesis of Thiomorpholine via a Telescoped Photochemical Thiol–Ene/Cyclization Sequence in Continuous Flow". Organic Process Research & Development. 26 (8): 2532–2539. doi:10.1021/acs.oprd.2c00214. PMC 9396661. PMID 36032361.


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    Last edited on 26 March 2024, at 20:53  





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