Thiomorpholine, HN(CH2)4S, is a heterocyclic compound containing nitrogen and sulfur. It can be considered a thio analog of morpholine.
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Names | |||
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Preferred IUPAC name
Thiomorpholine[1] | |||
Other names
Thiamorpholine
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Identifiers | |||
3D model (JSmol)
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ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.004.238 | ||
PubChem CID
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UNII | |||
CompTox Dashboard (EPA)
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Properties | |||
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] | ||
Miscible[2] | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It can be prepared from cysteamine and vinyl chloride:[3]
- H2NCH2CH2SH + CH2=CHCl → HN(CH2)4S + HCl
References
edit- ^ 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.