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CS-W001157 4
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Thiomorpholine-1-oxide hydrochloride

  • CAS No. 76176-87-9

  • Cat. No. CS-0043941
  • Purity≥97%
  • MDL No.MFCD09026928

*For research and further manufacturing use only, not for direct human use.

Thiomorpholine-1-oxide hydrochloride|CS-0043941

Structure of 76176-87-9

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General Information

  • CAS No. 76176-87-9
  • Cat. No. CS-0043941
  • Purity ≥97%
  • MDL No. MFCD09026928
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₁₀ClNOS
  • Molecular Weight 155.65
  • Synonym(s) 1-Oxide-4-thiomorpholine hydrochloride
  • SMILES O=S1CCNCC1.[H]Cl

Description

Thiomorpholine-1-oxide hydrochloride features a sulfoxide-functionalized heterocycle with enhanced polarity and stability under standard conditions. This bench-stable derivative integrates readily into synthetic sequences requiring a masked sulfide equivalent. The hydrochloride salt form improves solubility in aqueous and polar organic media, facilitating use in reaction workflows involving nucleophilic or electrophilic transformations.

Application

Thiomorpholine-1-oxide hydrochloride serves as a stable, bench-ready oxidant for sulfur-functionalized heterocycles. It facilitates selective oxidation of thioethers to sulfoxides with high chemoselectivity and minimal over-oxidation. The hydrochloride salt enhances solubility and handling, enabling efficient incorporation into multistep syntheses. Its compatibility with diverse functional groups makes it a reliable reagent for constructing complex scaffolds in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Blake, James F.; Boyd, Steven; De Meese, Jason; Gaudino, John J.; Marlow, Allison L.; Seo, Jeongbeob; Thomas, Allen A.; Tian, Hongqi Patent: US2007/197537 A1, 2007 ; Location in patent: Page/Page column 59-60 ; US 20070197537 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   -0.2399
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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