Date published: 2025-9-30

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Thiomorpholine (CAS 123-90-0)

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Alternate Names:
Tetrahydro-2H-1,4-thiazine; Thiamorpholine
CAS Number:
123-90-0
Molecular Weight:
103.19
Molecular Formula:
C4H9NS
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Thiomorpholine is a colorless and flammable liquid known for its pungent odor. It serves as a precursor for the synthesis of diverse organic compounds. It acts as a reagent in organic synthesis, serves as a ligand in coordination chemistry, and functions as a catalyst in numerous reactions. Furthermore, Thiomorpholine is widely employed as a starting material for the production of various organic compounds. In organic synthesis, Thiomorpholine acts as an electron-withdrawing group, contributing to the modulation of chemical reactivity. Its Lewis base properties allow for the formation of complexes with metal ions, enabling coordination chemistry applications. Additionally, Thiomorpholine acts as a proton donor, facilitating various reactions by donating protons to the reactants.


Thiomorpholine (CAS 123-90-0) References

  1. Metabolite-Based Modification of Poly(l-lysine) for Improved Gene Delivery.  |  Urello, MA., et al. 2020. Biomacromolecules. 21: 3596-3607. PMID: 32786528
  2. Tedaniophorbasins A and B-Novel Fluorescent Pteridine Alkaloids Incorporating a Thiomorpholine from the Sponge Tedaniophorbas ceratosis.  |  Hiranrat, A., et al. 2021. Mar Drugs. 19: PMID: 33562248
  3. Synthesis and antischistosomal activity of linker- and thiophene-modified biaryl alkyl carboxylic acid derivatives.  |  Peter Ventura, AM., et al. 2021. Arch Pharm (Weinheim). 354: e2100259. PMID: 34523746
  4. Copper-catalyzed monoselective C-H amination of ferrocenes with alkylamines.  |  Jia, ZS., et al. 2021. Beilstein J Org Chem. 17: 2488-2495. PMID: 34646397
  5. Synthesis and In Vitro Activity of Novel Melphalan Analogs in Hematological Malignancy Cells.  |  Poczta, A., et al. 2022. Int J Mol Sci. 23: PMID: 35163680
  6. Synthesis of Thiomorpholine via a Telescoped Photochemical Thiol-Ene/Cyclization Sequence in Continuous Flow.  |  Steiner, A., et al. 2022. Org Process Res Dev. 26: 2532-2539. PMID: 36032361
  7. The Halogen Bonding Proclivity of the sp3 Sulfur Atom as a Halogen Bond Acceptor in Cocrystals of Tetrahydro-4H-thiopyran-4-one and Its Derivatives.  |  Nemec, V. and Cinčić, D. 2022. Cryst Growth Des. 22: 5796-5801. PMID: 36248237
  8. anti-Selective synthesis of β-boryl-α-amino acid derivatives by Cu-catalysed borylamination of α,β-unsaturated esters.  |  Nishino, S., et al. 2022. Chem Sci. 13: 14387-14394. PMID: 36545143
  9. Betulin Acid Ester Derivatives Inhibit Cancer Cell Growth by Inducing Apoptosis through Caspase Cascade Activation: A Comprehensive In Vitro and In Silico Study.  |  Pęcak, P., et al. 2022. Int J Mol Sci. 24: PMID: 36613643
  10. Recent Advances in Synthetic Routes to Azacycles.  |  Nguyen, AT. and Kim, HK. 2023. Molecules. 28: PMID: 36985708
  11. Design, synthesis, and biological evaluation of pyrido[2,3-d]pyrimidine and thieno[2,3-d]pyrimidine derivatives as novel EGFRL858R/T790M inhibitors.  |  Fu, J., et al. 2023. J Enzyme Inhib Med Chem. 38: 2205605. PMID: 37106478
  12. Synthesis of Bioactive Aminomethylated 8-Hydroxyquinolines via the Modified Mannich Reaction.  |  Csuvik, O. and Szatmári, I. 2023. Int J Mol Sci. 24: PMID: 37175622
  13. Nickel-Catalyzed 1,1-Aminoborylation of Unactivated Terminal Alkenes.  |  Talavera, L., et al. 2023. ACS Catal. 13: 5538-5543. PMID: 37404837

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Thiomorpholine, 5 g

sc-258241
5 g
$41.00