4-Propargylthiomorpholine 1,1-Dioxide from TCI is a heterocyclic building block made of a thiomorpholine ring that has been fully oxidised to the sulfone, with a propargyl group attached to the nitrogen atom. The molecule has two useful features: a terminal alkyne that is ready to react, and a polar, stable sulfone ring. Chemists use it to attach a thiomorpholine dioxide unit to target molecules, mainly through click chemistry and alkyne coupling reactions. This makes it a practical intermediate for research synthesis.
The terminal alkyne is one of the most versatile functional groups in modern synthesis. It reacts with azides in a copper-catalysed azide–alkyne cycloaddition (CuAAC) to form 1,2,3-triazole rings efficiently and selectively. It can also be coupled with aryl halides through the Sonogashira reaction. The thiomorpholine 1,1-dioxide ring is well known in medicinal chemistry as a polar fragment that can affect a molecule's solubility and physicochemical properties. It is also more resistant to oxidation than unoxidised thiomorpholine. Together, these features make the compound a dependable choice when a polar heterocyclic unit has to be introduced cleanly.
In Indonesia, this compound is useful to research groups working in medicinal chemistry, click chemistry and functional materials synthesis. University laboratories, research institutes and pharmaceutical development teams can use it to build triazole-based compound libraries and to explore how a sulfone-containing heterocycle changes the properties of a lead structure. Because it comes from TCI, an established reagent brand, researchers can plan their synthetic work around a consistent, clearly identified building block.
- Copper-catalysed click chemistry (CuAAC): the terminal alkyne reacts efficiently and selectively with organic azides to form 1,2,3-triazole rings that carry the thiomorpholine dioxide unit.
- Sonogashira cross-coupling: the terminal alkyne can be coupled with aryl halides, which lets researchers attach the polar sulfone heterocycle directly to aromatic scaffolds.
- Medicinal chemistry fragment introduction: the thiomorpholine 1,1-dioxide ring works as a polar fragment that can adjust the solubility and physicochemical profile of candidate molecules.
- Compound library synthesis: pairing this building block with a range of azides gives a quick route to diverse triazole libraries for screening and structure–activity relationship studies.
- Functional materials research: the reactive alkyne handle lets this oxidation-resistant, polar heterocyclic unit be attached to polymers, surfaces or other functional material frameworks.
| Brand | TCI (product code P1469) |
|---|---|
| CAS number | 10442-03-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | as listed on the product page for this TCI catalogue item |
| Physical form | refer to the TCI product specification and certificate of analysis |
| Storage | follow the storage conditions on the TCI label and Safety Data Sheet |
Keep 4-Propargylthiomorpholine 1,1-Dioxide in its original tightly closed container, in a cool, dry, well-ventilated area away from heat, ignition sources and strong oxidising agents, unless the TCI label or Safety Data Sheet (SDS) states other conditions. Reclose the container promptly after use to limit exposure to moisture and air. Handle the compound in a fume hood or another well-ventilated area, and wear standard personal protective equipment, including safety glasses, chemical-resistant gloves and a lab coat. Avoid contact with skin and eyes, and avoid breathing in dust or vapour. Read the current SDS before use, and dispose of residues and contaminated materials according to institutional and local chemical waste regulations.
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