Description
2-(Methanesulfonylmethyl)oxirane (CAS No. 188830-22-0) is a high-purity sulfonyl-functionalized oxirane compound with the molecular formula C4H8O3S. This specialized epoxide derivative features a reactive methylsulfonylmethyl group adjacent to the strained oxirane ring, making it a valuable building block for organic synthesis and pharmaceutical intermediates. With a molecular weight of 136.17 g/mol, this compound is typically supplied as a white to off-white crystalline solid with >95% purity (HPLC). Its unique structure enables participation in nucleophilic ring-opening reactions, Michael additions, and serves as a precursor for sulfone-containing compounds. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability.
Properties
- CAS Number: 188830-22-0
- Complexity: 164
- IUPAC Name: 2-(methylsulfonylmethyl)oxirane
- InChI: InChI=1S/C4H8O3S/c1-8(5,6)3-4-2-7-4/h4H,2-3H2,1H3
- InChI Key: BVXKWTBRQORZNE-UHFFFAOYSA-N
- Exact Mass: 136.01941529
- Molecular Formula: C4H8O3S
- Molecular Weight: 136.17
- SMILES: CS(=O)(=O)CC1CO1
- Topological: 55.1
- Monoisotopic Mass: 136.01941529
- Synonyms: 188830-22-0, 2-(methanesulfonylmethyl)oxirane, SCHEMBL10732472, 2-[(Methylsulfonyl)methyl]oxirane, DB-422646, EN300-1989375
Application
2-(Methanesulfonylmethyl)oxirane serves as a versatile intermediate in medicinal chemistry for the synthesis of sulfone-containing bioactive molecules. Researchers utilize its reactive epoxide moiety for polymer modification and crosslinking applications in specialty materials science. The compound finds particular utility in developing cysteine protease inhibitors and other enzyme-targeted pharmaceuticals.
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