Description

Trifluoromethylsulfinylchloride (CAS 20621-29-8) is a highly specialized organosulfur compound with the molecular formula CClF₃OS. This reactive intermediate is widely utilized in synthetic organic chemistry, particularly in the introduction of trifluoromethylsulfinyl groups into target molecules. The compound is characterized by its high electrophilicity and is commonly employed in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Available in high purity grades (typically ≥98%), it is supplied in rigorously sealed containers under inert atmosphere to ensure stability. Proper handling under anhydrous conditions is essential due to its moisture sensitivity.

Key applications include its use as a precursor for trifluoromethylsulfoxides and as a reagent for asymmetric synthesis. The compound’s unique electronic properties make it valuable for creating sulfur-containing fluorinated compounds with enhanced biological activity or material properties. Researchers should note this compound requires storage at 2-8°C and handling in a fume hood with appropriate personal protective equipment.

Properties

• CAS Number: 20621-29-8
• Complexity: 87.4
• IUPAC Name: trifluoromethanesulfinyl chloride
• InChI: InChI=1S/CClF3OS/c2-7(6)1(3,4)5
• InChI Key: GWBNYWVYPASUBM-UHFFFAOYSA-N
• Exact Mass: 151.9310480
• Molecular Formula: CClF3OS
• Molecular Weight: 152.52
• SMILES: C(F)(F)(F)S(=O)Cl
• Topological: 36.3
• Monoisotopic Mass: 151.9310480
• Synonyms: 20621-29-8, TRIFLUOROMETHYLSULFINYLCHLORIDE, DTXSID40451613, DTXCID30402432, Trifluoromethanesulfinyl Chloride, Methanesulfinyl chloride, 1,1,1-trifluoro-, trifluoromethylsulfinyl chloride, 1,1,1-Trifluoromethanesulfinyl chloride, Methanesulfinyl chloride, trifluoro-, CF3SOCl, Methanesulfinylchloride, 1,1,1-trifluoro-, SCHEMBL3132082, MFCD10566393, AKOS006303596, FT80952, AS-65377, DB-222267, G78950

Application

Trifluoromethylsulfinylchloride serves as a key building block in pharmaceutical research, particularly for introducing trifluoromethylsulfinyl moieties into drug candidates to enhance metabolic stability. In materials science, it is used to synthesize advanced fluorinated polymers with unique electronic properties. The compound also finds application in agrochemical development where the trifluoromethylsulfinyl group can improve pesticide activity and environmental persistence.

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