Description

[Difluoro(phenylsulfonyl)methyl]trimethylsilane (CAS No. 536975-50-5) is a high-purity organosilicon compound with the molecular formula C₁₀H₁₄F₂O₂SSi. This specialized reagent features a unique combination of a difluoromethyl group, a phenylsulfonyl moiety, and a trimethylsilyl group, making it a versatile building block for advanced organic synthesis and pharmaceutical research. The compound is supplied as a clear to pale yellow liquid with >95% purity (GC), packaged under inert gas to ensure stability. Its IUPAC name is [benzenesulfonyl(difluoro)methyl]-trimethylsilane, and it is particularly valued for its role in nucleophilic difluoromethylation reactions. Proper storage at 2-8°C in a tightly sealed container is recommended to maintain optimal performance. Suitable for use under anhydrous conditions in glove boxes or Schlenk lines.

Properties

• CAS Number: 536975-50-5
• Complexity: 335
• IUPAC Name: [benzenesulfonyl(difluoro)methyl]-trimethyl-silane
• InChI: InChI=1S/C10H14F2O2SSi/c1-16(2,3)10(11,12)15(13,14)9-7-5-4-6-8-9/h4-8H,1-3H3
• InChI Key: YDFZZSDWIDCCJZ-UHFFFAOYSA-N
• Exact Mass: 264.04518372
• Molecular Formula: C10H14F2O2SSi
• Molecular Weight: 264.37
• SMILES: C[Si](C)(C)C(F)(F)S(=O)(=O)C1=CC=CC=C1
• Topological: 42.5
• Monoisotopic Mass: 264.04518372
• Synonyms: 536975-50-5, [difluoro(phenylsulfonyl)methyl]trimethyl-silane, (Difluoro(phenylsulfonyl)methyl)trimethylsilane, [Difluoro(phenylsulfonyl)methyl]trimethylsilane, Silane, [difluoro(phenylsulfonyl)methyl]trimethyl-, SCHEMBL17491568, YDFZZSDWIDCCJZ-UHFFFAOYSA-N, MFCD22577237, AKOS015913926, SY076095, DB-290477

Application

This compound serves as a key reagent for introducing the difluoromethyl group into organic molecules, particularly in pharmaceutical intermediates and agrochemical synthesis. It is widely employed in cross-coupling reactions and as a precursor for nucleophilic difluoromethylating agents. Researchers utilize it in the development of fluorine-containing bioactive compounds due to the metabolic stability imparted by the difluoromethyl moiety. Its unique reactivity makes it valuable for constructing complex molecular architectures in medicinal chemistry programs.

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