Description

N-methyl-N-(trimethylsilyl)methanesulfonamide (CAS No. 74941-70-1) is a high-purity organosilicon compound with the molecular formula C₅H₁₅NO₂SSi. This specialized reagent is widely utilized in organic synthesis, particularly as a trimethylsilylating agent and sulfonamide precursor. The compound features a unique combination of a sulfonamide group and a trimethylsilyl moiety, making it valuable for protecting group chemistry and nucleophilic substitution reactions. With a molecular weight of 181.33 g/mol, it is supplied as a clear, moisture-sensitive liquid that requires storage under inert conditions. Ideal for researchers in pharmaceutical development, material science, and catalysis, this product is characterized by its high reactivity and versatility in constructing complex molecular architectures.

Properties

• CAS Number: 74941-70-1
• Complexity: 199
• IUPAC Name: N-methyl-N-trimethylsilyl-methanesulfonamide
• InChI: InChI=1S/C5H15NO2SSi/c1-6(9(2,7)8)10(3,4)5/h1-5H3
• InChI Key: MNDNXUAYTZMKKD-UHFFFAOYSA-N
• Exact Mass: 181.05927643
• Molecular Formula: C5H15NO2SSi
• Molecular Weight: 181.33
• SMILES: CN([Si](C)(C)C)S(=O)(=O)C
• Topological: 45.8
• Monoisotopic Mass: 181.05927643
• Synonyms: SCHEMBL14524225, DB-159728, N-methyl-N-(trimethylsilyl)methanesulfonamide, 74941-70-1

Application

N-methyl-N-(trimethylsilyl)methanesulfonamide serves as a key intermediate in the synthesis of sulfonamide derivatives and silicon-containing compounds. It is particularly useful in peptide chemistry for temporary amine protection and in the preparation of sulfonylating reagents. Researchers also employ this compound in cross-coupling reactions and as a precursor for advanced materials with tailored electronic properties.

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