Description

1,3-Bis(trimethylsilyl)imidazolidin-2-one (CAS No. 17877-19-9) is a high-purity organosilicon compound with the molecular formula C₉H₂₂N₂OSi₂. This specialized chemical features a unique imidazolidin-2-one core symmetrically substituted with trimethylsilyl groups at the 1 and 3 positions, offering exceptional steric protection and synthetic versatility. The compound is characterized by its moisture-sensitive nature and should be handled under inert atmosphere conditions. With a molecular weight of 230.45 g/mol, it serves as a valuable building block in advanced organic synthesis, particularly in the preparation of silylated heterocycles. Our product is rigorously tested to ensure >98% purity (GC) and is supplied in sealed ampules or under nitrogen in flame-sealed glass vessels to guarantee stability and longevity. Ideal for research in medicinal chemistry, materials science, and catalysis development.

Properties

• CAS Number: 17877-19-9
• Complexity: 218
• IUPAC Name: 1,3-bis(trimethylsilyl)imidazolidin-2-one
• InChI: InChI=1S/C9H22N2OSi2/c1-13(2,3)10-7-8-11(9(10)12)14(4,5)6/h7-8H2,1-6H3
• InChI Key: HOCMDEGVKLFTOE-UHFFFAOYSA-N
• Exact Mass: 230.12706640
• Molecular Formula: C9H22N2OSi2
• Molecular Weight: 230.45
• SMILES: C[Si](C)(C)N1CCN(C1=O)[Si](C)(C)C
• Topological: 23.6
• Monoisotopic Mass: 230.12706640
• Synonyms: 1,3-bis(trimethylsilyl)imidazolidin-2-one, 17877-19-9, SCHEMBL7934644, HOCMDEGVKLFTOE-UHFFFAOYSA-N, 1,3-Bis(trimethylsilyl)-2-imidazolidinone, DB-421139, 2-Imidazolidinone, 1,3-bis(trimethylsilyl)-

Application

1,3-Bis(trimethylsilyl)imidazolidin-2-one is primarily employed as a protected intermediate in the synthesis of nitrogen-containing heterocycles. The compound finds utility in organometallic chemistry as a precursor for ligand development, particularly in transition metal catalysis. Researchers utilize its silyl groups for temporary protection of reactive nitrogen centers during multi-step synthetic sequences. The sterically hindered structure makes it valuable for studying steric effects in molecular recognition systems. Additionally, it serves as a model compound for investigating the electronic properties of silylated amide systems.

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