Description

Methyl Trimethylsilyl Carbonate (CAS No. 100509-18-0) is a high-purity organosilicon compound with the molecular formula C₅H₁₂O₃Si. This specialty chemical serves as a versatile silylating agent and carbonate derivative, widely used in organic synthesis, pharmaceuticals, and advanced material science. Its unique structure combines a trimethylsilyl (TMS) group with a methyl carbonate moiety, making it valuable for protecting hydroxyl groups and facilitating esterification reactions under mild conditions.

Our product is synthesized under stringent quality control, ensuring >98% purity (GC) with minimal impurities. It is supplied in moisture-resistant packaging to maintain stability. Ideal for nucleoside chemistry, peptide modification, and electrolyte formulations, this compound exhibits excellent solubility in common organic solvents like THF, DCM, and acetonitrile.

Key Features:
– Molecular Weight: 148.23 g/mol
– Boiling Point: ~150°C (lit.)
– Density: 0.98 g/cm³
– Storage: 2-8°C under inert atmosphere
– Hazard Codes: Xi (Irritant)

Properties

• CAS Number: 100509-18-0
• Complexity: 105
• IUPAC Name: methyl trimethylsilyl carbonate
• InChI: InChI=1S/C5H12O3Si/c1-7-5(6)8-9(2,3)4/h1-4H3
• InChI Key: ZGOHBIWYJKOJEE-UHFFFAOYSA-N
• Exact Mass: 148.05557077
• Molecular Formula: C5H12O3Si
• Molecular Weight: 148.23
• SMILES: COC(=O)O[Si](C)(C)C
• Topological: 35.5
• Monoisotopic Mass: 148.05557077
• Synonyms: Methyl trimethylsilyl carbonate, Methoxyformic acid, TMS derivative, SCHEMBL12354569, ZGOHBIWYJKOJEE-UHFFFAOYSA-N, DB-172500, 100509-18-0

Application

Methyl Trimethylsilyl Carbonate is primarily employed as a hydroxyl-protecting reagent in nucleoside and carbohydrate chemistry. It demonstrates exceptional reactivity in transesterification reactions for synthesizing carbonate esters. Researchers utilize it as a precursor for silicon-based electrolytes in lithium-ion batteries due to its ability to form stable SEI layers. In pharmaceutical intermediates, it enables mild O-methylation of sensitive substrates without strong bases.

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