2-(Trimethylsilyl)ethoxymethyl Chloride

• CAT Number: R023339
• CAS Number: 76513-69-4
• Molecular Formula: C6H15ClOSi
• Molecular Weight: 166.72
• Purity: ≥95%
• Synonyms: 2-[(Chloromethoxy)ethyl]trimethylsilane; 2-(Trimethylsilanyl)ethoxymethyl Chloride; Chloromethyl 2-(Trimethylsilyl)ethyl Ether; Chloromethyl Trimethylsilylethyl Ether; SEM-Cl; SEM Cl; SEM Chloride; [2-[(Chloromethyl)oxy]ethyl]trimethylsilane; [[2-(Tr
• Storage: Store at -20°C
• IUPAC Name: 2-(chloromethoxy)ethyl-trimethylsilane
• InChI: InChI=1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
• InChIKey: BPXKZEMBEZGUAH-UHFFFAOYSA-N
• SMILES: C[Si](C)(C)CCOCCl

2-(Trimethylsilyl)ethoxymethyl chloride (Cat No.: R023339) is a specialized organic reagent used primarily as a protecting group for alcohols in organic synthesis. It contains a chloromethyl ether moiety and a trimethylsilyl (TMS) group, which offers increased stability and volatility. The compound is typically employed to protect hydroxyl groups under mild conditions, forming stable SEM (2-(trimethylsilyl)ethoxymethyl) ethers that can be selectively removed later. It is particularly valuable in multistep synthesis, including pharmaceuticals and natural product chemistry, where functional group compatibility and protection strategies are essential.