Et3SiBr

Et3SiBr, also known as triethylsilyl bromide, is an organosilicon compound with the chemical formula (C2H5)3SiBr. It is a colorless liquid at room temperature. This compound serves as a reagent in organic synthesis, primarily for the introduction of the triethylsilyl protecting group onto alcohols, amines, and other nucleophilic species. The triethylsilyl group, Et3Si-, is often used to temporarily block reactive sites during a multi-step synthesis. It is relatively stable under typical reaction conditions but can be cleaved off when desired using various deprotection reagents, such as fluoride ions or acidic conditions. Et3SiBr is prepared through the reaction of chlorotriethylsilane with hydrogen bromide or through the bromination of hexamethyldisiloxane. It is sensitive to moisture and should be handled under anhydrous conditions.