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1-(triisopropylsilyl)-1H-indole-6-sulfonyl chloride; CAS No.: 912846-33-4; 1-(triisopropylsilyl)-1H-indole-6-sulfonyl chloride. PROPERTIES: 1-(triisopropylsilyl)-1H-indole-6-sulfonyl chloride is a viscous liquid with molecular formula C15H20ClNO2Si. It demonstrates a boiling point around 120-125 C at 10 mmHg and shows moderate thermal stability. The compound exhibits good solubility in dichloromethane and moderate solubility in ethyl acetate. Recommended storage requires keeping it in tightly sealed containers at 2-8 C under nitrogen atmosphere to prevent hydrolysis. Safety considerations include using acid-resistant gloves during handling due to its corrosive nature and employing emergency eye wash fountains in the work area. APPLICATIONS: This silyl-protected indole sulfonyl chloride serves as a key reagent in the synthesis of bioactive sulfonamides, where the 1-(triisopropylsilyl)-1H-indole-6-sulfonyl chloride group reacts with various amines to form pharmaceutically relevant derivatives (Journal of Organic Chemistry). In peptide synthesis, the compound is used to introduce indole-containing side chains with temporary silyl protection that can be removed under mild acidic conditions (Bioconjugate Chemistry). Additionally, its electrophilic sulfonyl chloride functionality enables conjugation reactions with nucleophilic biomolecules for the development of targeted protein degradation agents (Nature Chemical Biology).