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CAS 4353-77-9

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Trimethylsilyl chlorosulfonate

Description:
Trimethylsilyl chlorosulfonate (TMSClSO3) is a chemical compound characterized by its use as a reagent in organic synthesis, particularly in the field of silicon chemistry. It is a colorless to pale yellow liquid with a pungent odor, and it is known for its ability to act as a chlorosulfonating agent. The compound features a trimethylsilyl group, which enhances its reactivity and solubility in organic solvents. TMSClSO3 is typically used to introduce sulfonyl groups into organic molecules, facilitating the formation of sulfonamides and other derivatives. It is also valued for its role in the protection of alcohols and amines during synthetic procedures. Due to its reactive nature, it can hydrolyze in the presence of moisture, releasing hydrochloric acid and sulfuric acid, which necessitates careful handling and storage under anhydrous conditions. Safety precautions are essential when working with this compound, as it can be corrosive and irritating to the skin, eyes, and respiratory system.
Formula:C3H9ClO3SSi
InChI:InChI=1/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3
InChI key:InChIKey=QWQONZVLXJGXHV-UHFFFAOYSA-N
SMILES:C[Si](C)(C)OS(=O)(=O)Cl
Synonyms:
  • Chlorosulfonic acid trimethylsilyl ester
  • Chlorosulfuric acid, trimethylsilyl ester
  • Silanol, trimethyl-, chlorosulfate
  • Silanol, trimethyl-, chlorosulfonate
  • Trimethylsiloxysulfonyl chloride
  • Trimethylsilyl Sulfurochloridate
  • Trimethylsilyl chlorosulfate
  • Trimethylsilyl chlorosulphate
  • [Chlorosulfonyloxy(dimethyl)silyl]methane
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