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Atomfair Trimethylsilyl chlorosulphate TMSClS, TMSCS C3H9ClO3SSi CAS 4353-77-9

Trimethylsilyl Chlorosulphate ( CAS 4353-77-9 ) is a highly reactive organosilicon compound with the molecular formula C3H9ClO3SSi . This specialized reagent is widely utilized in organic synthesis, particularly as a powerful silylating agent and sulfonylation intermediate. The IUPAC name, [chlorosulfonyloxy(dimethyl)silyl]methane , reflects its unique molecular structure combining a trimethylsilyl group with a reactive chlorosulfate moiety. This compound is typically supplied as a moisture-sensitive liquid that requires careful handling under inert atmosphere conditions. Its exceptional reactivity makes it valuable for introducing trimethylsilyl groups in challenging synthetic transformations. The product is rigorously quality controlled to ensure consistency for research applications, with purity…

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Description

Trimethylsilyl Chlorosulphate (CAS 4353-77-9) is a highly reactive organosilicon compound with the molecular formula C3H9ClO3SSi. This specialized reagent is widely utilized in organic synthesis, particularly as a powerful silylating agent and sulfonylation intermediate. The IUPAC name, [chlorosulfonyloxy(dimethyl)silyl]methane, reflects its unique molecular structure combining a trimethylsilyl group with a reactive chlorosulfate moiety.

This compound is typically supplied as a moisture-sensitive liquid that requires careful handling under inert atmosphere conditions. Its exceptional reactivity makes it valuable for introducing trimethylsilyl groups in challenging synthetic transformations. The product is rigorously quality controlled to ensure consistency for research applications, with purity typically exceeding 95% by GC analysis.

Primary applications include: protection/deprotection chemistry, synthesis of sulfonate esters, and as a reagent in complex multi-step organic syntheses. Due to its hazardous nature, it is supplied with comprehensive safety documentation including SDS and technical specifications.

Properties

  • CAS Number: 4353-77-9
  • Complexity: 174
  • IUPAC Name: [chlorosulfonyloxy(dimethyl)silyl]methane
  • InChI: InChI=1S/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3
  • InChI Key: QWQONZVLXJGXHV-UHFFFAOYSA-N
  • Exact Mass: 187.9730195
  • Molecular Formula: C3H9ClO3SSi
  • Molecular Weight: 188.71
  • SMILES: C[Si](C)(C)OS(=O)(=O)Cl
  • Topological: 51.8
  • Monoisotopic Mass: 187.9730195
  • Synonyms: 4353-77-9, Trimethylsilyl chlorosulfonate, Trimethylsilyl chlorosulphate, EINECS 224-425-8, DTXSID30195872, DTXCID70118363, 224-425-8, Trimethylsilylchlorosulfonate, [chlorosulfonyloxy(dimethyl)silyl]methane, trimethylsilyl sulfochloridate, Chlorosulfuric acid, trimethylsilyl ester, trimethylsilyl sulfurochloridate, MFCD00040471, PM26WJY8RV, trimethylsilyl chlorosulfate, trimethylsilylsulfochloridate, trimethylsilylchlorosulphonate, SCHEMBL544749, trimethylsilyloxysulfonyl chloride, Trimethylsilyl chlorosulfonate, 99%, AKOS006223653, DB-321831, NS00045223, G64011

Application

Trimethylsilyl chlorosulphate serves as an efficient reagent for introducing sulfonate groups in organic synthesis. It finds particular utility in carbohydrate chemistry for selective sulfonylation of hydroxyl groups. The compound is also employed in the preparation of silyl ethers under mild conditions. Researchers value its ability to act as both a silylating agent and sulfonylating reagent in complex molecular transformations.

Safety and Hazards

GHS Hazard Statements

  • H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
  • H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

  • P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501

Hazard Classes and Categories

  • Flam. Liq. 3 (100%)
  • Skin Corr. 1B (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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