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Atomfair N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide TMS Triflimide C5H9F6NO4S2Si CAS 82113-66-4

N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide (CAS No. 82113-66-4) is a highly specialized organosilicon compound with the molecular formula C5H9F6NO4S2Si . This reagent is widely recognized for its role as a potent silylating agent and catalyst in advanced organic synthesis. Its IUPAC name, 1,1,1-trifluoro-N-(trifluoromethylsulfonyl)-N-trimethylsilylmethanesulfonamide , reflects its unique trifluoromethanesulfonyl (triflyl) and trimethylsilyl functional groups, which contribute to its exceptional reactivity and stability under harsh conditions. This compound is particularly valued in electrolyte formulations , polymer chemistry , and acid-catalyzed reactions due to its strong Lewis acidity and low nucleophilicity. It is supplied as a high-purity (>98%) liquid or solid, ensuring optimal performance in sensitive applications.…

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Description

N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide (CAS No. 82113-66-4) is a highly specialized organosilicon compound with the molecular formula C5H9F6NO4S2Si. This reagent is widely recognized for its role as a potent silylating agent and catalyst in advanced organic synthesis. Its IUPAC name, 1,1,1-trifluoro-N-(trifluoromethylsulfonyl)-N-trimethylsilylmethanesulfonamide, reflects its unique trifluoromethanesulfonyl (triflyl) and trimethylsilyl functional groups, which contribute to its exceptional reactivity and stability under harsh conditions.

This compound is particularly valued in electrolyte formulations, polymer chemistry, and acid-catalyzed reactions due to its strong Lewis acidity and low nucleophilicity. It is supplied as a high-purity (>98%) liquid or solid, ensuring optimal performance in sensitive applications. Proper handling under inert atmospheres (e.g., argon or nitrogen) is recommended to prevent moisture sensitivity.

Properties

  • CAS Number: 82113-66-4
  • Complexity: 487
  • IUPAC Name: 1,1,1-trifluoro-N-(trifluoromethylsulfonyl)-N-trimethylsilyl-methanesulfonamide
  • InChI: InChI=1S/C5H9F6NO4S2Si/c1-19(2,3)12(17(13,14)4(6,7)8)18(15,16)5(9,10)11/h1-3H3
  • InChI Key: MLIRNWUYOYIGBZ-UHFFFAOYSA-N
  • Exact Mass: 352.96464562
  • Molecular Formula: C5H9F6NO4S2Si
  • Molecular Weight: 353.3
  • SMILES: C[Si](C)(C)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
  • Topological: 88.3
  • Monoisotopic Mass: 352.96464562
  • Synonyms: N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide, 672-648-8, 82113-66-4, TMS Triflimide, MFCD10566930, 1,1,1-trifluoro-N-(trifluoromethylsulfonyl)-N-trimethylsilylmethanesulfonamide, 1,1,1-TRIFLUORO-N-TRIFLUOROMETHANESULFONYL-N-(TRIMETHYLSILYL)METHANESULFONAMIDE, Tf2NSiMe3, C5H9F6NO4S2Si, SCHEMBL460105, DTXSID70451929, MLIRNWUYOYIGBZ-UHFFFAOYSA-N, AKOS037646475, AS-69066, SY045618, T2392, T72970, [Bis(trifluoromethanesulfonyl)amino]trimethylsilane, N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)amine, N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide, >/=97%

Application

N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide is extensively used as a silylation reagent in the synthesis of silicon-containing organic compounds. It serves as a catalyst in Friedel-Crafts acylations and other electrophilic aromatic substitutions due to its strong Lewis acid properties. Additionally, it is employed in lithium-ion battery electrolytes to enhance ionic conductivity and thermal stability.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

  • P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (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

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  • 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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