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Trifluoromethanesulfonic anhydride

CAS 358-23-6(CF3SO2)2OChemical Synthesis

Trifluoromethanesulfonic anhydride (CAS: 358-23-6) is a potent triflating agent with the molecular formula (CF3SO2)2O and a molecular weight of 282.14 g/mol. This highly reactive compound serves as a crucial reagent in organic synthesis, particularly in the formation of triflates and as a catalyst for specific glycosylation reactions. Its applications are vital in the advancement of complex molecule synthesis within research and industrial settings.

IUPAC
Triflic anhydride
Synonyms
Triflic anhydrideTrifluoromethanesulfonic acid anhydrideAnhydrous trifluoromethanesulfonic acid
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Trifluoromethanesulfonic anhydride ((CF3SO2)2O) — chemical structure, CAS 358-23-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical SynthesisCouplingSynthetic ReagentsTriflate Formation
01 /Applications

Catalyst for Glycosylation

Utilised as a catalyst in the synthesis of polysaccharides, facilitating the formation of glycosidic bonds which are fundamental to carbohydrate chemistry.

Stereoselective Synthesis Reagent

Employed in the stereoselective synthesis of mannosazide methyl uronate donors, contributing to the precise construction of complex carbohydrate structures.

Activator for Glycosylation

Acts as an effective activator for direct glycosylation reactions involving anomeric hydroxy sugars, enabling efficient carbon-oxygen bond formation.

Triflate Formation

A key reagent for the formation of triflates, which are excellent leaving groups widely used in various organic transformations and coupling reactions.

02 /Properties
Molecular weight282.14
Linear formula(CF3SO2)2O
Assay≥99%
Gradepurum
Boiling point81-83 °C(lit.)
Density1.677 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.321(lit.)
Concentration1 M in methylene chloride
Vapour pressure8 mmHg (20 °C)
Vapour density5.2 (vs air)
Storage temperature2-8°C
ApplicationCatalyst for glycosylation for synthesis of polysaccharides1Reagent for stereoselective synthesis of mannosazide methyl uronate donors2Activator for direct glycosylation with anomeric hydroxy sugars3
03 /Safety & handling
GHS hazard pictogram: Corrosive (GHS05)
Corrosive
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Danger

Hazard statements

  • H302Harmful if swallowed
  • H314Causes severe skin burns and eye damage

Precautionary statements

  • P280Wear protective gloves, clothing and eye/face protection
  • P305IF IN EYES
  • P310Immediately call a POISON CENTER or doctor
Protective equipmentFaceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Transport (UN / ADR)UN 3265 8 / PGII
Water hazard class (WGK, DE)3
Hazard codes (EU)C
Risk statements (R)14-22-35
Safety statements (S)26-36/37/39-43-45
Supplemental hazardsReacts violently with water.

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
358-23-6
MDL number
MFCD00000408
PubChem substance
24889545
Beilstein registry
1813600
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Trifluoromethanesulfonic anhydride used for?

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Trifluoromethanesulfonic anhydride is primarily used as a potent triflating agent, a catalyst for glycosylation reactions in polysaccharide synthesis, a reagent for stereoselective synthesis of uronate donors, and an activator for glycosylation with hydroxy sugars.

What is the CAS number and formula for Trifluoromethanesulfonic anhydride?

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The CAS number is 358-23-6, and its linear formula is (CF3SO2)2O.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Trifluoromethanesulfonic anhydride with a purity of ≥99%, specified as 'purum' grade. We do not represent this product as USP, BP, or EP.

How should Trifluoromethanesulfonic anhydride be handled safely?

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Trifluoromethanesulfonic anhydride reacts violently with water and is corrosive. Handle with extreme care in a well-ventilated area, using appropriate personal protective equipment including a face shield, respirator, gloves, and goggles. Avoid contact with skin and eyes.

How is Trifluoromethanesulfonic anhydride packed and shipped?

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Trifluoromethanesulfonic anhydride is packed and shipped according to international regulations for hazardous materials, including UN 3265, Class 8, Packing Group II. We export globally.

How can I request a quote or sample?

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Please contact our sales team via the website or direct email to request a quote or sample for Trifluoromethanesulfonic anhydride.

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