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Trifluoromethanesulfonic anhydride

CAS Number
358-23-6
EC Number
206-616-8
Chemical Formula
C2F6O5S2
Molecular Weight
282.14 g/mol

Description

Trifluoromethanesulfonic anhydride (CAS 358-23-6 ), commercially known as triflic anhydride or Tf₂O, is one of the most powerful electrophilic triflating agents available for synthetic chemistry. It activates hydroxyl groups and other nucleophilic sites for downstream coupling and functionalization steps that milder reagents cannot achieve efficiently. In pharmaceutical synthesis, Tf₂O converts phenols and enols into vinyl triflates. These are key intermediates in palladium-catalyzed cross-coupling reactions used to build complex active pharmaceutical ingredients. Polymer chemists use it to initiate cationic polymerization of cyclic monomers. This enables precise molecular weight control in specialty polymer production. It also functions as an activating agent in the synthesis of glycosyl triflates, supporting carbohydrate-based drug and excipient manufacturing. In fine chemical production, Tf₂O generates highly reactive triflate intermediates that allow selective C–O and C–N bond formation under conditions where conventional sulfonating agents fail. Triflic anhydride is supplied as a colorless to pale yellow liquid, typically in sealed, moisture-protected packaging due to its reactivity with atmospheric moisture. It is available in research quantities through to multi-kilogram lots for process-scale synthesis. Standard commercial offerings are high-purity technical and synthesis grades. Purity specifications are commonly at 99% or above as confirmed by GC or titration methods, ensuring reliability for sensitive industrial applications and laboratory research. Contact us for supply of Trifluoromethanesulfonic anhydride Request Quote

Other Names (Synonyms)

Trifluoromethylsulfonyl trifluoromethanesulfonate | Triflic anhydride | Tf2O

Key Technical Features

  • High Purity Grade standard
  • Consistent Batch Quality
  • Full Regulatory & REACH Support
  • Global Logistics Network enabled

Physical Properties

Melting Point-80°C
Boiling Point84 °C
Density1.677 g/mL at 25 °C(lit.)
Flash Point81-83°C
Appearanceclear colorless to light brown liquid
ColorClear colorless to light brown
FormLiquid
Water Solubilityreacts violently with water
Vapor Pressure8 mm Hg ( 20 °C)
Refractive Indexn 20/D 1.321(lit.)
Log P0.3 at 25℃

Safety & Handling

Danger
GHS03· OxidizerGHS05· CorrosiveGHS07· Irritant

Hazard Statements

H272May intensify fire; oxidizer
H302Harmful if swallowed
H314Causes severe skin burns and eye damage
H318Causes serious eye damage
H335May cause respiratory irritation

Precautionary Statements

P210Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P220Keep away from clothing and other combustible materials.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash … thoroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P316Get emergency medical help immediately.
P317Get emergency medical help.
P319Get medical advice/attention if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P363Wash contaminated clothing before reuse.
P405Store locked up.
P501Dispose of contents/container in accordance with local regulations.
P265Wash … thoroughly after handling.
P317Get emergency medical help.
P340IF INHALED: Remove person to fresh air and keep comfortable for breathing.
P378Use … for extinction.
P233Store in a well-ventilated place. Keep container tightly closed.
P331Rinse mouth. Do NOT induce vomiting.
P354IF ON SKIN: Take off immediately all contaminated clothing. Rinse skin with water/shower.
P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Trade & Regulatory

HS Code29049020
UN Number3265
ADR Class8
Packing GroupII
Storage Class5.1B - Oxidizing hazardous materials
WGK (Germany)3