Triflic Anhydride

Basic Information of Triflic Anhydride

CAS No.:	358-23-6
EC No.:	206-616-8
Linear Formula:	(CF₃SO₂)₂O
Molecular Weight:	282.14
Appearance:	Colorless, fuming liquid.
Melting Point:	-80°C
Boiling point:	81-83 °C (lit.)
Density:	1.677 g/mL at 25 °C (lit.)
Solubility:	Highly reactive with nucleophiles, water, and protic solvents.
Stability:	Available in high purity grades (e.g., 99% min) for sensitive synthetic and catalytic applications.
RIDADR:	UN 3265 8/PG 2
Chemical Structure:

Our commitment to delivering high-purity Triflic Anhydride ensures a reliable and efficient component for your critical processes, offering consistent quality for diverse synthetic and industrial applications.

Primary Applications of Triflic Anhydride (Trifluoromethanesulfonic Anhydride)

Triflic Anhydride's extreme electrophilicity and potent triflating ability make it an invaluable reagent with significant applications in various advanced chemical processes:

1. Derivatizing Agent / Triflating Agent:

   Triflic Anhydride is primarily used to introduce the trifluoromethanesulfonyl (triflyl) group (CF₃SO₂⁻) into organic molecules. This is crucial for:

• Converting Hydroxyl Groups: Efficiently transforms alcohols into highly reactive triflates, excellent leaving groups for nucleophilic substitution reactions (e.g., in stereoselective syntheses).

• Activating Carboxylic Acids: Forms mixed anhydrides that are powerful acylating agents.

• Preparing Triflates: Synthesizing various triflate esters and salts, which are themselves versatile reagents and catalysts.

2. Strong Electrophile in Organic Synthesis:

   It acts as a potent electrophile in Friedel-Crafts type reactions, Vilsmeier-Haack reactions, and other electrophilic aromatic substitutions, allowing for precise and effective functionalization of organic compounds.

3. Dehydrating Agent:

   Its strong affinity for water makes it an effective dehydrating agent in certain sensitive organic reactions, particularly when forming unsaturated compounds or anhydrides.

4. Catalyst in Chemical Transformations:

   Triflic Anhydride serves as a powerful catalyst for various reactions, including:

• Polymerization: Initiates or catalyzes the polymerization of a range of monomers, leading to specialty polymers.

• Cyclization Reactions: Promotes the formation of cyclic compounds.

• Rearrangements: Facilitates complex molecular rearrangements.

5. Pharmaceutical and Agrochemical Development:

   It is a critical reagent in the synthesis of complex active pharmaceutical ingredients (APIs) and agrochemicals, enabling challenging bond formations and stereoselective transformations.

Its use as a powerful triflating agent is discussed in triflation reagents in organic synthesis.

• Exceptional Purity & Consistent Quality: Our Triflic Anhydride is manufactured to stringent purity specifications, crucial for achieving optimal and reproducible results in sensitive organic syntheses and demanding industrial processes.

• Expert Technical Support: Our dedicated team of specialists is readily available to offer comprehensive guidance on product application, safe handling procedures, optimal storage, and usage in your specific chemical processes, ensuring maximum safety and efficiency when working with this potent reagent.

• Commitment to Quality & Responsible Stewardship: We adhere to the highest industry standards for quality management, environmental responsibility, and product stewardship across all our operations, ensuring peace of mind for our clients and sustainable sourcing practices.

• Customized Solutions: We understand that different applications may require specific purity levels. We are open to discussing customized solutions to meet your exact requirements.

To understand how triflic anhydride fits into the broader triflate reagent system, refer to the overview of triflic acid and triflate chemistry.

Hazards Classification

• GHS Classification: Corrosive (GHS05), Acute Toxicity (GHS06), Exclamation Mark (GHS07)

• Hazard Statements: Causes severe skin burns and eye damage; harmful if inhaled; may cause respiratory irritation.

• UN Number: UN 3265

• Hazard Class: 8 (Corrosive)

• Packing Group: II