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Trifluoromethanesulfonic Acid 2,2,2‑Trifluoroethyl Ester (CAS 6226‑25‑1): Complete Technical Specifications and Procurement Guide

If you are procuring fluorinated alkylating reagents for pharmaceutical synthesis or advanced‑materials R&D, 2,2,2‑trifluoroethyl trifluoromethanesulfonate (commonly known as TFOL‑Tf) is likely on your purchasing list. With CAS No. 6226‑25‑1, it ranks among the most potent trifluoroethylating reagents available to synthetic chemists today.

Nevertheless, product quality varies widely across batches. Purity, water content and anhydride‑impurity levels directly govern reaction yields — especially when scaling up from lab‑scale gram batches to commercial‑scale kilogram‑ or even ton‑level production.

This guide breaks down all critical information for procurement managers and research chemists, covering molecular properties, practical application scenarios, safe‑handling protocols and vendor‑evaluation criteria to support well‑informed purchasing decisions.

What is 2,2,2‑Trifluoroethyl Trifluoromethanesulfonate?

2,2,2‑trifluoroethyl trifluoromethanesulfonate is an ester formed by trifluoromethanesulfonic acid (TfOH) and 2,2,2‑trifluoroethanol. Its molecular formula is C₃H₂F₆O₃S and molecular weight is 232.10 g/mol.

The compound’s core value stems from its triflate leaving group (‑OTf), one of the best‑known leaving groups in organic chemistry. This makes it a highly efficient electrophilic reagent capable of introducing the trifluoroethyl moiety (CF₃CH₂‑) into nucleophilic substrates.

Product Identification Summary

Content
IUPAC Name 2,2,2‑trifluoroethyl trifluoromethanesulfonate
CAS Number 6226‑25‑1
Synonyms 2,2,2‑trifluoroethyl triflate; TFOL‑Tf; trifluoromethanesulfonic acid‑2,2,2‑trifluoroethyl ester
InChI Key RTMMSCJWQYWMNK‑UHFFFAOYSA‑N
MDL Number MFCD00671579
UN Number 3265 (Corrosive liquid, acidic, organic, n.o.s.)
Hazard Class Class 8 (Corrosive substances), Packing Group II

Key Physical and Chemical Properties

Knowledge of the physical properties of CAS 6226‑25‑1 is essential for reactor design, storage planning and logistics transportation.

Parameter Specification
Appearance Colorless to pale‑yellow clear liquid
Density (25 °C) 1.611 g/mL
Boiling Point 89‑91 °C (mainstream literature); alternatively reported as 102.8 °C at 760 mmHg
Refractive Index (n²⁰/D) 1.304‑1.307
Flash Point >110 °C (some sources); 16 °C (closed‑cup; conflicting data — exercise extreme caution during handling)
Solubility Slightly soluble in water; soluble in chloroform and methanol
Storage Conditions 2‑8 °C, sealed storage under inert atmosphere (nitrogen/argon), moisture‑proof
Sensitivity Moisture‑sensitive; hydrolysis releases trifluoromethanesulfonic acid and hydrogen fluoride
Specific Gravity (20 °C) ca. 1.61

Important Note: Owing to its moisture‑sensitive nature, any selected supplier must demonstrate rigorous water‑content control (typically water < 200 ppm measured by Karl‑Fischer titration) and provide inert‑atmosphere packaging.

Core Value: Main Application Fields

Pharmaceutical and Medicinal Chemistry

The trifluoroethyl group is a highly valuable bioisostere in drug design; it improves metabolic stability, lipophilicity and binding affinity. As an efficient trifluoroethylating reagent, 2,2,2‑trifluoroethyl trifluoromethanesulfonate (CAS 6226‑25‑1) is widely used for:

•Synthesis of fluorine‑containing amino acids (e.g., preparation of nitrophenylalanine derivatives via phase‑transfer catalysis)
•Preparation of cyclic N‑arylhydroxamic acids through asymmetric alkylation
•Late‑stage functionalization of pharmaceutical intermediates to achieve selective alkylation under mild conditions

Lithium‑Ion Battery Electrolytes

Used as a functional electrolyte additive, this compound modulates the composition of the solid‑electrolyte interphase (SEI) film, enhancing electrochemical stability and safety performance of high‑voltage lithium‑ion batteries.

Pesticides and Advanced Materials

Beyond pharmaceuticals, this reagent finds application in:

•Protective intermediates for fluorinated pesticides
•Specialty surfactants and high‑performance polymers
•High‑performance fluorinated building blocks for materials science

Safety, Handling and Regulatory Information

CAS 6226‑25‑1 is classified as corrosive and acutely toxic. Its hazards must not be underestimated during process scale‑up.

GHS Hazard Statements

•H301: Toxic if swallowed
•H314: Causes severe skin burns and eye damage
•H330: Fatal if inhaled

Mandatory Personal‑Protective Equipment and Engineering Controls

•Handling must take place inside a fume hood or within facilities equipped with local exhaust ventilation
•Wear full‑face shields, chemical‑resistant gloves (butyl rubber or neoprene) and corrosion‑resistant aprons
•Emergency eyewash stations and safety showers must be reachable within 10 seconds from work areas
•An inert‑gas glovebox is recommended for moisture‑sensitive operations

Spill and Disposal Procedures

•Adsorb spills using inert, non‑combustible materials such as vermiculite or dry sand. Transfer contents to approved chemical‑waste containers.
•Do not flush large spills directly with water, as hydrolysis generates heat.

Procurement Guide: Vendor Evaluation Checklist

When searching online for suppliers or manufacturers of 2,2,2‑trifluoroethyl trifluoromethanesulfonate (CAS 6226‑25‑1), screen potential producers and traders using the checklist below.

1. Purity and Impurity Profile

•Require GC or HPLC purity ≥ 99.0 %
•Verify low anhydride content (< 0.5 %) — triflic anhydride is a common impurity that may cause excessive substrate activation
•Request residual sulfate and fluoride‑ion data (both should be < 50 ppm)
•Water content must be < 500 ppm; ideally < 200 ppm

2. Analytical Documentation

Reputable suppliers should provide:

•Batch‑specific Certificate of Analysis (COA)
•Material Safety Data Sheet (MSDS/SDS) in your local language
•¹H NMR, ¹⁹F NMR and IR spectra for structural confirmation

3. Packaging Integrity

Packaging is critical given moisture sensitivity:

•Laboratory‑scale: Amber glass bottles or fluoropolymer containers
•Bulk orders: Stainless‑steel drums or IBC totes
•Must be blanketed with nitrogen or argon
•Cold‑chain logistics (2‑8 °C) required for long‑distance transport

4. Production Capacity and Quality‑Management Systems

•ISO 9001 quality‑system certification is preferred
•Dedicated fluorination production lines (not shared multipurpose equipment)
•Proven scale‑up capability from kilogram to multi‑ton batches with controlled batch‑to‑batch variation
•Ability to deliver custom grades (pharmaceutical‑grade vs. battery‑grade)

Our Manufacturing Capabilities

We specialize in producing high‑purity 2,2,2‑trifluoroethyl trifluoromethanesulfonate (CAS 6226‑25‑1) for global pharmaceutical and energy‑materials markets.

Key Advantages

Purity control: Standard GC purity ≥ 99.0 %; anhydride, sulfate and fluoride ions strictly controlled below 10 ppm
Production capacity: Annual output 50‑100 metric tons, expandable to 200 metric tons; dedicated production lines with 500 L‑3000 L Hastelloy and glass‑lined reactors
Quality assurance: ISO 9001 certified; every batch supplied with complete COA, MSDS and NMR spectral datasets
Customization: Pharmaceutical‑grade and battery‑grade options available; standard packaging with inert‑gas (N₂/Ar) blanketing
Logistics support: Cold‑storage at 2‑8 °C and stable safety‑stock mechanisms to prevent supply disruption

Whether you require 100‑gram samples for route scouting or multi‑ton commercial orders, we deliver consistent quality alongside comprehensive technical support.

Frequently Asked Questions (FAQ)

Q: What is the difference between 2,2,2‑trifluoroethyl triflate and 2,2,2‑trifluoroethyl tosylate?

A: The triflate group exhibits far superior leaving‑group ability compared with tosylate. For nucleophilic trifluoroethylation, the triflate reagent delivers higher reaction yields under milder conditions.

Q: Can CAS 6226‑25‑1 be stored at room temperature?

A: Storage at 2‑8 °C inside sealed, inert‑atmosphere containers is strongly recommended. Room‑temperature storage accelerates moisture ingress and product degradation.

Q: Is pharmaceutical‑grade material available?

A: Yes. We offer customizable purity grades with tighter controls over sulfate, fluoride and anhydride impurities, suitable for GMP‑compliant synthetic workflows.

Q: What are typical lead times for bulk orders?

A: Small‑volume orders (≤ 100 kg) ship within 3‑5 working days. Bulk orders (≥ 1 ton) typically require 2‑3 weeks subject to production scheduling.

Conclusion

2,2,2‑trifluoroethyl trifluoromethanesulfonate (CAS 6226‑25‑1) is an indispensable reagent for modern fluorine‑containing synthesis. It can deliver full performance only when manufactured to adequate purity, packaged correctly, and sourced from suppliers who fully understand its moisture‑sensitive properties.

When evaluating vendors for your upcoming project, always request COA documents and test sample batches prior to bulk procurement. The cost of impurities always exceeds the cost of quality.

Looking to purchase high‑purity CAS 6226‑25‑1? Contact us today for customized quotations, sample availability and complete technical documentation.


Post time: Sep-10-2026