Trifluoromethanesulfonic Anhydride TCI T1100

Chemical Identity

Other names: Tf2O
CAS No.: 358-23-6
PubChem: CID 67749·SID 87576894
Formula: C2F6O5S2
Molecular weight: 282.14 g/mol
Purity: >98.0%(T)
Reference databases: ChEBI·ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: trifluoromethylsulfonyl trifluoromethanesulfonate
SMILES: C(F)(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
InChIKey: WJKHJLXJJJATHN-UHFFFAOYSA-N

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TCI T1100 is Trifluoromethanesulfonic Anhydride, CAS number 358-23-6, widely known as triflic anhydride or Tf2O. It is the anhydride of trifluoromethanesulfonic acid and is one of the most widely used triflating reagents in organic synthesis. In the TCI catalogue it is listed under Glycoscience because of its broad use in carbohydrate chemistry, particularly as an activator in glycosylation reactions. In the laboratory it serves as a high-reactivity reagent for introducing the triflate group and for activating other functional groups, so it is typically handled by teams that already work with demanding synthetic methods.

The properties that make Tf2O a preferred choice stem from the triflate group, which is an excellent leaving group. This is why the reagent is chosen to convert alcohols into triflates that are highly reactive toward nucleophilic substitution. Triflic anhydride is also used to activate amides and sulfoxides, and to prepare enol triflates from ketones, which can then be used in transition-metal-catalysed coupling reactions. This high reactivity is what makes it a go-to reagent, and it is also the reason the material must be handled with great care.

In Indonesian laboratories, Tf2O is normally used by organic synthesis and carbohydrate chemistry groups that are already experienced with reactive reagents. The product is supplied as a liquid in 10 g, 25 g, and 250 g packs, so a laboratory can choose a size that matches the scale of its work. Teams typically use it in research settings where the demands of glycosylation or triflation chemistry justify a specialised reagent and where proper handling procedures are already established.

Advantages (TCI brochure)

Triflation reagent for protection of phenolic hydroxyl groups

TCI brochures (PDF)

Safe and Easy-to-handle Trifluoromethoxylating Agent TFNf 2026-08-07 · p. 1
Sulfonylation Reagents 2023-01-20 · p. 2
Condensing Agents 2025-11-18 · p. 8
Glycosidation 2026-04-14 · p. 2
Protecting Agents 2025-03-25 · p. 11
Reagents for Glyco Chemistry & Biology 5th Edition · p. 150

Related TCI products

Glycosylation activation: Tf2O is widely used as an activator in glycosylation reactions, which is why TCI classifies it under Glycoscience and why it suits carbohydrate chemistry laboratories.
Conversion of alcohols to triflates: because the triflate group is an excellent leaving group, this reagent turns alcohols into triflates that react readily in nucleophilic substitution, making it suitable for synthetic route design.
Amide activation: triflic anhydride is used to activate amides, and its strong reactivity makes it a dependable choice for synthetic chemists who need to transform these functional groups under controlled conditions.
Sulfoxide activation: the reagent is also employed to activate sulfoxides, where its high electrophilic reactivity is the reason it is selected over milder reagents in organic synthesis.
Enol triflate preparation: Tf2O converts ketones into enol triflates, which can then be used in transition-metal-catalysed coupling reactions, so it suits laboratories building more complex molecular structures.

From the TCI brochure

Triflation of aryl hydroxyl with an amine base

Brand	TCI
CAS number	358-23-6
Molecular formula	—
Purity	—
Category	Chemistry > Chemical Biology > Glycoscience
Pack sizes	10 g, 25 g, and 250 g
Physical form	liquid
Storage	—

Product code: T1100

Triflic anhydride is a very reactive reagent and should be handled with great caution. Follow the safety data sheet supplied with the product and the laboratory's own procedures for reactive and corrosive chemicals. Work in a well-ventilated area or fume hood, and wear suitable protective equipment such as gloves, eye protection, and a laboratory coat. Keep the product in its original, tightly closed container and store it in a designated chemical storage area, away from incompatible materials. Check the label and the safety data sheet for the exact storage conditions recommended by the manufacturer. Only personnel experienced with reactive reagents should use this product.

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