NorrChemica™
Silver Trifluoromethanesulfonate
Silver Trifluoromethanesulfonate | CAS 2923-28-6 | ≥98%
| Pack size | Excl. VAT | Incl. VAT | Add to cart |
|---|---|---|---|
| 1.0 g | €69,20 | ||
| 5.0 g | €89,20 | ||
| 10 g | €139,20 | ||
| 25 g | €319,20 |
Taxes and fees, e.g. VAT, included in the price. Shipping calculated at checkout.Free shipping on EU, UK and EFTA orders above €250, and above €400 to the rest of the world.
Technical Specifications
| CAS Number | 2923-28-6 |
| EC / EINECS Number | 220-882-2 |
| MDL Number | MFCD00013226 |
| SMILES | C(F)(F)(F)S(=O)(=O)[O-].[Ag+] |
| InChI | InChI=1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1 |
| InChIKey | QRUBYZBWAOOHSV-UHFFFAOYSA-M |
| PubChem CID | 76223 |
| Molecular Formula | CAgF₃O₃S |
| Molecular Weight | 256.94 g/mol |
| Melting Point | 356 °C |
| Solubility | Soluble in water and in most organic solvents. |
| Purity | ≥98% |
| Physical Form | White to light yellow powder or crystals |
| HS Code | 2843.29 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Store in a cool, dry and dark place in a tightly sealed container under an inert atmosphere. Protect from light and moisture. |
Product Description & Scientific Applications
Silver trifluoromethanesulfonate (silver triflate, AgOTf) is the silver(I) salt of trifluoromethanesulfonic acid. In organic synthesis it is used as a source of silver ions that remove halides, as a triflating agent, and as a catalyst.
Halide abstraction. Silver triflate removes halide ions from organic halides and from metal halide complexes, and the silver halide precipitates. With organic halides this gives triflates or reactive cationic species, such as electrophilic onium ions. With chlororhodium complexes it gives cationic rhodium catalysts, which are used, for example, in the hydrophosphination of alkynes.
Halide abstraction: silver triflate converts an organic halide R–X (X = Cl, Br, I) into the triflate, and the silver halide precipitates.
Glycosylation. In carbohydrate chemistry, silver triflate is combined with halogen electrophiles such as iodine monochloride to activate thioglycoside donors, which then react with sugar acceptors to give O-glycosides.
Hydrosilylation of aldehydes. Silver triflate, alone or with a phosphine or N-heterocyclic carbene ligand, catalyses the chemoselective hydrosilylation of aromatic and aliphatic aldehydes to silyl ethers.
Hydrosilylation of an aldehyde (left) with a hydrosilane gives the silyl ether of the primary alcohol (right).
Other reported uses. Silver triflate also promotes Friedel–Crafts reactions, the cyclisation of nucleophiles onto alkenes, and esterification reactions. It is used in the etherification of alcohols with primary alkyl halides, and in the conversion of secondary phosphates and thiophosphates into alkenes.
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| GHS Pictograms |
|
| Signal Word | Warning |
| Hazard Class | Not regulated for transport |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
| H-Statements | H315 - H319 - H335 |
| P-Statements | P280 - P302+P352 - P304+P340 - P305+P351+P338 - P312 - P501 |
Documentation
| Safety Data Sheet | Download PDF |
