TCI P2413 Phenyl[3-(trifluoromethyl)phenyl]iodonium Trifluoromethanesulfonate is a diaryliodonium salt. It is a hypervalent iodine compound that carries two different aryl groups, phenyl and 3-(trifluoromethyl)phenyl, with a triflate anion as its counterion. In organic synthesis laboratories it is used as an electrophilic arylating reagent, meaning it supplies an aryl group that can be transferred to a wide range of nucleophiles. Iodonium salts are also known as cationic photoinitiators and photoacid generators in polymer research and photoresist materials work.
Chemists choose diaryliodonium salts because they are relatively stable and are generally solids that are easy to handle, yet they transfer aryl groups very readily. The hypervalent iodine atom is an excellent leaving group, so arylation can proceed metal-free or with copper or palladium catalysts under fairly mild conditions. Because its two aryl groups are different, this unsymmetrical salt is useful for studying aryl-transfer selectivity, which depends on electronic factors and reaction conditions. The weakly coordinating triflate anion also improves reactivity and solubility in organic solvents.
In Indonesian laboratories, this reagent suits university organic chemistry research groups, pharmaceutical and medicinal chemistry teams, and materials science laboratories. Synthetic chemists can use it to build aryl–heteroatom and aryl–carbon bonds when developing new compounds or optimising reaction methods. Polymer and photoresist researchers can include it in studies of cationic photoinitiation and photoacid generation. As a TCI product, it gives research and teaching laboratories a recognised reagent source for reproducible synthetic work and method development.
TCI brochures (PDF)
- Hypervalent Iodine Compounds 2025-06-12 · p. 6
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- Electrophilic arylation of nucleophiles: the iodonium centre transfers an aryl group to oxygen, nitrogen, sulfur or carbon nucleophiles, giving a practical route to arylated products.
- Metal-free arylation methods: the hypervalent iodine leaving group lets some arylations proceed without transition metals, which helps when metal residues in the product must be avoided.
- Copper- or palladium-catalysed coupling: the salt acts as a reactive aryl source in catalytic cycles under fairly mild conditions, which supports modern cross-coupling and C–H functionalisation research.
- Aryl-transfer selectivity studies: the unsymmetrical phenyl and 3-(trifluoromethyl)phenyl groups let researchers study how electronic factors and reaction conditions decide which aryl group is transferred.
- Cationic photoinitiation and photoacid generation research: iodonium salts are known photoinitiators and photoacid generators, so this compound fits exploratory work on polymer curing and photoresist materials.
| Brand | TCI (product code P2413) |
|---|---|
| CAS number | 905718-46-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Synthetic Reagents > Hypervalent Iodine Compounds |
| Pack sizes | as listed by TCI for product P2413; please confirm the available size when you order |
| Physical form | diaryliodonium salts are generally solids; see the TCI product documentation for details |
| Storage | keep tightly closed in a cool, dry place, following the TCI label and Safety Data Sheet |
Store this reagent in its original tightly sealed container, in a cool, dry, well-ventilated area away from direct light, heat and moisture. Iodonium salts are used as photoinitiators, so protecting the material from light helps preserve its quality. Keep it away from strong reducing agents and incompatible substances. Handle it in a fume hood and wear safety glasses, gloves and a laboratory coat. Avoid creating dust and avoid contact with skin and eyes. Always read the TCI Safety Data Sheet before use, and dispose of waste according to institutional and local chemical waste regulations.
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