1-Phenyl-1H-imidazol-3-ium Trifluoromethanesulfonate TCI P2822

Chemical Identity

Other names: N-PhIMT
CAS No.: 361447-81-6
PubChem: CID 11323848·SID 468592743
Formula: C10H9F3N2O3S
Molecular weight: 294.25 g/mol
Purity: >98.0%(HPLC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3-phenyl-1H-imidazol-3-ium;trifluoromethanesulfonate
SMILES: C1=CC=C(C=C1)[N+]2=CNC=C2.C(F)(F)(F)S(=O)(=O)[O-]
InChIKey: FKGZYFHAFBWWPJ-UHFFFAOYSA-N

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Dokumen Keamanan & Mutu

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1-Phenyl-1H-imidazol-3-ium trifluoromethanesulfonate, often abbreviated as PhIMT, is an imidazolium salt known in nucleic acid chemistry as an activator or promoter for oligonucleotide synthesis using the phosphoramidite method. TCI supplies it under product code P2822 in its Chemical Biology category, within the Nucleic Acid Chemistry field. In the laboratory, this reagent activates phosphoramidite monomers so that they can react with hydroxyl groups on nucleosides or growing oligonucleotide chains. This reaction forms the internucleotide linkages that make up the backbone of synthetic DNA and RNA.

Imidazolium salts behave as controlled weak acids. This makes them strong enough to protonate and activate phosphoramidites while remaining relatively gentle on sensitive protecting groups. The triflate counter-anion is non-nucleophilic, which helps keep the reaction clean and limits unwanted side reactions during coupling. Because of these traits, PhIMT is of interest to researchers looking at alternatives to conventional activators. This includes work on couplings that must be selective for particular functional groups, and on the synthesis of modified oligonucleotides that need milder reaction conditions than standard protocols provide.

In Indonesia, nucleic acid research continues to grow in university chemistry and biochemistry departments, molecular biology laboratories, and research institutions working on genetics, diagnostics, and biotechnology. Researchers who synthesize custom oligonucleotides, study phosphoramidite coupling chemistry, or prepare modified nucleic acid analogues can use this TCI reagent as part of their synthetic toolkit. It is suited to bench-scale method development and academic studies where the choice of activator directly affects coupling efficiency and product quality.

TCI brochures (PDF)

Coupling Activators for Oligonucleotide Synthesis 2025-06-30 · p. 1
Nucleic Acid Medicine Synthesis Research Reagents 2024-11-07 · p. 1
Oligonucleotide Synthesis Reagents 2025-07-24 · p. 1
Condensing Agents 2025-11-18 · p. 9
Nucleosides, Nucleotides, Nucleic Acids and Related Reagents 2026-03-23 · p. 14

Related TCI products

Phosphoramidite oligonucleotide synthesis: PhIMT acts as an activator that protonates phosphoramidite monomers, allowing efficient coupling to free hydroxyl groups on the growing DNA or RNA chain.
Synthesis of modified oligonucleotides: its controlled weak acidity provides milder coupling conditions that help preserve sensitive protecting groups and delicate modifications on nonstandard nucleoside building blocks.
Selective coupling studies: researchers exploring couplings that favor particular functional groups can use this imidazolium salt as an alternative to conventional activators in comparative experiments.
Activator method development: the non-nucleophilic triflate anion helps keep reactions clean, which makes PhIMT useful for evaluating and optimizing new coupling protocols in nucleic acid chemistry.
Academic research and teaching in chemical biology: the reagent shows how acid-mediated activation forms internucleotide bonds, supporting both research projects and advanced coursework on synthetic nucleic acids.

Brand	TCI (product code P2822)
CAS number	361447-81-6
Molecular formula	—
Purity	—
Category	Chemistry > Chemical Biology > Nucleic Acid Chemistry
Pack sizes	available in TCI's standard pack sizes; please confirm the current options with our team
Physical form	please refer to the TCI specification and Certificate of Analysis for the supplied lot
Storage	follow the conditions stated on the TCI label and Safety Data Sheet

Store this reagent in its original, tightly closed manufacturer's container under the conditions on the TCI label and Safety Data Sheet. Keep it in a cool, dry, well-ventilated place away from moisture, because water contamination can lower its performance in phosphoramidite chemistry. Keep it away from incompatible substances and direct heat. Handle the material in a fume hood or well-ventilated area, and wear suitable personal protective equipment, including chemical-resistant gloves, safety glasses, and a laboratory coat. Avoid breathing dust or vapours and prevent contact with skin and eyes. Reseal the container promptly after use, label any working solutions clearly, and dispose of waste according to local regulations and your institution's chemical safety procedures.

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