N-(2-Pyridyl)bis(trifluoromethanesulfonimide)
N-(2-Pyridyl)bis(trifluoromethanesulfonimide) (CAS 145100-50-1; C7H4F6N2O4S2; molar mass 358.24 g/mol) is a crystalline electrophilic triflating reagent, supplied at 96% assay. The mild, neutral N-aryl triflimide transfers a trifluoromethanesulfonyl (triflyl) group to enolates, ketones and phenols, giving enol, vinyl and aryl triflates widely used in palladium-catalysed cross-coupling. Tech Serve Solutions supplies it as a research-grade building block for fine-chemical and pharmaceutical-intermediate synthesis.
- IUPAC
- 2-[N,N-Bis(trifluoromethylsulfonyl)amino]pyridine,N,N-Bis(trifluoromethylsulfonyl)-2-pyridylamine
- Synonyms
- N-(2-Pyridyl)bis(trifluoromethanesulfonimide)2-[N,N-Bis(trifluoromethylsulfonyl)amino]pyridineN,N-Bis(trifluoromethylsulfonyl)-2-pyridylamine1,1,1-Trifluoro-N-(2-pyridinyl)-N-[(trifluoromethyl)sulfonyl]methanesulfonamideN-(2-Pyridyl)triflimide2-(N,N-bis(trifluoromethanesulfonyl)amino)pyridine
Enol and vinyl triflate formation
Reacts with ketone-derived enolates to deliver enol (vinyl) triflates under mild, near-neutral conditions. These triflates are versatile electrophiles for subsequent coupling chemistry.
Aryl triflate synthesis from phenols
Converts phenols into aryl triflates, providing a clean leaving group on the aromatic ring. Aryl triflates are valuable substrates for metal-catalysed bond formation.
Substrates for cross-coupling
The triflates it generates serve as coupling partners in palladium- and nickel-catalysed reactions such as Suzuki, Stille, Negishi, Heck and carbonylation chemistry. This supports rapid elaboration of complex molecular frameworks.
Heterocyclic building block
Used as a C7 pyridine-based reagent in chemical synthesis and medicinal-chemistry route development. It enables installation of triflate handles for further functionalisation of intermediates.
Research and method development
Applied in academic and industrial laboratories developing and optimising triflation protocols. Its mild reactivity makes it suitable for sensitive or functionalised substrates.
| Molecular weight | 358.24 |
|---|---|
| Empirical formula | C7H4F6N2O4S2 |
| Assay | 96% |
| Boiling point | 80-90 °C/0.25 mmHg(lit.) |
| Storage temperature | 2-8°C |
| Melting point | 40-42 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 110 °C / 230 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is N-(2-Pyridyl)bis(trifluoromethanesulfonimide) used for?
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It is an electrophilic triflating (trifluoromethanesulfonylating) reagent. Under mild, near-neutral conditions it transfers a triflyl group to enolates, ketones and phenols to form enol, vinyl and aryl triflates, which are then used as electrophiles in palladium- and nickel-catalysed cross-coupling reactions.
What is the CAS number and molecular formula of N-(2-Pyridyl)bis(trifluoromethanesulfonimide)?
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Its CAS number is 145100-50-1 and its molecular formula is C7H4F6N2O4S2, corresponding to a molecular weight of 358.24 g/mol. The MDL number is MFCD00191834 and the Beilstein registry number is 5832565.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this material as a research-grade synthetic building block with a typical assay of 96%. We do not represent it as USP, BP or EP pharmacopoeial grade. A certificate of analysis is provided with each batch, and specific assay or specification requirements can be discussed at the time of enquiry.
What are the safety and handling requirements?
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The reagent is classified GHS07 with the signal word Warning and hazard statements H315 (causes skin irritation), H319 (causes serious eye irritation) and H335 (may cause respiratory irritation). Use an N95-type dust mask, eye shields and gloves; avoid dust formation and breathing dust (P261); and if in eyes, rinse cautiously with water and continue rinsing (P305+P351+P338). It carries a German water-hazard class of WGK 3, so contact with water and effluent should be controlled. Always consult the Safety Data Sheet before use.
How should it be stored?
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Store refrigerated at 2-8 degrees C in tightly closed containers, protected from moisture. The material melts at 40-42 degrees C and has a flash point of about 110 degrees C; keep it away from heat and ignition sources.
How is N-(2-Pyridyl)bis(trifluoromethanesulfonimide) packed, shipped and exported?
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It is packed in sealed, moisture-protected containers with sizes ranging from gram-scale laboratory quantities to larger bulk orders. Each consignment ships with a certificate of analysis and Safety Data Sheet, and Tech Serve Solutions handles export documentation and temperature-conscious, compliant logistics to destinations worldwide.
How do I request a sample or quote?
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Contact Tech Serve Solutions with your required quantity, intended assay or specification and delivery destination, and our team will provide a quotation and lead time. Samples can be arranged on request, subject to availability.
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