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CAS RN: 862095-77-0 | Product Number: B3592
(R)-Benzyl-2-[4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazolium Tetrafluoroborate
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![(R)-Benzyl-2-[4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazolium Tetrafluoroborate](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "(R)-Benzyl-2-[4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazolium Tetrafluoroborate")
Purity: >97.0%(N)
Synonyms:
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 200MG |
$129.00
|
2 | 1 | 20 |
|
| 1G |
$446.00
|
1 | 1 | 9 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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| Product Number | B3592 |
| Purity / Analysis Method | >97.0%(N) |
| Molecular Formula / Molecular Weight | C__1__9H__1__7BF__7N__3 = 431.16 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 862095-77-0 |
| Reaxys Registry Number | 10137788 |
| PubChem Substance ID | 160871386 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Optical purity(LC) | min. 98.0 ee% |
| Purity(with Total Nitrogen) | min. 97.0 % |
| Melting point | 201.0 to 205.0 °C |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 203 °C |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H302 : Harmful if swallowed. H314 : Causes severe skin burns and eye damage. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dusts or mists. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number (DOT-AIR) | UN1759 |
| Class (DOT-AIR) | 8 |
| Packing Group (TCI-A) | III |
| HS Number | 2933.99.7900 |
Application
An Efficient N-Heterocyclic Carbene Precursor for the Asymmetric Intramolecular Stetter Reaction
A flame dried round bottom flask is charged with triazolium salt (B3592, 13.0 mg, 0.031 mmol) and 2 mL of toluene. To this solution is added KHMDS (0.5 M in toluene, H0893) (61.0 µL, 0.031 mmol) via syringe and the solution is stirred at ambient temperature for 5 minutes. Toluene and HMDS are removed in vacuo by being placed under high vacuum for 1 hour. Toluene (3 mL) is added followed by a solution of the substrate (38.0 mg, 0.153 mmol) in 2 mL of toluene and the resulting solution is allowed to stir at ambient temperature for 24 hours. The reaction is quenched with 15% AcOH/toluene (2 mL) and the resulting solution is purified by flash column chromatography and eluted with a suitable solution of hexane and ethyl acetate (typically 6:1). Evaporation of solvent affords 35.7 mg (94%) of the desired product as colorless oil in 95% ee and 30:1 dr.
References
- A Highly Enantio- and Diastereoselective Catalytic Intramolecular Stetter Reaction
- Scope of the Asymmetric Intramolecular Stetter Reaction Catalyzed by Chiral Nucleophilic Triazolinylidene Carbenes
- An Efficient Synthesis of Achiral and Chiral 1,2,4-Triazolium Salts: Bench Stable Precursors for N-Heterocyclic Carbenes
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Specifications
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