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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

Purity: >97.0%(N)
2   1   25  
1   1   18  

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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
CAS RN 862095-77-0
Reaxys Registry Number 10137788
PubChem Substance ID 160871386
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
Properties (reference)
Melting Point 203 °C
Pictogram Pictogram 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 2933.99.8290
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.


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