Trifluoroethyl azide 0.5 M solution in DME
| Cat. # | Quantity | Price | Lead time | Buy this product |
|---|---|---|---|---|
| FAZ004_5 | 5 ml | 210,00 € | in stock | |
| FAZ004_10 | 10 ml | 325,00 € | in stock | |
| FAZ004_25 | 25 ml | 660,00 € | in stock |
- IUPAC Name: 2-Azido-1,1,1-trifluoroethane
- Synonyms: CF3CH2N3, 1-Azido-2,2,2-trifluoroethane
- CAS: 846057-92-9
- Smiles: FC(F)(F)CN=[N+]=[N-]
- Chemical formula: CF3CH2N3
- Molecular weight: 125.05
2,2,2-Trifluoroethylazide represents a complementary fluorinated azide that can be used to access N-trifluroethylated triazoles in a regioselective fashion using the established copper catalyzed azide-alkyne cycloaddition.
Trifluoroethyl azide also undergoes Ru-catalyzed 1,5-cycloaddition, providing access to complementary triazole isomers.1
When combined with triphenylphoshine, it immediately forms the corresponding stable iminophosphorane which can be reacted with aldehydes, furnishing hard-to-synthesise N-trifluoroethyl aldimines2, that can undergo further synthetic transformations, for example reduction to N-trifluoroethylated amines that have significantly lower pKa values compared to non-fluorinated counterparts.
References:
1) WO2021/204800, 2021, A1
2) J. Fluor. Chem., 2006, 127 (9), 1152-1157.