Tetrafluoropropyl azide 0.5 M solution in DME
| Cat. # | Quantity | Price | Lead time | Buy this product |
|---|---|---|---|---|
| FAZ007_5 | 5 ml | 250,00 € | in stock | |
| FAZ007_10 | 10 ml | 390,00 € | in stock | |
| FAZ007_25 | 25 ml | 790,00 € | in stock |
- IUPAC Name: 2,2,3,3-tetrafluoropropanyl azide, 2,2,3,3-tetrafluoropropylazide
- Synonyms: Tetrafluoropropyl azide
- CAS: 846057-93-0
- Smiles: FC(C(F)(CN=[N+]=[N-])F)F
- Chemical formula: C3H3F4N3
- Molecular weight: 157.071
2,2,3,3-Tetrafluoropropyl represents a complementary fluorinated azide that can be used to access N-tetrafluoropropylated triazoles in a regioselective fashion using the established copper catalyzed azide-alkyne cycloaddition.
When combined with triphenylphoshine1, it immediately forms the corresponding stable iminophosphorane which can be reacted with aldehydes, furnishing hard-to-synthesize N-tetrafluoropropylated aldimines, that can undergo further synthetic transformations, for example reduction to N-tetrafluoro amines that have significantly lower pKa values compared to non-fluorinated counterparts.
The highly polarized RCF2CF2H group of tetrafluoropropylated compounds can act as a mild hydrogen bond donor.
References:
1) J. Fluor. Chem., 2006, 127 (9), 1152-1157.